新型2,3-二氢-3-芳亚甲基-4-芳基-1,5-苯并硫氮杂的合成及表征  

Synthesis and Characterization of Novel 2,3-Dihydro-3-arylmethylene-4-aryl-1,5-benzo[b]thiazepine

作　　者：杨德保[1] 杨春[1] 徐峰[1] 刘方明[1] 

机构地区：[1]杭州师范大学材料与化学化工学院,杭州310016

出　　处：《有机化学》2008年第6期1029-1034,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos29702007,20162004)资助项目

摘　　要：在盐酸和乙醇存在下,苯乙酮、多聚甲醛以及N,N-二甲基甲酰胺进行Mannich反应,得到了Mannich碱;将其和1,2,4-三唑在水中反应,得到含有1,2,4-三唑的苯丙酮;然后,在哌啶和甲苯存在下,苯丙酮和苯甲醛进行羟醛缩合,得到一系列含有1,2,4-三氮唑的查尔酮;最后,在三氟乙酸的催化下,查尔酮和邻氨基硫酚发生亲核取代反应,然后脱水缩合,合成了一系列2,3-二氢-3-芳亚甲基-4-芳基-1,5-苯并硫氮杂.其结构经IR,1HNMR,MS及元素分析确证.In the presence of hydrochloric acid and ethanol, interacotion of acetophenone, paraformaldehyde and N,N-dimethylformamide gave Mannich base. This base reacted with 1,2,4-triazole in water to give propiophenone with 1,2,4-triazole as its inclusion. The propiophenone and benzenecarbaldehyde underwent an aldol condensation in the presence of piperidine and toluene to afford a series of chalcone containing 1,2,4-triazole. Catalyzed by trifluoroacetic acid, the chalcone and o-aminothiophenol took place nucleophilic substitution reaction, and then occurred dehydration to gain a series of 2,3-dihydro-3-arylmethylene-4- aryl- 1,5-benzothiazepine, the structures of which were characterized by elemental analysis, IR, ^1H NMR and MS techniques.

关 键 词：查尔酮 1 2 4-三唑 1 5-苯并硫氮杂 

分 类 号：TQ247[化学工程—有机化工]