Benzimidazole N-Oxides. III. The Reactivity of 1-Methylbenzimidazole 3-Oxide
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概要
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The reactivity of 1-methylbenzimidazole 3-oxide (I), which is a five-membered heteroaromatic N-oxide, was investigated. Deoxygenation with phosphorus trichloride, reactions with acetic anhydride and some anionide reagents, and the Reissert reaction were examined. Normal products were obtained in all cases, a result which can be expected from the reactions of the six-membered N-oxide. I reacted with methyl cyanoacetate to give methyl α-cyano-1-methyl-2-benzimidazoleacetate. I and 1-methoxybenzimidazole reacted with methyl iodide to give 1-methyl-3-methoxybenzimidazolium iodide in both cases. In solution, I is liable to rearrange to 1-methyl-2-benzimidazolinone and pyrolysis of I gave 1,1'-dimethyl-2,2'-bibenzimidazole 3-oxide and 1,1'-dimethyl-2,2'-bibenzimidazole.
- 公益社団法人日本薬学会の論文
- 1964-07-25
著者
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高橋 史郎
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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加納 日出夫
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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高橋 史郎
Shionogi Research Laboratory Shionogi & Co. Ltd.
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加納 日出夫
Shionogi Research Laboratory Shionogi & Co. Ltd.
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