Synthesis and Biological Activity of 6-Alkylamino(oxy)-3-Methylthio-1H-Pyrazolo[3,4-d]pyrimidin-4(5H)-One Derivatives

doi:10.3724/SP.J.1095.2014.30474

Chinese Journal of Applied Chemistry

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Synthesis and Biological Activity of 6-Alkylamino(oxy)-3-Methylthio-1H-Pyrazolo[3,4-d]pyrimidin-4(5H)-One Derivatives

LIU Jianchao¹, LIANG Ying^2*, HE Hongwu^1*

(1.College of Chemistry,Central China Normal University,Wuhan 430079,China;
2.Hubei Biopesticide Engineering Research Center,Hubei Academy of
Agricultural Science,Wuhan 430064,China)

Received:2013-09-23 Revised:2013-12-17 Published:2014-08-10 Online:2014-08-10

Abstract

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

CLC Number:

O626.4

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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Synthesis and Biological Activity of 6-Alkylamino(oxy)-3-Methylthio-1H-Pyrazolo[3,4-d]pyrimidin-4(5H)-One Derivatives

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