Premium
Synthesis of some novel pyrazolo[1,5‐ a ]pyrimidine, 1,2,4‐triazolo[1,5‐ a ]pyrimidine, pyrido[2,3‐ d ]pyrimidine, pyrazolo[5,1‐ c ]‐1,2,4‐triazine and 1,2,4‐triazolo[5,1‐ c ]‐1,2,4‐triazine derivatives incorporating a thiazolo[3,2‐ a ]benzimidazole moiety
Author(s) -
AbdelAziz Hatem A.,
Hamdy Nehal A.,
Fakhr Issa M. I.,
Farag Ahmad M.
Publication year - 2008
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.5570450413
Subject(s) - pyrimidine , chemistry , triazine , yield (engineering) , pyrazole , dimethylformamide , medicinal chemistry , stereochemistry , organic chemistry , materials science , solvent , metallurgy
E ‐3‐( N,N ‐Dimethylamino)‐1‐(3‐methylthiazolo[3,2‐ a ]benzimidazol‐2‐yl)prop‐2‐en‐1‐one ( 2 ) was synthesized by the reaction of 1‐(3‐methylthiazolo[3,2‐ a ]benzimidazol‐2‐yl)ethanone ( 1 ) with dimethylformamide‐dimethylacetal. The reaction of 2 with 5‐amino‐3‐phenyl‐1 H ‐pyrazole ( 4a ) or 3‐amino‐1,2,4‐(1 H )‐triazole ( 4b ) furnished pyrazolo[1,5‐ a ]pyrimidine and 1,2,4‐triazolo[1,5‐ a ]pyrimidine derivatives 6a and 6b , while the reaction of enaminone 2 with 6‐aminopyrimidine derivatives 7a,b afforded pyrido[2,3‐ d ]pyrimidine derivatives 9a,b , respectively. The diazonium salts 11a or 11b coupled with compound 2 to yield the pyrazolo[5,1‐ c ]‐1,2,4‐triazine and 1,2,4‐triazolo[5,1‐ c ]‐1,2,4‐triazine derivatives 13a and 13b . Some of the newly synthesized compounds exhibited a moderate effect against some bacterial and fungal species.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom