一种合成3 H-1,2-苯并二磺酚-3-硫酮的简便新方法  

A concise and novel synthesis of 3H-benzo[l,2]dithiole-3-thiones

作　　者：蒋栋[1] 金红卫[1] 杨振平[1] 王海滨[1] 高建荣[1] 

机构地区：[1]浙江工业大学绿色化学合成技术国家重点实验室培育基地,浙江杭州310032

出　　处：《浙江工业大学学报》2012年第4期369-373,共5页Journal of Zhejiang University of Technology

基　　金：浙江省教育厅科研计划资助项目(20070304)

摘　　要：发展了一种简便高效合成取代3H-1,2-苯并二磺酚-3-硫酮的新方法,采用邻卤苯甲醛和硫化钾为起始原料,在空气参与下,经分子内成环反应合成了系列3H-1,2-苯并二磺酚-3-硫酮类化合物.考察了溶剂、反应温度和原料配比等对反应的影响.并选择了较优反应条件:溶剂为DMF,温度为120℃,邻卤苯甲醛和硫化钾摩尔比为1:4.探讨了较优反应条件下底物的反应性,所得产物经~1H NMR,^(13)C NMR和MS等表征.该新方法具有原料易得、反应温和及操作简单等优点.A concise and efficient novel sythesis of 3H-benzol-1, 2] dithiole-3-thiones has been developed. A series of 3H-benzol-1, 9] dithiole-3-thiones could be obtained from o-halobenzal- dehydes and potassium sulfide in the precence of air involving a intramolecular annulation. The reaction conditions such as solvent, temperature and ratio of substrates were screened and the optimized reaction conditions were obtained as follows： DMF as solvent, reaction temperature 120 ℃ and four equivalent of potassium sulfide as sulfurating agent. Under the optimized reaction conditions, the scope of substrate has been investigated and the structures of products were confirmed by 1H NMR, 13C NMR, and MS. This method has some advantages such as availability of raw materials, moderate reaction conditions and easy operation.

关 键 词：3-H-1 2-苯并二磺酚-3-硫酮 邻卤苯甲醛 硫化钾 合成 

分 类 号：O625.4[理学—有机化学]