2-ベンツイミダゾールチオール誘導体の研究(第3報) : 2-(ω-ヒドロキシ-, ω-アミノ-アルキル)-置換体ならびに, 1-(2-ジエチルアミノエチル)-2-クロロベンツイミダゾールの熱分解反応

概要

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When 2-(ω-hydroxyalkylthio)benzimidazole is heated, the most facile decomposition occurs when there are 2-methylene groups in the alkyl and 2-benzimidazolinone is formed. This decomposition becomes increasingly difficult with increase in the number of methylenes with the exception of four methylenes. Heating of 2-(2-aminoethylthio)benzimidazoles results in rearrangement and bis[2-(2-benzimidazolyl)aminoethyl]disulfide derivatives are formed. In either case, formation of a spirane compound as an intermediate was confirmed. Heating of 1-(2-diethylaminoethyl)-2-chlorobenzimidazole results in the formation of 1-ethyl-2,3-dihydroimidazo[1,2-α]benzimidazole. These pyrolysis and heat rearrangement reactions are all due to the electron-attracting nature of the carbon atom in the 2-position of the benzimidazole ring.
公益社団法人日本薬学会の論文
1966-08-25