含噻二唑基硫脲类化合物的合成  

Synthesis of Thioureas Containing Thiadiazole

作　　者：刘汉文[1] 裴文丑[1] 唐子龙[1] 赵云辉[1] 

机构地区：[1]湖南科技大学化学化工学院 理论化学与分子模拟省部共建教育部重点实验室,湘潭411201

出　　处：《高等学校化学学报》2014年第3期511-517,共7页Chemical Journal of Chinese Universities

基　　金：国家科技支撑计划项目子课题(批准号:2011BAE06B01);湖南省科学基金(批准号:11JJ3016)资助~~

摘　　要：以噻二唑-2-氨甲基酚(1)为原料,与异硫氰酸苯酯反应,以中等到良好的产率得到噻二唑基N-苯基取代硫脲类化合物(3a^3i);而化合物1与活性较高的N,N-二甲胺基硫代甲酰氯反应,则可以得到—NH和—OH同时反应的含有N,N-二甲基硫脲和N,N-二甲基硫代氨基甲酸芳酯官能团的产物.利用核磁共振、红外光谱以及高分辨质谱等手段对产物结构进行了表征.Thioureas have been widely applied in pesticides and pharmaceuticals because of their unique bio-logical 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 activi-ty. 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 syn-thesized 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, 1 H NMR, 13 C NMR and HRMS.

关 键 词：1 3 4-噻二唑 硫脲 异硫氰酸苯酯 

分 类 号：O621.3[理学—有机化学]