Premium
2‐substituted 4H‐[1,3]thiazolo[3,2‐a][1,3,5]triazine‐4‐thiones: Synthesis, crystal structure, and antifungal activity
Author(s) -
Saeed Sohail,
Rashid Naghmana,
Jones Peter G.,
Yunas Uzma
Publication year - 2010
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.439
Subject(s) - chemistry , thiophene , isothiocyanate , catalysis , medicinal chemistry , crystal structure , bromide , proton nmr , triazine , 1,3,5 triazine , aryl , aspergillus flavus , stereochemistry , organic chemistry , food science , alkyl
2‐(4‐Substituted aryl)‐4H‐[1,3]thiazolo[3,2‐a][1,3,5]triazine‐4‐thiones ( 3a , 3b ) and 2‐(2‐thiophene)‐4H‐[1,3]thiazolo[3,2‐a][1,3,5]triazine‐4‐thione ( 3d ) were synthesized by the reaction of arylisothiocyanates/thiophene‐2‐isothiocyanate with 2‐aminothiazole in the presence of tetrabutylammonium bromide as phase transfer catalyst. Compound 3c was synthesized by the catalytic reduction (10% Pd‐C) of 3a . Compounds 3a , 3b , 3c , 3d were characterized by IR, 1 H NMR, 13 C NMR, and elemental analysis. All the compounds were tested in vitro against Fusarium solani, A.fumigatus, and Aspergillus flavus using standard drugs. The crystal structure of 3a was determined from single crystal X‐ray diffraction data. J. Heterocyclic Chem., (2010).