SU367111A1 - METHOD OF OBTAINING p-TIOPHOSPHORYLATED SEMICARBAZIDES - Google Patents

Description

one

The invention relates to the field of the preparation of organophosphorus compounds, namely to a method for producing - not described p-thiophosphorylated semicarbazides of the general formula:

SO

R

Iiii

P-NHNHCNHR,

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where R is lower alkyl;

R is aryloxy or dialkylamino;

R is lower alkyl or aryl. These compounds can be used as physiologically active substances;

Known thiophosphorylated semicarbazide General formula:

SO

Iiii

(RiO), P - NHNHCNHR ,,

where RI is alkyl;

R2 is alkenyl, cycloalkyl or phenyl. The proposed β-thiophosphorylated semicarbazides differ from the known compounds in that the asymmetric thiophosphoryl radical is introduced into the p-position of the semicarbazide molecule, which leads to biologically active compounds. The promise of these compounds is confirmed by the fact that some substituted semi-carbazides have herbicidal properties.

The proposed method is based on the known reaction between phosphorus acid hydrazides and isocyanates, it consists in the fact that thiophosphonic acid hydrazides of the general formula:

S rs

R - NHNH,

, /

R

where R is lower alkyl;

 - aryloxy or dialkylamino, is reacted with isocyanates of the general formula:

,

where R is lower alkyl or aryl,

in an inert organic solvent, such as benzene.

To increase the yield of the target products, it is desirable to introduce small amounts of catalysts into the reaction mass.

tertiary amines, for example triethylamine.

The yield of the obtained compounds reaches 89%.

The process is carried out with heating. Targeted

products are isolated from the reaction mixture by known methods.