Citation:
REN Yi-Ming, CAI Chun. Iodine-Mediated Synthesis of Benzimidazoles[J]. Chinese Journal of Applied Chemistry,
;2007, 24(7): 847-849.
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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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Keywords:
- iodine,
- benzimidazoles,
- primary alcohol,
- o-phenylenediamine
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