引用本文:
任一鸣, 蔡春. 碘促进的苯并咪唑及其衍生物的合成[J]. 应用化学,
2007, 24(7): 847-849.
Citation: REN Yi-Ming, CAI Chun. Iodine-Mediated Synthesis of Benzimidazoles[J]. Chinese Journal of Applied Chemistry, 2007, 24(7): 847-849.
Citation: REN Yi-Ming, CAI Chun. Iodine-Mediated Synthesis of Benzimidazoles[J]. Chinese Journal of Applied Chemistry, 2007, 24(7): 847-849.
碘促进的苯并咪唑及其衍生物的合成
摘要:
在碘的氧化作用下,由伯醇和邻苯二胺一步合成了苯并咪唑及其衍生物。考察了碘和碳酸钾用量及温度对反应产率的影响,反应较佳的条件为n(o-ClC6H4CH2OH):n(o-phenylenediamine):n(I2):n(K2CO3)=1.0:1.1:5.0:5.0,反应温度70℃,反应时间5 h。用方法A在较佳的反应条件下2-(2-氯苯基)苯并咪唑的产率可达86%,用方法B其产率达69%。没有选择传统的醛或酸作为反应底物,而是选择了伯醇在碘的氧化作用下直接合成了目标产物,反应为合成苯并咪唑及其衍生物的一个新方法,探讨了可能的反应机理。
English
Iodine-Mediated Synthesis of Benzimidazoles
Abstract:
The present paper describes a direct one-step synthesis of various benzimidazoles from primary alcohols and o-phenylenediamine with good yields using iodine as the catalyst.The influence of reaction conditions such as the ratio of I2 and K2CO3,and temperature was studied.The yield of 2-(o-chlorophenyl) benzi-midazole was 86% via method A under the optimized reaction conditions,which were 70℃,n(o-ClC6H4CH2OH):n(o-phenylenediamine):n(I2):n(K2CO3)=1.0:1.1:5.0:5.0,and 5 h.The yield of 2-(o-chlorophenyl) benzimidazole was 69% via method B.In our work primary alcohols were used as the starting material instead of acids or aldehydes in the reported procedures.The present method is relatively simple and the reaction condition is mild.It is a new method for preparing benzimidazoles.A possible reaction mechanism is proposed as well.
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Key words:
- iodine
- / benzimidazoles
- / primary alcohol
- / o-phenylenediamine
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