Synthesis of Thioureas Containing Thiadiazole†

doi:10.7503/cjcu20130698

Abstract

Abstract:

Thioureas have been widely applied in pesticides and pharmaceuticals because of their unique biological activities, such as insecticidal, anti-inflammatory, anti-allergic, antiviral, antibacterial, etc. And thiodiazole derivatives usually have anti-allergic, alexipharmic and regulation of plant growth biological activity. The compounds containing thiourea and thiodiazole would provide better biological activities simultaneously according biological activity of the superposition principle. A series of thioureas containing thiodiazole was synthesized from thiodiazole-2-aminomethyl phenols and phenyl isothiocyanate in moderate to good yields. The reaction condition was warm and the scope of substrates was wide. Furthermore, the thiodiazole-2-aminomethyl phenols reacted with a more active reagent dimethylcarbamothioic chloride to afford novel product with thiourea and carbamothioate groups simultaneously. The reactions could afford good results by stirring for 90 min under 60 ℃ and the disubstituted product 5 was the major product. All the new products have the potential applied in pesticides and pharmaceuticals. The structures of the products were characterized by IR, ¹H NMR, ¹³C NMR and HRMS.

Key words: 1,3,4-Thiodiazole, Thiourea, Phenyl isothiocyanate

CLC Number:

O621.3

TrendMD:

LIU Hanwen, PEI Wenchou, TANG Zilong, ZHAO Yunhui. Synthesis of Thioureas Containing Thiadiazole^†[J]. Chem. J. Chinese Universities, 2014, 35(3): 511.

Figures/Tables 2

References 20

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