The way to obtain 1-acetyl-2-imidazolidone

 

(57) Abstract:

The invention relates to organic chemistry, in particular, to a method for producing 1-acetyl-2-imidazolidone by reacting 2-imidazolidone and acetic anhydride, taken in a molar ratio of 1:2, followed by dilution of the reaction mixture of a lower alkyl acetate, with stirring at 70-75S until a homogeneous leggierissimo suspension, cooling the mass, filtering, washing the resulting product with alkyl acetate and drying. Get a product with mass fractions of the basic substance is not less than 96%, yield 77% and a melting point 190-S (according to literature data, 188-S). The technical result - the simplicity and adaptability of the method, a high product yield while achieving a high degree of purity.

The invention relates to organic chemistry, in particular, to obtain 1-acetyl-2-imidazolidone used in the production of insecticides and medicines.

Was first described way to obtain this product by boiling 2-imidazolidone with excess acetic anhydride. By recrystallization of the selected product from acetonitrile, the compound obtained with a melting point which is 171,5-173, 0mm C. Dan elemental analysis prodazhnyh reagents taken in the amount of 10 mol of acetic anhydride, 1 mol of 2-imidazolidone for 30 min with distillation of the excess acetic anhydride under reduced pressure and recrystallization of the residue from alcohol. The obtained product with a melting point of 176 S (J. C. Roberts, Am. Chem. Soc., 86, 177-178, 1964).

By the described methods receive a product with a low melting point, which may indicate low quality.

The prototype of the proposed method to obtain product is the way, which consists in the interaction of 2-imidazolidone with acetic anhydride, taken in equimolar ratio at 65 degree Celsius for 1 h, then at 90 C for 1 h and then cooled mass by filtration of the product and double recrystallization from chloroform. Get a product with so pl. 188-S and yield of 39%. The structure of the product is confirmed by elemental analysis (Belgian patent 626254, a 01 n, 1963).

The disadvantage of this method is the low degree of transformation of the raw product at the specified ratio of the reactants, which leads to the necessary purification of the crude product by recrystallization and low yield of the target compound. In addition, in the process forming a thick supermassively mass, Catania is a simplification of the process, ensuring manufacturability, increase the yield and quality of the target product.

The problem is solved in that the process of interaction of 2-imidazolidone and acetic anhydride is carried out at their molar ratio 1:2, followed by dilution of the reaction mixture of a lower alkyl acetate, stirring the mixture at 70-75S to education leggierissimo suspension, cooling the mass, filtering, washing the resulting product is a lower alkyl acetate and drying.

The proposed method allows to obtain a product with a melting point 190-S.

The following examples illustrate the invention.

Example 1. A mixture of 42.0 g of 2-imidazolidone (0,4683 mol), 97,2 g of acetic anhydride (0,9366 mol), stirred for 1 h at a temperature of 65 degree Celsius and then 1 h at 90. Then add in the weight 42 cm3ethyl acetate and stirred at 70-75S until a homogeneous leggierissimo suspension.

Cool the mass and after exposure is stirred until a homogeneous suspension is then filtered product. Wash the residue with ethyl acetate, squeezed and dried at 100-110S.

Receive a product with a mass fraction of 96%, yield 77% and a melting point 190-192 the om 77,3%, mass fraction of 96% and a melting point 190-S.

Thus, the proposed method differs from the method on the prototype of the simplicity and adaptability of the process, high yield and degree of purity of the product by eliminating the need for purification by recrystallization and the use of toxic solvent.

The way to obtain 1-acetyl-2-imidazolidone the interaction of 2-imidazolidone with acetic anhydride when heated with the release of the product by cooling the reaction mixture, characterized in that the communication process is carried out at a molar ratio of 2-imidazolidone and acetic anhydride 1:2, followed by dilution of the reaction mixture of a lower alkyl acetate, with stirring at 70-75S until a homogeneous leggierissimo suspension, cooling the mass, filtering, washing the resulting product with alkyl acetate and drying.

 

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