Synthesis, spectroscopic characterization, crystal structure and antifungal activity of thiourea derivatives containing a thiazole moiety

Four novel thiourea derivatives containing a thiazole moiety were synthesized and characterized by IR, H-1 and C-13 NMR, mass spectrometry and elemental analysis. The crystal structure of 1a was determined from single crystal X-ray diffraction data. It crystallizes in monoclinic space group P2(1)/n with unit cell dimensions a = 11.7752(6) angstrom, b = 3.8677(2) angstrom, c = 27.4126(13) angstrom and beta = 92.734(5) angstrom. There is a strong intramolecular hydrogen bond of the type N-H center dot center dot center dot O, with H center dot center dot center dot O distance of 2.5869(19) angstrom. The mass fragmentation pattern has also been discussed. The antifungal activity of the synthesized compounds was studied by broth micro-dilution method and poisoned food technique. The compounds 1b and 1c possessed a broad spectrum of antifungal activity.