The Chlorination of O-Alkyl S-Alkyl(aryl)Thiophosphoric(-nic)Acids Derivatives with Phosphorus Oxychloride-A New Method for Synthesis of S-Alkyl(aryl)Thiophosphoro(-no)chloridates

Abstract

Abstract: In The course of investigating The isomerization/chlorination mechanism of O, O-di-alkyl pHospHorot hionate 1 with pHospHorus oxychloride, it was found that The isomerization prod-uctof 1, O, S-dialkyl phosphorothiolate 4, can be smoothly chlorinated with phosphorus oxy-chloride to lead its one alkoxy to be replaced by chlorine atom and give S-alkyl thiophospho-rochloridate 2 and O-alkyl phosphorodichloridate 3.The further investigations indicate that when Risalkyl or pHenyl, R'is alkoxy, aryloxy, alkylthio, arylthio, dialkylamino, nitrogen hetero-cyclic group, pHenyl or methyl respectively and R'is C_1-4alkyl, this chlorination can also easilytake place and give The desired product in a fair yield.Thus, this constitutes a convenient newmethod for synthesis of asymmet ric pHospHoro(-no)chloridot hiolate 2.

Key words: Chlorination, Phosphoro(-no)t hiolate, Thiophosphoro(-no)chloridate

CLC Number:

O623.42

TrendMD:

HE Zheng-Jie, CHEN Wen-Bin, MA Fu-Peng, ZHOU Zheng-Hong, TANG Chu-Chi . The Chlorination of O-Alkyl S-Alkyl(aryl)Thiophosphoric(-nic)Acids Derivatives with Phosphorus Oxychloride-A New Method for Synthesis of S-Alkyl(aryl)Thiophosphoro(-no)chloridates[J]. Chem. J. Chinese Universities, 1999, 20(1): 54.

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The Chlorination of O-Alkyl S-Alkyl(aryl)Thiophosphoric(-nic)Acids Derivatives with Phosphorus Oxychloride-A New Method for Synthesis of S-Alkyl(aryl)Thiophosphoro(-no)chloridates

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