SU426365A3 - METHOD OF OBTAINING PRODUCTIONS BINH1X1-ARYL-2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPIN-2-SHE - Google Patents

Description

The invention relates to a process for the preparation of new Production 1.5-bvnzo1Diazepi | Ba, having a variety of pharmacological properties.

Based on the well-known acylation reaction, the proposed method allows to obtain new compounds with better properties than the 311 structural structural analogues of a similar effect.

A method is described for the preparation of 1-aryl-2,3,4u5-tet, rahidro-1H-1,5-benzodiazepin-2-one derivatives of general formula I

where R is alkoxy. Rbonyl with 2-3 carbon atoms, aminocarbonyl, alkylaminocarbonyl with 2-3 carbon atoms or dialkylaminocarbonyl. radical.c with 3-5 carbon atoms;

Rx-atam of hydrogen or chlorine, which consists in the fact that the corresponding 5-unsubstituted derivative of 1-aryl- [2,3,4,5-tetrahydro-11H-1, 5-benzodiazepin-2-ana of the general formula II

ten

where R2 has the above meaning, is reacted with reactive P1-derivative of the general formula III

R-COOH, III

where R means methoxy or ethoxy, amino, alkylamino with 1-2 carbon atoms or dialkylamino with 2-4 carbon atoms.

As the reactive acid derivatives, for example, acid halides are used. The interaction of compounds of formula II with acid chlorides is preferably carried out in acetone solvents or esters in the presence of tertiary bases, for example, diethylanyl or Trieethylamine, at 20-30 ° C.

Example 1. 18.4 g of 8-chloro-1- (2-chlorophenyl) -2,3,4,5-tetrahydro-1H-1.5-benzodiazepin-it is dissolved in 150 ml of acetone. After the addition of 8 g of M, M-dimethyl, nili.na, stirring and cooling with ice water, 8 g of ethyl chloroformate at 20–30 ° C are added. After an additional stirring of 1N. And for 2 hours at a low temperature, the reaction solution is affected | Vayu, t in 500 ml of water. The 8 chloro-1- (2-chlorophenyl) -2,3,4u5-tetrahydro-III, 5-benzodiazvopin-2-oi-5-carboxylic acid ethyl ether that crystallized out was filtered off with suction, washed with water and recrystallized from isopropanol.

EXIT 17.5 g (77% of theory); m.p. C. According to this method, 8-chloro-1-phenyl-2,3, 4,5-tetrap1HI ethyl ester Dro-III-1, 5-benzodiazvipiH-2-01H-5 carboxylic acid is obtained. The output of 84% of theoretical, so-pl. 17.2-173 ° C (from ethyl acetate).

Subject invention

The method of obtaining derivatives of 1-aryl, 3,4,5-tetrahydro-1H-1,5-benzodiazepil-2-ana obsh; her formula I

where RI means alkoxycarbonyl with 2-3

carbon atoms, aminocarbonyl, alkylaminocarbonyl with carbon atoms or dialkylamylcarbonyl radical with 3-5 atoms

carbon;

Ra is aTOiM of hydrogen or chlorine, characterized in that it corresponds to 1CT (vuyush; its 5M-lezamesh; een derivative 1-aryl-2,3,4,5-tetragldro1H-1, 5-benzodiazepi.n-2-opa obsh, Formula II

where: R2 has the above meaning, is reacted with a reaction of a cyollo-25 derivative of the ACID of the general photo: p1 of formula III

R - SOOP

P1

where R means methoxy- or ethoxy, -amino, alkyl-amino with 1-2 carbon atoms or dialkylamino group with 2-4 carbon atoms, followed by separation of the target product from 1 methods