Title of Invention

PROCESS FOR THE PREPARATION OF 1-(2-HYDROXYETHYL)-2-METHYL IMIDAZOLE

Abstract

A process for the preparation of the 1 -(2-hydroxyethyl)-2-methyl Imidazole comprising the steps of (i)The reactants ethanedial and ethaldehyde are mixed to form a homogenous solution; this solution is called as (A); (ii)The reactant Ammonia 25% and ethanolamine and water are mixed together and heated to 60°C to form a homogenous solution, this is called solution (B); (iii)Drop wise addition of solution (A) to solution (B) at 60° C; (iv)Controlling the reaction temperature by circulation of cold water; (v)Concentration of reaction mass at 140° C by rotary evaporator; (vi)Distillation of reaction mass under740mmhg vacuum at 150°C to get the final product of 99.0% pure;

Full Text

FORM 2 THE PATENTS ACT, 1970 COMPLETE SPECIFICATION (Section 10) TITLE PROCESS FOR THE PREPARATION OF - 1 -(2-HYDROXYETHYL)-2-METHYL IMIDAZOLE. NAME Mrs. D'SOUZA PHILO BEN. ADDRESS : 27, GANGASANGAM CO. HSG. SOC, (B-WING), VARSE, TAL: ROHA, DIST.: RAIGAD. PIN-CODE: 402 109. STATE: MAHARASHTRA, INDIA. NATIONALITY: INDIAN. The following specification particularly describes and ascertains the nature of this invention and the manner in which it is to be performed :- Object T%s invention relates to a process for preparation of 1-(2-hydroxyethyl)-2-methyl Imidazole, as shown in formula. The object of this invention is a method for the preparation of1-(2-hydroxyethyl)-2-methyl Imidazole by using simple and inexpensive reactants (i) Ethanedial (C2H2O2), (ii) ) Ethaldehyde (C2H40) (iii) liquor ammonia 25% (NH3), (iv) Ethylolamine (C2H7NO) in a convenient way Prior art Imidazole derivatives are claimed in prior patents GB 992,168 and describes the way in which these are prepared. These compounds have been prepared by reacting ethylene oxide and 2-Methyl Imidazole to form 1-(2-hydroxyethyl)-2-methyl Imidazole. Method 2-methyl Imidazole is reacted with ethylene oxide in media/solvent like methanol. In this reaction 2-mehtyl imidazole is dissolved in methanol and ethylene oxide is slowly purged into the solution at 32° C for 2 hours. Only 50% of the imidazole gets converted into 1-(2-hydroxyethyi)-2-methyl imidazole and obtained by distillation under vacuum. The yield obtained is very low. This process suffers from many disadvantages and some of which are stated below: Disadvantages Use of ethylene oxide is dangerous activity in this reaction. Ethylene oxide is also carcinogenic and explosive. The conversion is only 50% and hence the yield obtained is very less. The inputs like 2-methyl imidazole, ethylene oxide and ethanedial are costly products hence the process is not economical and versatile. Since there is a need to obtain derivatives of imidazole which are used as an intermediate in many reactions of immense industrial application, we have formulated a simple and convenient method for its preparation. Page No. 3 Present invention According to the present invention, therefore there is provided a new and improvised process for the preparation of 1-(2-hydroxyethyi)-2-methyl Imidazole as below. The reactants (i) Ethanedial and (ii) Ethaldehyde are mixed to form a homogenous mixture. This solution is called as (A) The reactants (iii) Ammonia 25% and (iv) Ethanolamine and water are mixed separately and heated to 60°C to form a homogenous solution; this is called solution (B). Now add slowly solution (A) to Solution (B) at 60°C.The reaction is exothermic and so the temperature is controlled by cooling the reaction mass. The reaction mass is concentrated at 140°C on a rotary evaporator and distilled at 150°C and 740 mmhg vacuum to give a distillate of 1-(2-hydroxyethyl)-2-methyl Imidazole 99%,water 0.4% and other impurities 0.6%. The product is pale yellow colored liquid and highly alkaline and corrosive in nature. Uses 1-(2-hydroxyethyl)-2-methyl Imidazole is used as a drug intermediate. It is used in resins and electroplating and agrochemicals etc. Advantages of the invented process. The important practical advantage of the process of invention is that the process has become very economical due to cheap raw materials, high yields and the process does not carry any hazardous steps. The process is industrially useful. This invention is now illustrated with the following example which is not intended to limit the generality of the claims. EXAMPLE -1 Take ethanedial (40%) 360 grams and add it to Ethaldehyde I (99%) 115 grams. This mixture is stirred for half hour. This is solution (A) Take 500 mi water in ten liter capacity flask and add to it 208 grams of liquor ammonia (25%). Then add Ethylolamine (98%) 160 grams and stir it for half an hour and heat to 60° C. This is solution (B) Now add drop wise solution (A) to the solution (B) at 60°C.The reaction starts and temperature increases, as the reaction is exothenmic in nature. Temperature is controlled by cooling the reacting mass in such a way that the temperature does not exceed above 60°C. Maintain the reaction mass at 60° C for two hours. Now the reaction mass is concentrated at 140°C on a rotary evaporator and then distill this reaction mass under vacuum of 740mmhg at 150° C temperature to give 1 -(2-hydroxyethyl)-2-methyl Imidazole. Collect 99% pure 1-(2-hydroxyethyl)-2-methyl Imidazole product 108 grams in a clean dry flask, product contains water 0.4% and other impurities 0.6%. 1-(2-hydroxyethyl)-2-methyl Imidazole is pale yellow colored liquid; it is highly alkaline and corrosive in nature. Page No. 5 I CLAIM: 1) A process for the preparation of the 1 -(2-hydroxyethyl)-2-methyl Imidazole comprising the steps of (i)The reactants ethanedial and ethaldehyde are mixed to form a homogenous solution; this solution is called as (A); (ii)The reactant Ammonia 25% and ethanolamine and water are mixed together and heated to 60°C to form a homogenous solution, this is called solution (B); (iii)Drop wise addition of solution (A) to solution (B) at 60° C; (iv)Controlling the reaction temperature by circulation of cold water; (v)Concentration of reaction mass at 140° C by rotary evaporator; (vi)Distillation of reaction mass under740mmhg vacuum at 150°C to get the final product of 99.0% pure; 2) The process as claimed in claim I, where the purity of the compound is 99.0%. 3) The process for the preparation of 1-(2-hydroxyethyl)-2-methyl Imidazole, is- substantially as herein before described.

Documents:

773-mum-2001-cancelled pages(06-09-2004).pdf

773-mum-2001-claim(granted)-(06-09-2001).doc

773-mum-2001-claim(granted)-(06-09-2001).pdf

773-mum-2001-correspondence(06-09-2004).pdf

773-mum-2001-correspondence(ipo)-(20-08-2004).pdf

773-mum-2001-drawing(06-09-2001).pdf

773-mum-2001-form 19(08-07-2004).pdf

773-mum-2001-form 2(granted)-(06-09-2001).doc

773-mum-2001-form 2(granted)-(06-09-2001).pdf

773-mum-2001-form 3(08-08-2001).pdf

abstract1.jpg