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Cyclocondensation Reations of 3‐Amino‐1,2,4‐triazole with 3‐(Benzylidene)‐6‐fluoro‐thiochroman‐4‐ones to Tetracyclically Fused Dihydropyrimidines and Pyrimidines
Author(s) -
MA Zhengyue,
YAN Guoying,
ZHU Shiguo,
YANG Gengliang,
LUO Duqiang
Publication year - 2009
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.200990168
Subject(s) - chemistry , reagent , 1,2,4 triazole , reaction conditions , combinatorial chemistry , triazole , organic chemistry , stereochemistry , medicinal chemistry , catalysis
The effects of reaction temperature, solvents, reaction time and 7‐aryl on the cyclocondensation reactions of 3‐amino‐1,2,4‐triazole with 3‐(benzylidene)‐6‐fluorothiochroman‐4‐ones were studied. The experimental results show that except tetracyclic fused dihydropyrimidines and pyrimidines were produced simultaneously in the cyclocondensation reactions, the dihydropyrimidines could be directly converted into pyrimidines without any dehydrogenizing reagent under high temperature. The structures of the new synthesized compounds were confirmed by 1 H NMR, MS spectra, elemental analysis, and X‐ray single crystallography. The cyclocondensation mechanism for producing the tetracyclically fused dihydropyrimidines and pyrimidines was discussed.