2,2,4-三氯-4-氰基丁酸甲酯环化合成2,3,5,6-四氯吡啶  

Synthesis of 2,3,5,6-Tetrachloropyridine by Cyclization of 2,2,4-Trichloro-4-cyanomethylbutyrate

作　　者：魏智广[1] 方云进[1] 

机构地区：[1]华东理工大学化学工程联合国家重点实验室,上海200237

出　　处：《精细化工》2011年第6期616-619,共4页Fine Chemicals

摘　　要：以三氯乙酸甲酯与丙烯腈加成反应合成的2,2,4-三氯-4-氰基丁酸甲酯为原料,与三氯氧磷进行环化反应制备2,3,5,6-四氯吡啶(简称四氯吡啶)。当三氯氧磷与2,2,4-三氯-4-氰基丁酸甲酯的摩尔比为2∶1,反应温度为140℃,反应时间为4 h,四氯吡啶的收率最高,可达93%。用气相色谱/质谱联用仪、红外光谱仪、核磁共振波谱仪等对反应产物进行了分析表征。同时探讨了2,2,4-三氯-4-氰基丁酸甲酯环化反应合成2,3,5,6-四氯吡啶的机理。2,3,5,6-Tetrachloropyridine（TCP） was prepared by cyclization reaction of 2,2,4-trichloro-4-cyanomethylbutyrate（MTCB） synthesized from methyl trichloroacetate（MTCA） and acrylonitrile（AN）.The optimum reaction conditions were：the molar ratio of phosphorus oxychloride to MTCB 2∶ 1,reaction temperature 140 ℃,reaction time 4 h.The yield of TCP was 93% under these conditions.The characterization and analysis of the target product by method of GC/MS,IR and 1HNMR show that the product of the cyclization reaction was TCP.Based on the research aforementioned,the possible cyclization mechanism of MTCB was discussed.

关 键 词：丙烯腈 2 2 4-三氯-4-氰基丁酸甲酯 2 3 5 6-四氯吡啶 3 5 6-三氯吡啶-2-醇钠 环化反应 精细化工中间体 

分 类 号：TQ454.2[化学工程—农药化工] TQ450.4