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Syntheses and properties of new herbicidal 2‐arylthio‐l,2,4‐triazolo [l,5‐a]pyrimidine derivatives
Author(s) -
GuangFu Yang,
RongJian Lu,
XueNing Fei,
HuaZheng Yang
Publication year - 2000
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20000180334
Subject(s) - chemistry , pyrimidine , regioselectivity , nucleophile , nucleophilic substitution , stereochemistry , bioassay , nuclear magnetic resonance spectroscopy , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , biology , genetics
In search of novel herbicides with high activity, a series of 2‐arylthio‐1,4,2,‐triazolo[1,5‐a]pyrimidines (3) were synthesized by cyclization of 5‐amino‐3‐arylthio‐1,2,4‐triazoles with 1, 3‐diketones or by the nucleophilic substitution of substituted thiophenols with 2‐methylsulfonyl‐l,2,4‐triazolo [1,5‐a]‐pyrimidine. The structures of all compounds prepared were confirmed by 1 H NMR and MS spectroscopy along with elemental analyses. Preliminary bioassays indicated that some of the compounds 3 had good herbicidal activity against rape. In addition, the regioselectivity in the reaction of 5‐amino‐3‐substituted arylthio‐l,2,4‐triazoles with benzoylacetone was studied.