Title of Invention | "N-[2-(2-PYRIDINYL)ETHYL]CARBOXAMIDE COMPOUNDS" |
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Abstract | N-[2-(2-pyridinyl)ethyl]carboxamide compounds of general formula (I): wherein X, R1, Y, n are as herein described. |
Full Text | The present invention relates to N-[2-(2-pyridinyl)ethyl]carboxamide compounds. The present invention relates to novel N-[2-(2-pyridinyl)ethyl]carboxamides' derivatives, their process of preparation, their use as fungicides, particularly in the form of fungicidal compositions, and methods for the control of phytopathogenic fungi of plants using these compounds or their compositions. The international patent application WO 01/11965 discloses a broad family of fungicidal compounds which generically covers the compounds according to the present invention. Nevertheless, the compounds according to the present invention are not specifically disclosed in this document and their activity as fungicides has not been tested. It is always of high-interest in agriculture to use pesticidal compounds more active than the compounds already known by the man ordinary skilled in the art in order to decrease the quantity of active ingredient used by the farmer as to maintain an efficacy at least equivalent to compounds already known. We have now found a new family of compounds selected in a broad family of compounds which possess the above mentioned characteristics. Accordingly, the present invention relates to N-[2-(2-pyridinyl)ethyl]carboxamide derivative of general formula (I): (Formula Removed) in which : - X may be an oxygen atom or a sulphur atom; - Y may be the same or different and may be a halogen atom, a nitro group, a cyano group, a hydroxy, a carboxyl group, a C1-C8-alkyl, a C1-C6-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkylamino, a di-C1-C8-alkylamino, a C1-C8-alkoxy, a C1-C6-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkylthio, a C1-C6-halogenoalkylthio having 1 to 5 halogen atoms, a C2-C8-alkenyloxy, a C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, a C3-C8-alkinyloxy, a C3-C8-halogenoalkinyloxy having 1 to 5 halogen atoms, a C3-C8-cycloalkyl, a C1-C8- Compound of general formula (I): Process for preparing this compound. Novel intermediate of general for-mula (E): for the preparation of compound of general formula (I) Fungicidal composition comprising a compound ol gen eral formula (I). Method for treating plants by applying a com-pound of general formula (I) or a composition comprising it. We claim: 1. N-[2-(-pyridinyl)ethyl]carboxamides compounds of general formula (I): (Formula Removed) in which: - X may be an oxygen atom or a sulphur atom; - Y may be the same or different and may be a halogen atom, a nitro group, a cyano group, a hydroxy, a carboxyl group, a C1-C8-alkyl, a C1-C6-halogenoalkyl having 1 to 5 halogen atoms, a C1-C8-alkylamino, a di-C1-C8-alkylamino, a C1-C8-alkoxy, a C1-C6-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C8-alkylthio, a C1-C6-halogenoalkylthio having 1 to 5 halogen atoms, a C2-C8-alkenyloxy, a C2-C8-halogenoalkenyloxy having 1 to 5 halogen atoms, a C3-C8-alkinyloxy, a C3-C8-halogenoalkinyloxy having 1 to 5 halogen atoms, a C3-C8-cycloalkyl, a C1-C8-alkoxycarbonyl, a C1-C8-alkylsulphinyl, a C1-C8-alkylsulphonyl, a C1-C8-halo-genoalkylsulphinyl having 1 to 5 halogen atoms, a C1-C8-halogenoalkylsulphonyl having 1 to 5 halogen atoms or a C1-C6-alkoximino-C1-C6-alkyl; - R may be a hydrogen atom, a cyano group, a nitro group, a formyl group, a C1-C6-alkyl, a C1-C6-alkylcarbamoyl, a C2-C6-alkenyl, a C2-C6-alkynyl, a C1-C6-halogenoalkyl having 1 to 7 halogen atoms, a C1-C6-alkoxy-C1-C6-alkyl, a C1-C6-cyanalkyl, a C1-C6-aminoalkyl, a C3-C6-cycloalkyl, a C1-C6-alkylcarbonyl, a C1-C6-halogenalkylcarbonyl having 1 to 5 halogen atoms, a C1-C6-alkoxy-C1-C6-alkylcarbonyl, a C1-C6-alkylsulfanyl or a C1-C6-halogenalkylsulfanyl having 1 to 5 halogen atoms; - n may be 1,2,3 or 4; and - Het represents heterocycle of the general formula (II) to (XXX) (Formula Removed) in which: - R2 and R3 may be the same or different and may be a hydrogen atom, a halogen atom, an amino group, a nitro group, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R4 may be a hydrogen atom, a halogen atom, a nitro group, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R5 may be a hydrogen atom, a halogen atom , a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and -R6andR76 may be the same or different and may be a hydrogen atom, a halogen atom, an amino group, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; -R10andR11 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkylthio, a C1-C4-alkylsulphonyl a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl or a pyridyl otpionally substituted by a halogen atom or a C1-C4-alkyl; and - R12 may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4- halogenoalkyl having 1 to 5 halogen atoms or a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms; - R13 and R14 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl, a C1-C4-alkyloxy or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R15 may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R16 may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R17 and R19 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R18 may be a hydrogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl hav ing 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl, a hydroxy-C1-C4-alkyl, a C1-C4- alkylsulphonyl, a di(C1-C4-alkyl)arninosulphonyl, a C1-C6-alkylcarbonyl, a phenylsul- phonyl optionally substituted by a halogen atom or a C1-C4-alkyl, or a benzoyl optionally substituted by a halogen atom or a C1-C4-alkyl; -R20 may be a hydrogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl, a hydroxy-C1-C4-alkyl, a C1-C4-alkylsulphonyl, a di(C1-C4-alkyl)aminosulphonyl, a C1-C6-alkylcarbonyl, a phenylsul-phonyl optionally substituted by a halogen atom or a C1-C4-alkyl, or a benzoyl optionally substituted by a halogen atom or a C1-C4-alkyl; and - R21, R22 and R23 may be the same or different and may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms or a C1-C4-alkylcarbonyl; -R24 may be a hydrogen atom or a C1-C4-alkyl; and -R25 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R26 may be a hydrogen atom or a C1-C4-alkyl; and - R27 may be a halogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms or a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl; 9R - R28 may be a hydrogen atom, a halogen atom, an amino group, a cyano group, a C1-C4-alkylamino, a di-(C1-C4-alkyl)amino, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms or a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl; and - R29 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. - R30 may be a hydrogen atom, a halogen atom, an amino group, a cyano group, a C1-C4-alkylamino, a di-(C1-C4-alkyl)amino, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and -R31 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R32 may be a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C1-C4- alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C3-C6-cycloalkyl, a C1-C4- alkoxy, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylthio, a C1-C4- halogenoalkylthio having 1 to 5 halogen atoms, an aminocarbonyl group or an aminocar- bonyl-C1-C4-alkyl; - R33 may be a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C1-C4- alkyl, a C1-C4-alkoxy or a C1-C4-alkylthio; and -R34 may be a hydrogen atom, a phenyl, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a hydroxy-C1-C4-alkyl, a C2-C6-alkenyl, a C3-C6-cycloalkyl, a C1-C4-alkylthio-C1-C4-alkyl, a C1-C4-halogenoalkylthio-C1-C4-alkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl or a C1-C4-halogenoalkoxy-C1-C4-alkyl having 1 to 5 halogen atoms; - R35 may be a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C3-C6-cycloalkyl, a C1-C4-alkoxy, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms, an aminocarbonyl or an aminocarbonyl-C1-C4-alkyl; - R36 may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-alkoxy, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms or a C1-C4-alkylthio; and - R37 may be a hydrogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a hydroxy-C1-C4-alkyl, a C2-C6-alkenyl, a C3-C6-cycloalkyl, a C1-C4-alkylthio-C1-C4-alkyl, a C1-C4-halogenoalkylthio-C1-C4-alkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl, a C1-C4-halogenoalkoxy-C1-C4-alkyl having 1 to 5 halogen atoms or a phenyl optionally substituted by a halogen atom, a C1-C4-alkyl, a C1-C4-alkoxyalkyl or a nitro group; - R38 may be a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C3-C6-cycloalkyl, a C1-C4-alkoxy, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms, an aminocarbonyl, or an aminocarbonyl-C1-C4-alkyl; -R39 may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-alkoxy, a C1-C4-alkylthio or a C1-C4-halogenoalky having 1 to 5 halogen atoms; - R40 may be a hydrogen atom, a phenyl, a benzyl, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a hydroxy-C1-C4-alkyl, a C2-C6-alkenyl, a C3-C6-cycloalkyl, a C1-C4-alkylthio-C1-C4-alkyl, a C1-C4-halogenoalkylthio-C1-C4-alkyl having 1 to 5 halo gen atoms, a C]-C4-alkoxy-C1-C4-alkyl, a C1-C4-halogenoalkoxy-C1-C4-alkyl having 1 to 5 halogen atoms; -R41andR42 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R43 and R44 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl, or a heterocyclyl optionally substituted by a halogen atom or a C1-C4-alkyl; - R45 and R46' may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R47 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; -R48 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and -R49 may be a hydrogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, or a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl; -R50 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R51 may be a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms or a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms; - R52, R53 and R54, which may be the same or different, may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylsulphinyl or a C1-C4-alkylsulphonyl; - R55 may be a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C5-alkylthio, a C2-C5-alkenylthio a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a phenyloxy optionally substituted by a halogen atom or a C1-C4-alkyl, or a phenylthio optionally substituted by a halogen atom or a C1-C4-alkyl; -R56 ,R57and R58, which may the same or different, may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylsulphinyl, a C1-C4-alkylsulphonyl, a N-morpholine optionally substituted by a halogen atom or a C1-C4-alkyl, or a thienyl optionally substituted by a halogen atom or a C1-C4-alkyl; - R59, R60, R61 and R62, which may be the same or different, may be a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylsulphinyl or a C1-C4-alkylsulphonyl; - R63 may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; -R64 may be a hydrogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C6-alkoxycarbonyl, a benzyl optionally substituted by 1 to 3 halogen atoms, a benzyloxycarbonyl optionally substituted by 1 to 3 halogen atoms or a heterocy-clyl; - R65 may be a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a C1-C4- alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4- alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms or a C1-C4- halogenoalkoxy having 1 to 5 halogen atoms; -R66 may be a hydrogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms or a benzyl; - X1 may be a sulphur atom, -SO-, -SO2- or -CH2-; - R67 may be a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R68 and R69 may be the same or different and may be a hydrogen atom or a C1-C4-alkyl; -R70 may be a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; -R71 may be a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; -R72 may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 2. A compound as claimed in claim 1, characterised in that X represents an oxygen atom. 3. A compound as claimed in claim 1 or 2, characterised in that n is 1 or 2. 4. A compound as claimed in claim 3, characterised in that n is 2. 5. A compound as claimed in any of the claims 1 to 4, characterised in that at least one of the Y substituent is a halogen atom, a C1-C8-alkyl, a C1-C6-halogenoalkyl having 1 to 5 halogen atoms or a C1-C6-alkoxy-C1-C6-alkylcarbonyl. 6. A compound as claimed in claim 5, characterised in that at least one of the Y substituent is a C1-C6-halogenoalkyl having 1 to 5 halogen atoms. 7. A compound as claimed in claim 6, characterised in that at least one of the Y substituent is-CF3. 8. A compound as claimed in any of the claims 1 to 7, characterised in that the 2-pyridyl is substituted in 3- and/or in 5-position. 9. A compound as claimed in claim 7 and 8, characterised in that the 2-pyridyl is substituted in 5-position by -CF3. 10. A compound as claimed in any of the claims 1 to 9, characterised in that Het is a five membered ring heterocycle. 11. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (II) (Formula Removed) in which: - R2 and R3 may be the same or different and may be a hydrogen atom, a halogen atom, an amino group, a nitro group, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R4 may be a hydrogen atom, a halogen atom, a nitro group, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 12. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (III) (Formula Removed) in which: - R5 may be a hydrogen atom, a halogen atom , a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and may be the same or different and may be a hydrogen atom, a halogen atom, an amino group, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 13. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (IV) (Formula Removed) in which: -R8 may be a halogen, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R9 may be a hydrogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halo gen atoms. 14. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (V) (Formula Removed) in which: -R10and R11 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkylthio, a C1-C4-alkylsulphonyl a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl or a pyridyl otpionally substituted by a halogen atom or a C1-C4-alkyl; and - R12 may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4- halogenoalkyl having 1 to 5 halogen atoms or a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms. 15. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (VI) (Formula Removed) in which: - R13 and R14 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl, a C1-C4-alkyloxy or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R15 may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 16. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (VII) (Formula Removed) in which: - R16 may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R17 and R19 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R18 may be a hydrogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl, a hydroxy-C1-C4-alkyl, a C1-C4-alkylsulphonyl, a di(C1-C4-alkyl)aminosulphonyl, a C1-C6-alkylcarbonyl, a phenylsul-phonyl optionally substituted by a halogen atom or a C1-C4-alkyl, or a benzoyl optionally substituted by a halogen atom or a C1-C4-alkyl. 17. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (VIII) (Formula Removed) in which: - R20 may be a hydrogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl hav-ing 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl, a hydroxy-C1-C4-alkyl, a C1-C4-alkylsulphonyl, a di(C1-C4-alkyl)aminosnlphonyl, a C1-C6-alkylcarbonyl, a phenylsul-phonyl optionally substituted by a halogen atom or a C1-C4-alkyl, or a benzoyl optionally substituted by a halogen atom or a C1-C4-alkyl; and - R21, R22 and R23 may be the same or different and may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms or a C1-C4-alkylcarbonyl. 18. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (DC) (Formula Removed) in which: - R24 may be a hydrogen atom or a C1-C4-alkyl; and - R25 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 19. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (X) (Formula Removed) in which: -R26 may be a hydrogen atom or a C1-C4-alkyl; and - R27 may be a halogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms or a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl. 20. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XI) (Formula Removed) in which: - R28 may be a hydrogen atom, a halogen atom, an ammo group, a cyano group, a C1-C4- alkylamino, a di-(C1-C4-alkyl)amino, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms or a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl; and -R29 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halo gen atoms. 21. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XII) (Formula Removed) in which: - R30 may be a hydrogen atom, a halogen atom, an ammo group, a cyano group, a C1-C4- alkylamino, a di-(C1-C4-alkyl)amino, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and -R31 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 22. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XIII) (Formula Removed) in which: - R32 may be a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C3-C6-cycloalkyl, a C1-C4-alkoxy, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms, an aminocarbonyl group or an aminocar-bonyl-C1-C4-alkyl; - R33 may be a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C1-C4-alkyl, a C1-C4-alkoxy or a C1-C4-alkylthio; and - R34 may be a hydrogen atom, a phenyl, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a hydroxy-C1-C4-alkyl, a C2-C6-alkenyl, a C3-C6-cycloalkyl, a C1-C4-alkylthio-C1-C4-alkyl, a C1-C4-halogenoalkylthio-C1-C4-alkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl or a C1-C4-halogenoalkoxy-C1-C4-alkyl having 1 to 5 halogen atoms. 23. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XIV) (Formula Removed) in which: - R35 may be a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C1-C4- alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C3-C6-cycloalkyl, a C1-C4- alkoxy, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylthio, a C1-C4- halogenoalkylthio having 1 to 5 halogen atoms, an aminocarbonyl or an aminocarbonyl-C1-C4-alkyl; - R36 may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-alkoxy, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms or a C1-C4-alkylthio; and - R37 may be a hydrogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a hydroxy-C1-C4-alkyl, a C2-C6-alkenyl, a C3-C6-cycloalkyl, a C1-C4-alkylthio-C1-C4-alkyl, a C1-C4-halogenoalkylthio-C1-C4-alkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl, a C1-C4-halogenoalkoxy-C1-C4-alkyl having 1 to 5 halogen atoms or a phenyl optionally substituted by a halogen atom, a C1-C4-alkyl, a C1-C4-alkoxyalkyl or a nitro group. 24. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XV) (Formula Removed) in which: -R38 may be a hydrogen atom, a halogen atom, a cyano group, a nitro group, a C1-C4- alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C3-C6-cycloalkyl, a C1-C4- alkoxy, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylthio, a C1-C4- halogenoalkylthio having 1 to 5 halogen atoms, an aminocarbonyl, or an aminocarbonyl- C1-C4-alkyl; - R39 may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-alkoxy, a C1-C4-alkylthio or a C1-C4-halogenoalky having 1 to 5 halogen atoms; - R40 may be a hydrogen atom, a phenyl, a benzyl, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a hydroxy-C1-C4-alkyl, a C2-C6-alkenyl, a C3-C6-cycloalkyl, a C1-C4-alkylthio-C1-C4-alkyl, a C1-C4-halogenoalkylthio-C1-C4-alkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy-C1-C4-alkyl, a C1-C4-halogenoalkoxy-C1-C4-alkyl having 1 to 5 halogen atoms. 25. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XVI) (Formula Removed) in which - R41 and R47 ' may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 26. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XVII) (Formula Removed) in which -R43and R44 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl, or a heterocyclyl optionally substituted by a halogen atom or a C1-C4-alkyl. 27. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XVIII) (Formula Removed) in which -R45and R46 may be the same or different and may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 28. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XIX) (Formula Removed) in which - R47 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halo gen atoms. 29. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XX) (Formula Removed) in which: - R48 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and - R49 may be a hydrogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, or a phenyl optionally substituted by a halogen atom or a C1-C4-alkyl. 30. A compound as claimed in claim 10, characterised in that Het represents a heterocycle of the general formula (XXI) (Formula Removed) in which - R50 may be a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halo gen atoms. 31. A compound as claimed in any of the claims 1 to 9, characterised in that Het is a six membered heterocycle. 32. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXII) (Formula Removed) in which: -R51 may be a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms or a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms; - R52, R53 and R54, which may be the same or different, may be a hydrogen atom, a halo gen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen at oms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylsulphinyl or a C1-C4-alkylsulphonyl. 33. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXIII) (Formula Removed) in which: -R55 may be a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C5-alkylthio, a C2-C5-alkenylthio a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a phenyloxy optionally substituted by a halogen atom or a C1-C4-alkyl, or a phenylthio optionally substituted by a halogen atom or a C1-C4-alkyl; - R56, R57 and R58, which may the same or different, may be a hydrogen atom, a halogen atom, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1-C4-alkylsulphinyl, a C1-C4-alkylsulphonyl, a N-morpholine optionally substituted by a halogen atom or a C1-C4-alkyl, or a thienyl optionally substituted by a halogen atom or a C1-C4-alkyl. 34. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXIV) (Formula Removed) in which - R59, R60, R61 and R62, which may be the same or different, may be a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl hav ing 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms, a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms, a C1- C4-alkylsulphinyl or a C1-C4-alkylsulphonyl. 35. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXV) f (Formula Removed) in which: - R63 may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; - R64 may be a hydrogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C6-alkoxycarbonyl, a benzyl optionally substituted by 1 to 3 halogen atoms, a benzyloxycarbonyl optionally substituted by 1 to 3 halogen atoms or a heterocy-clyl. 36. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXVI) (Formula Removed) in which: - R65 may be a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms, a C1-C4-alkoxy, a C1-C4-alkylthio, a C1-C4-halogenoalkylthio having 1 to 5 halogen atoms or a C1-C4-halogenoalkoxy having 1 to 5 halogen atoms; - R may be a hydrogen atom, a C1-C4-alkyl, a C1-C4-halogenoalkyl having 1 to 5 halogen atoms or a benzyl. 37. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXVII) (Formula Removed) in which: - X1 may be a sulphur atom, -SO-, -SO2- or -CH2-; - R67 may be a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; and -R68and R69 may be the same or different and may be a hydrogen atom or a C1-C4-alkyl. 38. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXVni) (Formula Removed) in which: - R70 may be a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms; 39. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXIX) (Formula Removed) in which: - R71 may be a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 40. A compound as claimed in claim 31, characterised in that Het represents a heterocycle of the general formula (XXX) (Formula Removed) in which -R72 may be a hydrogen atom, a halogen atom, a C1-C4-alkyl or a C1-C4-halogenoalkyl having 1 to 5 halogen atoms. 41. A process for the preparation of compound of general formula (I) as claimed in any of the claims 1 to 40, which comprises reacting a carboxylic acid derivative of the general for mula (A) (Formula Removed) in which: - Het is as defined above; - G may be a halogen atom, a hydroxy group or a C1-C6-alkoxy; with a 2-pyridine derivative of general formula (B) (Formula Removed) in which Y, R1 and n are as defined in claim 1; in the presence of a catalyst if G is a hydroxy or a C1-C6-alkoxy group, or in the presence of an acid binder if G is a halogen atom. 42. A process as claimed in claim 41, wherein the catalyst may be dicyclohexylcarbodiimide, N,N'-carbonyldimidazole, bromotripyrrolidinophosphonium hexafluorophosphate or trimethylaluminium. 43. A process as claimed in claim 42, wherein the acid binder may be a carbonate, an aqueous alkali or a tertiary amine. 44. Fungicidal composition comprising an effective amount of a compound as claimed in any of the claims 1 to 40 and an agriculturally acceptable support. 45. Fungicidal composition as claimed in claim 44 further comprising a surfactant. 46. Fungicidal composition as claimed in either of claims 44 and 45, comprising from 0.05% to 99% by weight of active material. 47. A composition as claimed in claims 44 or 45 and when used for preventively or cura-tively combating the phytopathogenic fungi of crops. |
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2948-delnp-2005-Abstract-(22-02-2010).pdf
2948-DELNP-2005-Claims (02-03-2010).pdf
2948-delnp-2005-Claims-(22-02-2010).pdf
2948-DELNP-2005-Correspondence Others-(23-03-2011).pdf
2948-DELNP-2005-Correspondence-Others (02-03-2010)--.pdf
2948-DELNP-2005-Correspondence-Others (02-03-2010).pdf
2948-delnp-2005-Correspondence-Others-(22-02-2010).pdf
2948-delnp-2005-correspondence-others.pdf
2948-delnp-2005-Description (Complete)-(22-02-2010).pdf
2948-delnp-2005-description (complete).pdf
2948-delnp-2005-Form-1-(22-02-2010).pdf
2948-delnp-2005-Form-2-(22-02-2010).pdf
2948-DELNP-2005-Form-27-(23-03-2011).pdf
2948-delnp-2005-Form-3-(22-02-2010).pdf
2948-delnp-2005-Form-5-(22-02-2010).pdf
2948-delnp-2005-GPA-(22-02-2010).pdf
2948-delnp-2005-Petition 137-(22-02-2010).pdf
2948-delnp-2005-petition-138.pdf
Patent Number | 239897 | ||||||||||||||||||||||||||||||
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Indian Patent Application Number | 2948/DELNP/2005 | ||||||||||||||||||||||||||||||
PG Journal Number | 15/2010 | ||||||||||||||||||||||||||||||
Publication Date | 09-Apr-2010 | ||||||||||||||||||||||||||||||
Grant Date | 07-Apr-2010 | ||||||||||||||||||||||||||||||
Date of Filing | 01-Jul-2005 | ||||||||||||||||||||||||||||||
Name of Patentee | BAYER CROPSCIENCE SA | ||||||||||||||||||||||||||||||
Applicant Address | 16, RUE JEAN-MARIE LECLAIR, F-69009 LYON, FRANCE. | ||||||||||||||||||||||||||||||
Inventors:
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PCT International Classification Number | C07D 405/12 | ||||||||||||||||||||||||||||||
PCT International Application Number | PCT/EP2004/002381 | ||||||||||||||||||||||||||||||
PCT International Filing date | 2004-02-12 | ||||||||||||||||||||||||||||||
PCT Conventions:
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