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Temperature‐dependent reaction of 1,4,6‐triaminopyrimidine‐2(1 H )‐thiones with vilsmeier reagent. formation of [1,2,4]triazolo[1,5‐ c ]pyrimidin‐5(6 H )‐ones
Author(s) -
Tsuji Tadakazu,
Takenaka Keiko
Publication year - 1990
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570270406
Subject(s) - chemistry , reagent , phosphoryl chloride , pyrimidine , medicinal chemistry , derivative (finance) , chloride , combinatorial chemistry , stereochemistry , organic chemistry , financial economics , economics
5,7‐Diamino[1,3,4]thiadiazolo[3,2‐ a ]pyrirnidinium chloride 2 , 7‐amino[1,2,4]triazolo[1,5‐ c ]pyrimidine‐5(6 H )‐thiones 3 and the 5(6 H )‐one derivative 4a were synthesized by the reaction of 1,4,6‐triaminopyrimidine‐2(1 H )‐thione 1 with phosphoryl chloride and N,N ‐dimethylacylamides. Further, compounds 4 were prepared from 2, 3 or 1,4,6‐triaminopyrimidin‐2(1 H )‐one 6 by the treatment with the above reagents. Compounds 3 and 4 were converted to 7‐amino[1,2,4]triazolo[1,5‐ c ]pyrimidin‐5(6 H )‐ones 5 .