Synthesis and pharmacological properties of N-substituted-N′-(4,6-dimethylpyrimidin-2-yl)-thiourea derivatives and related fused heterocyclic compounds

✍ Scribed by Sohail Saeed; Naghmana Rashid; Peter G. Jones; Arifa Tahir

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2010
• Tongue: English
• Weight: 231 KB
• Volume: 48
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.510

✦ Synopsis

Abstract

A series of new N‐Substituted‐N′‐(4,6‐dimethylpyrimidin‐2‐yl)‐thiourea derivatives (3a, 3b, 3c, 3d) and related fused heterocyclic compounds (4a, 4b, 4c, 4d) were synthesized using tetrabutylammonium bromide as phase transfer catalyst (PTC). N‐[(2__E__)‐5,7‐dimethyl‐2__H__‐[1,2,4] thiadiazolo [2,3‐a] pyrimidin‐2‐ylidene] derivatives (4a, 4b, 4c, 4d) were prepared by oxidative cyclization of 3a, 3b, 3c, 3d. The structures of these novel compounds were characterized by IR, ^1^H NMR, ^13^C NMR, mass spectrometry, and the elemental analysis. The crystal structures were determined from single crystal X‐ray diffraction data. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compounds 3d and 3a exhibited the greatest antimicrobial activity. J. Heterocyclic Chem., 2011.