SU65169A1 - Method for producing alpha-acyloxymethylene-beta-ethoxypropionitrile - Google Patents

Description

The pyrimidine part of the aneurina lulecula presents the greatest difficulties in the synthesis. In now considered the best v.riste - Andersag. and Westphal (Weg 70.2035) formulate amber ester is used for condensation with acetamidine, and the pyrimidine compound is obtained in the form of a 2-methyl-5-bromomethyl-6-amino-pyrimidi | (pyrimidine-1 component of aneurin synthesis) in 5 consecutive chemical transformations mi When this occurs, the loss of materials and there are great production difficulties. Variants of Greve (Zeiitschr. PhysiOl. Ch. 242. 89) with ethoxymethylene-malonaitrile and Will ms (J. Am. Ch. S. 59.930) with a-ethoxymethylene-3-ethoxy-acetic ether are condensed with acetamidine to form pyrimidine compounds1 It is transformed into the pyrimidine component of the synthesis by three X | I1Micheskimi and transformations (in each case), but the output of these methods is so small that practical use is impossible.

The authors have developed a method for the preparation of a-acyloxymethylene-e-ethoxypropionitrile, which consists in that ethylene cyanohydrin is acted on by ethyl formic acid in the presence of sodium alkylate, then on the well-known 3-ethoxypropionitrile is acted on by the same reagents and the resulting a-oxome salt and the resulting a-oxo salt, and the resulting a-oxo salt, and the resulting o-oxo-propylene nitrile. , 3-ethoxy1-propionitrile is exposed to carboxylic acid chlorides.

Condensation of a-acyloxymethylene | 3-ethioyl 1-propionitrile with astetamidine prompted the production of the pyrimidine component of aneurin synthesis.

Example 1. To a sodium alcoholate prepared from 5 g of sodium, in an indifferent solvent, is added a mixture of 15 g of ethylene cIHhydrin and 18.6 g of ants. ET1 1 1 THO ester; the reaction mass is left at-room temperature until the next day, then sucked off from the filtrate, the solvent is distilled off and the residue is distilled. The resulting p-ethoxypropionitrile boils at 172-174.

Example 2. To sodium alcoholate prepared from 2.5 g of sodium in indifferent solvent

a mixture of .ive is added: 11 g of ethoxypropionitrile and 11.5 g of formic ethyl ether. After exposure at room temperature, the sodium salt of a-o-omethylyl-3-ethoxy-propionitrile is aspirated.

Example 3. To 6 g of sodium salt of a-hydroxymethyl- | 6-ethoxy "1Propionitrile, in 30 (iCM £ 4 Hzol 4 cm of acetyl chloride is added; after heating the mixture in a water bath, for 1-2 hours the precipitate is sucked off from the filtrate , the benzene is distilled off, the residue is distilled in vacuum. The boiling point of the obtained a-acyloxymethyene- | E.

ethoxypropionitrile 142-144 ° at 22 mm (102-104 ° at 4 mm).

Subject invention

The method of obtaining a-acyloxymethylene-13-ethoxypropionitrile, o and in that the ethylene cyanohydrin is acted upon with ethyl ester of formic acid in the presence of an alcoholic alcohol, then the selected ethereate 3-ethoxyroionic ionitrile is treated with the same reagents and the resulting salt a, and the resulting salt a. p-ethoxypropionitrile is exposed to the action of chlorohydrocarbonic acids.