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Citation: YUAN De-Kai, LI Zheng-Ming, ZHAO Wei-Guang, FAN Zhi-Jin, WANG Su-Hua. ynthesis and Biological Activities of a Novel Series of 4-(Substituted-phenoxy or phenylthio) pyrimidines[J]. Chinese Journal of Applied Chemistry, ;2005, 22(10): 1045-1049. shu

ynthesis and Biological Activities of a Novel Series of 4-(Substituted-phenoxy or phenylthio) pyrimidines

1.
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071

Corresponding author: LI Zheng-Ming,
Received Date: 6 December 2004
Available Online: 27 February 2005
Fund Project: 国家自然科学基金重点项目(20432010) (20432010)天津市自然科学重点基金资助(033803411) (033803411)

The synthesis of 6-methyl-2-N,N-diethylaminopyrimidinol(2) from diethylgunidine nitrate(1) and diketene was studied.After nitration and then chlorization of 2,4-chloro-5-nitropyrimidine(4<) was obtained,and a novel series of 5-nitro-4-(substituted-phenoxy or phenylthio)pyrimidines(5) were prepared via the(reaction) of 4 and substituted phenols or phenylthiols.Furthermore,a new reaction between the methyl mercaptoacetate derivative of 4(6) and hydrazine,which yields pyrimidinyl hydrazine(8) in which the thio-acetoacetic acid methyl ester behaves as a leaving group under the nucleophinlic attack.The structures of all of the compounds were confirmed by ¹H NMR,IR,MS,and elemental analysis.The preliminary bioassay indicated that some of the compounds showed moderate herbicidal,fungicidal and anti-TMV activities.
- diketene,
- chloro-nitropyrimidine,
- pyrimidinyl hydrazine,
- (substituted-phenoxy or phenylthio) pyrimidine,
- biological activity
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