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Catalytic Synthesis Methods for Triazolopyrimidine Derivatives
Author(s) -
CHENG ChunSheng,
GAI YongMing,
WANG XinLei,
PENG Jun
Publication year - 2008
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.200890234
Subject(s) - chemistry , catalysis , yield (engineering) , hydrolysis , organic chemistry , ammonium , environmentally friendly , derivative (finance) , reaction conditions , lewis acid catalysis , combinatorial chemistry , lewis acids and bases , ecology , materials science , economics , financial economics , metallurgy , biology
A new method for catalyzed synthesis of triazolopyrimidine derivatives is reported. Alkylamine reaction with dialkyl cyanodithioiminocarbonate was catalyzed by quaternary ammonium salts at room temperature to yield 3‐alkylamine‐5‐amino‐1,2,4‐triazole in good quality and high yields. After imidization and reaction with an α , β ‐unsaturated acid derivative, the reaction intermediate was hydrolyzed in the presence of a Lewis acid to obtain the target product. This novel catalytic method for triazolopyrimidine derivatives can be carried out under inexpensive and mild conditions, and is safe and environmentally friendly. 1 H NMR results for all intermediates are reported.