高等学校化学学报

高等学校化学学报 ›› 1993, Vol. 14 ›› Issue (10): 1387.

• 研究论文 • 上一篇    下一篇

3-苯基-4-氯-1,3,4-二氮磷杂环戊-2-硫酮的合成及其除草活性研究

冯克胜, 陈茹玉, 程慕如, 肖鸿波, 李东波   

  1. 南开大学元素有机化学研究所, 天津 300071
  • 收稿日期:1992-12-19 修回日期:1993-05-17 出版日期:1993-10-24 发布日期:1993-10-24
  • 通讯作者: 冯克胜, 男, 30岁, 博士, 讲师.
  • 作者简介:冯克胜, 男, 30岁, 博士, 讲师.
  • 基金资助:

    国家自然科学基金;南开大学科学技术发展基金

Study on the Synthesis and Herbicidal Activity of 3-Phenyl-4-chIoro-l,3?-diazaphospholidin-2-thione

FENG Ke-Sheng, CHEN Ru-Yu, CHENG Mu-Ru, XIAO Hong-Bo, LI Dong-Bo   

  1. Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071
  • Received:1992-12-19 Revised:1993-05-17 Online:1993-10-24 Published:1993-10-24

PDF (PC)

被引次数

35

摘要： 报道了苯基硫脲与脂肪醛(酮)及三氯化磷进行的类Mannich反应,除生成预期产物3-苯基-4-氯-4-氧代-1,3,4-二氮磷杂环戊-2-硫酮(Ⅰ)外,还生成了少量3-苯基-4-氯-4-硫代-1,3,4-二氮磷杂环戊-2-硫酮(Ⅱ).当Ⅰ与Lawesson试剂在甲苯中反应时,可顺利地转化为Ⅱ.生物测定结果表明,Ⅱ具有较好的选择性除草活性.晶体结构测定表明,Ⅱ的五元磷杂环为平面结构.

关键词: 1, 3, 4-二氮磷杂环戊-2-硫酮, 合成, 除草活性

Abstract: Phenylthiourea was reacted with trichlorophosphine and aldehydes (ketones) to produce 3-phenyl-4-chloro-1, 3, 4-diazaphospholidin-2-thione-4-oxides (Ⅰ) a.s well as the corresponding 4-sulfides(Ⅱ) in anhydrous benzene.Compounds Ⅰ were easily transformed into compounds Ⅱ.by Lawesson reagent.Compounds Ⅰ were distinguished from compounds Ivery clearly by 31P NMR, MSand IRspectra.The X-ray analysis of compound Ⅱc indicated that the five-membered heterocycle had coplanar structure.The biological tests found that compounds Ⅱ have good selective herbicidal activities.

Key words: 1,3,4-Diazaphospholidin-2-thione, Synthesis, Herbicidal activity

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