SU334838A1 - Process for preparing o-aryl-n-alkylamidoalkyl (chloroalkyl) thiophosphonates having alkylhaloid-, or alkylnitro-, or nitro- in aryl radical - Google Patents

Abstract

HOSPETHING COOKING COUNTRY COUNTRY COUNTRY MAKING COUNTRY COUNTRY COUNTRY COUNTRY COUNTRY CO. (haloalkyl) thiophosphonic acid is reacted with a primary amine in the presence of hydrogen chloride, for example, a tertiary amine, in an inert solution of methyl with subsequent preparation of the resulting mixture of nitrophenol or alkyl halophenol, or alkyl; or halidnitrof nolom in the presence nagfimer tertiary amine followed by separation of the target produk1'a izvesr1ymi methods.

Description

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This invention relates to a process for the preparation of novel phosphorus compounds with a total of 4 qpMynbi

(MIR

where te is alkyl C - C

R is lower alkyl or haloalkyl;

Ar - nitrophenyl, alkylglyphosphine, halogenitrophenyl, alkylkitrophenyl,

which can be found as physiologically active.

A known method for the preparation of O-shnpy O-halo-phenyl-N-alkyl amide hydroxy thiophosphonates by reacting alkylaryophenyl anhydrides of alkylthiophosphoic acid with a halophenol and an amine. for the obtained O-aryl-M-alkoxamidoalksh1 (a) alkyl) thiophosphonates containing an alkyl halide or alkyl nitro, or halo nitro, or nitro group in the aryl radical, this method was not previously known,

 The proposed method consists in the fact that dichles anhydride of alkyl (haloalkyl) thiophosphonic acid is reacted with a primary amine in the presence of a tertiary amine as an acceptor of chlorine water and an inert solvent followed by oxidation with the resulting nitrophenol or an solvent. or halitnitrophenol in the absence of our own tertiary amine followed by separation of the target product by known methods.

PRI me R. To a mixture of 0.1 power of chloromethylthiophosphonic acid dichloride, OD mol of triethipamine and 25 M chloroform (or absolute solvent) I fibacyl At (-5) - (- 15) С pacTBq OD ML of amine in 10 ml of form or absolute ether. The reaction mixture is stirred for about 1 h at room temperature, then O, 1 mol of α-phylatylamine and then a solution of 0.1 mol of substituted phenol in 30 ml of chloroform or absolute ether at is added to it. The reaction mass is stirred for 1-1.5 hours (or 35 ° C, if the reaction is carried out in ether), cooled, washed with water, 5% alkali solution and then with water until neutral. The organic layer is separated, dried over sodium sulfate. The solvent is distilled off. The residue is distilled or recrystallized from a suitable solution.

According to this procedure, the compounds listed in the table are obtained.

Claims (1)

METHOD FOR PRODUCING O-Aryl-N-Akylam IDOA LK IL- (CHLORA LK IL) THYPHOSPHONATES CONTAINING IN THE Aryl radical, alkylhalo or Alkyl nitro, or alkyl, are different in that amine in the presence of an acceptor of hydrogen chloride, for example a tertiary amine, in an inert solvent, followed by treatment of the resulting reaction mixture with nitrophenol or alkyl halophenol, or alkyl nitrophenol, or haloid nitrophenol in the presence of, for example, a tertiary amine, followed by isolation of the target product by known methods.