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Direct Synthesis of Trichloro‐thiazolo[3,2‐ a ]pyrimidine and Thiazolo[2,3‐ b ]quinazoline Derivatives
Author(s) -
Darehkordi Ali,
FazliZafarani Seyed Mahdi,
Kamali Mansoureh
Publication year - 2017
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.2816
Subject(s) - chemistry , quinazoline , pyrimidine , acetonitrile , potassium carbonate , electrophile , yield (engineering) , ring (chemistry) , nucleophile , solvent , medicinal chemistry , organic chemistry , combinatorial chemistry , stereochemistry , materials science , metallurgy , catalysis
An efficient one‐pot method for synthesis of new biologically active thiazolo[3,2‐ a ]pyrimidine and thiazolo[2,3‐ b ]quinazoline derivatives is described via reaction of pentachloropyridine with fused pyrimidine‐2(5 H )‐thiones or quinazoline‐2(1 H )‐thiones. These reactions were carried out in the presence of potassium carbonate as a base in acetonitrile as a solvent to produce products 3a – n in good‐to‐excellent yield. Pentachloropyridine is doubly electrophilic building blocks for the formation of ring annulated thiazolo[3,2‐ a ]pyrimidine and thiazolo[2,3‐ b ]quinazoline products.