SU283230A1 - The method of obtaining diesters - (dialkylamino) aminodicarboxylic acids - Google Patents

Description

The invention relates to a process for the preparation of new compounds not described in the literature, which can be used as physiologically active substances and monomers for the synthesis of high molecular compounds.

It is known that compounds containing groups

-NlUHylOR- i / -14 (CH) C

OR

(where R is an aliphatic or aromatic radical), have a physiological effect. However, methods for producing such substances are laborious and little developed. The literature describes a process for the preparation of N - (dimethylamino) aminopropionic and aminoisobutyric acid monomethyl zisters, in which dialkyl hydrazines are reacted with a and p - unsaturated esters.

A method for the preparation of N - (dialkylamino) aminodicarboxylic acid diesters is proposed, in that the dialkyl hydrazines are reacted with at least two moles of alkyl esters a and p - unsaturated acids at a temperature of 30 - 80 ° C.

The proposed method, which differs from the known one in that an excess of alkyl ester of a and p-unsaturated acid is introduced into the reaction, allows to obtain new compounds not described in the literature.

Example 1. In a three-necked flask equipped with a stirrer, thermometer and reflux condenser, 18 g (0.3 mol) of dimethylhydrazine and 54.9 g (0.6 mol) of methyl acrylate were charged. The reaction was conducted at a temperature of 30 ° C for 7 hours. Then the reaction mixture was dispersed under vacuum. At 118-120 ° С / / 3 mm Hg. Art. 12 g were isolated (yield 28%)

N- (dimethylamino) aminodipropionic acid dimethyl ester.

Example 2. According to the same procedure as described in example 1, 9 g (0.15 mol) of dimethyl hydrazine and 40.9 t (0.45 mol) of methyl acrylate were loaded. The reaction was conducted at a temperature of 50 ° C for 7 hours. 10 g (yield 48%) of N- (dimethylamino) aminodipropionic acid dimethyl ester were obtained. Example 3. According to the method of Example 1, 8.6 g (0.1 mol) of diethylhydrazine and 17.2 g (0.2 mol) of methyl acrylate were loaded. The reaction was carried out at a temperature of 30 ° C for 7 hours. Then the reaction mass was dispersed under vacuum at 115-116 ° C / 2 mm Hg. Art.,

the corresponding dimethyl ester of L- (diethylamino) aminodipropionic acid.

Example 4. Download 8, 6 g (0.1 mol) of diethylhydrazine, 25.8 g (0.3 mol) of methyl acrylate. The reaction was conducted at 30 ° C for 7 hours. 5 g (yield, 18.7%) of dimethyl ether of L- (diethylamino) aminodipropionic acid was obtained.

Example 5. Download 8.6 g (0.1 mol) of diethylhydrazine, 25.8 g (0.3 mol) of methyl acrylate. The reaction was conducted at 50 ° C for 10 hours. 10 g (yield 37.4%) of dimethyl ester of L- (diethylamino) aminodipropionic acid was obtained.

Example 6. 14.4 g (0.1 mol) of dibutylhydrazine and 25.8 g (0.3 mol) of methyl acrylate were stirred for 12 hours at a temperature of 70 ° C. At 148–15 ° C / 2 mm Hg. Art. 3.2 g (10% yield) of N (dibutylamino) aminodipropionic acid dimethyl ester were isolated.

PRI me R 7. 6 g (0.1 mol) of dimethyl hydrazine and 38.4 g (0.3 mol) of butyl acrylate were stirred for 12 hours at 50 ° C. At 145-147 ° C / 3 mm Hg. Art. 4.8 g (15% yield) of H- (dimethylamino) aminodipropionic acid dibutyl ester was isolated.

Claims (2)

1. A method for producing d-ethers of H- (dialkylamino) aminodicarboxylic acids, characterized in that the dialkyl hydrazines interact with at least two moles of esters of a, p-unsaturated acids. 2. A method according to claim 1, characterized in that the process is carried out at 30 - 80 ° C.