SU1609787A1 - Method of producing n-acylamides - Google Patents

Abstract

The invention relates to acid amides, in particular the preparation of N-acylamides, intermediates for the synthesis of active substances and polymers. The goal is to increase the yield of target substances and simplify the process. The latter are acylation of amides. C _1-4 acyl chloride in the presence of iron at a molar ratio of it with amide (0.1-0.2): 1 and 70-90 ° C in an organic solvent medium, followed by hydrolysis and purification of the target product. These conditions allow the process to be carried out at atmospheric pressure to achieve a better yield (up to 99% versus 75%) with less heating (70-90 ° C versus 170 ° C). 1 tab.

Description

 The invention relates to the synthesis, specifically to an improved method for the preparation of aliphatic and aromatic acids N-acylamides, which can be used in the preparation of physiologically active substances and polymeric materials.

The aim of the invention is to simplify the process, reduce the temperature and increase the yield of the product.

According to the proposed method, amides are heated with acyl chlorides in an organic solvent in the presence of 1-w iron powder, followed by hydrolysis and purification of the final product at a molar ratio of amide: iron equal to 1: (O, 1-0.2), at 70-90 ° С .

PRI me R 1. N-Valerylbenz amide 0.7538 g (0.0062 mol) benzamide,

1.5006 g (0.0124 mol; valeryl chloride and 0.0348 g (0.0006 mol) of metallic iron powder reduced with 2 ml of dichloroethane solvent and heated for 6 h at 80 s for oil to a bath with reflux condenser and mechanical stirring about dichloroztan is evaporated; under reduced pressure. To the crystalline mass of red-orange color add 15 ml of chilled distilled water, neutralize the mixture to 2 with a 2% solution of potash (universal indicator). After 1 the precipitate is separated; the aqueous filtrate is treated with diethyl vym ether until complete extraction. The ether solution was dried with magnesium sulfate svezheprokalennym, audio, ether was distilled off Precipitation combined

a o; 0

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and they are recrystallized from aqueous alcohol or by column chromatography on silica gel (eluent is a mixture of hexane and ethyl acetate in a ratio of 3: 1). This gives 1.0856 g (85%) of N-valsb1benzam1ada,

Data on the production of N-acylamides and their physical properties are presented in the table,

In all examples, a 2-fold Ni molar excess of acyl is used; (shorida ”

Thus, the proposed method makes it possible to simplify the process through instrumentation and carry it out at atmospheric pressure.

with high yields of N-acylamides at € 70-90.

Claims (1)

The method of obtaining N-acylamides by reacting an amide with acyl chloride at elevated temperatures in an organic solvent medium in the presence of a catalyst, followed by hydrolysis and purification of the final product, characterized in that, in order to simplify the process and increase the yield of the product, as a catalyst iron is used at a molar ratio of amide: iron 1: (O, 1-0.2) and the process is carried out at 70-90 ° C. Editor T. Lazorenko Compiled by V. M Kusheva Tehred M. Khodanych - Corrector Shevkun Order 3705 Circulation 338 VNIIPI State Committee for Inventions and Discoveries at the State Committee on Science and Technology of the USSR 113035, Moscow, Zh-35, Raushsk nab., 4/5 Production and publishing plant Patent, Uzhgorod, st. Gagarin, 101 Subscription