SU403188A1 - Method of producing oxazole or thiazole derivatives - Google Patents

Description

one

This invention relates to the preparation of novel fused oxazole or thiazole derivatives, which have pharmacological activity different from the activity of known analogous compounds, and can be used in the pharmaceutical industry.

The preparation of hydroxy compounds is known in the literature by reducing the corresponding oxo compound.

Described, based on a known reaction, a method for preparing oxazole or thiazole derivatives of the general formula (I):

BUT B

where X is an oxygen or sulfur atom;

R is alkyl with

is that the compound of general formula (II):

where X and R are as defined above, are reduced in an inert organic solvent. Products are isolated in a known manner.

When osun1, ustlenlenpi

The method compounds of the structural formula (I) are dissolved in an inert organic solvent, for example, an inorganic alkanol, such as ethanol, in an appropriate case along with an additional

a solvent, for example methylene chloride or a cyclic ether such as tetrahydrofuran; in the resulting solution is added at a temperature in the range of minus 20-plus (mostly minus 5-

Ilus 10 ° C), in particular at 0 ° C, a reducing agent, such as sodium borohydride. The compounds of structural formula (I) thus obtained are isolated from the reaction mixture by an unknown method and purified.

The products of structural formula (II) can be obtained from the lime starting compounds using known methods.

Example 1. 4-hydroxy-2-methyl-9,10-digpdro4H-benzo- (5,6) -c 1 -cohepta- (1,2-d) -oxazole. AT

a solution of 120 g of 2-methyl-9,10-dihydro-4P-benzo (5,6) -cyclohepta- (l, 2-d) -oxazol-4-ona in 800 ml of methylene chloride and 1200 ml of absolute ethanol, stirred at 0 ° C, 40 g sodium borohydride was added in spoons. Then

mix for another 3 hours and add 3000 ml.