6-烷氨(氧)基-3-甲硫基-1H-吡唑并[3,4-d]嘧啶-4(5H)-酮衍生物的合成与生物活性

doi:10.3724/SP.J.1095.2014.30474

摘要/Abstract

摘要： 用六氯乙烷、三苯基膦和5-氨基吡唑衍生物一锅法合成关键中间体膦亚胺。再利用串联aza-Wittig反应，加入对氯苯基异氰酸酯，进一步和烷基胺或取代酚反应合成了11个未见文献报道的6-烷氨（氧）基-3-甲硫基1H-吡唑并[3,4-d]嘧啶-4(5H)-酮衍生物。通过1H NMR、EI-MS、IR和元素分析等方法对所合成的化合物进行了结构表征，并测试了它们的杀菌和除草活性。测试结果表明，部分化合物对稗草(barnyard grass)和油菜(Rape)均表现出了较好的抑制活性。

关键词: aza-Wittig反应, 吡唑并[3,4-d]嘧啶, 杀菌活性, 除草活性

Abstract: The key intermediate iminophosphorane was prepared from 5-aminopyrazole in the presence of triphenylphosphine and hexachloroethane. Eleven 6-alkylamino(oxy)-3-methylthio-1H-pyrazolo[3,4-d]-pyrimidin-4(5H)-one derivatives were designed and synthesized via a tandem aza-Wittig reaction. The structures of target compounds were confirmed by 1H NMR, EI-MS, IR spectroscopy and elemental analyses. The results of preliminary bioassay indicate that some compounds possess good herbicidal activity against the roots of Rape and Barnyard grass.

Key words: aza-Wittig reaction, pyrazolo[3,4-d]pyrimidine, fungicidal activity, herbicidal activity

中图分类号:

O626.4

刘建超, 梁英, 贺红武. 6-烷氨(氧)基-3-甲硫基-1H-吡唑并[3,4-d]嘧啶-4(5H)-酮衍生物的合成与生物活性[J]. 应用化学, DOI: 10.3724/SP.J.1095.2014.30474.

LIU Jianchao1, LIANG Ying2*, HE Hongwu1*. Synthesis and Biological Activity of 6-Alkylamino(oxy)-3-Methylthio-1H-Pyrazolo[3,4-d]pyrimidin-4(5H)-One Derivatives[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2014.30474.

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