高等学校化学学报

高等学校化学学报 ›› 1999, Vol. 20 ›› Issue (1): 54.

• 论文 • 上一篇    下一篇

O-烷基S-烷基(芳基)硫代磷(膦)酸衍生物与三氯氧磷的氯化反应──合成S-烷基(芳基)硫代磷(膦)酰氯酯的新方法

贺峥杰, 陈文彬, 马缚鹏, 周正洪, 唐除痴   

  1. 南开大学元素有机化学研究所, 天津 300071
  • 收稿日期:1997-12-30 出版日期:1999-01-24 发布日期:1999-01-24
  • 基金资助:

    国家自然科学基金;天津市青年基金

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

HE Zheng-Jie, CHEN Wen-Bin, MA Fu-Peng, ZHOU Zheng-Hong, TANG Chu-Chi   

  1. State Key Laboratory of Elemento 2O rganic Chemistry, Institute of Elemento 2O rganic Chemistry, Nankai University, Tianjin, 300071
  • Received:1997-12-30 Online:1999-01-24 Published:1999-01-24

PDF (PC)

被引次数

5

摘要： 在研究O,O二烷基O芳基硫代磷酸酯(1)与三氯氧磷的异构化氯化反应机理时,发现1的异构化产物O,S二烷基硫代磷酸酯(4)能顺利地与三氯氧磷反应,4中的烷氧基被氯原子取代,得到的产物S烷基硫代磷酰氯酯(2)和O烷基磷酰二氯酯3.当4中的R为烷基或苯基,R'为烷氧基、芳氧基、烷硫基、芳硫基、二烷基氨基、氮杂环基、苯基和甲基,R"为C1-4烷基时,4的氯化反应也能顺利发生,并得到较高产率的预期产物.

关键词: 氯化反应, 硫代磷(膦)酸酯, 硫代磷(膦)酰氯酯

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 C1-4alkyl, 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

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