Benzimidazole N-Oxides. VII. The Reactivity of 1,2-Dimethylbenzimidazole 3-Oxide
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概要
- 論文の詳細を見る
Deoxygenation of 1,2-dimethylbenzimidazole 3-oxide (I) proceeded by treatment with phosphorus trichloride, sulfur dioxide, sodium hydrogensulfite and sodium borohydride besides by catalytic reduction with Raney nickel. The methyl group at C-2 of I seemed less reactive than that of the parent base and did not condense with benzaldehyde, p-dimethylaminonitrosobenzene or p-nitrobenzenediazonium chloride. However, I reacted with dimethyl oxalate in the presence of alkali to give 2-methoxalylmethyl-1-methylbenzimidazole 3-oxide in good yield. The reactions of I with acetic anhydride, benzoyl chloride, phosphoryl chloride, tosyl chloride, tosyl chloride-pyridine, potassium cyanide-benzoyl chloride, methyl cyanoacetate-acetic anhydride, phenyl isocyanate, phenyl isocyanide and isoamyl nitrite-sodium amide were examined. By these reactions, 2-substituted methyl-1-methylbenzimidazole and/or 6-substituted 1,2-dimethylbenzimidazole were obtained. As a co-ordination compound, the boron trifluoride complex of I was obtained.
- 公益社団法人日本薬学会の論文
- 1966-11-25
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.
-
加納 日出夫
Shionogi Research Laboratory Shionogi & Co. Ltd.
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