Formation of Cyanide Ion or Cyanogen Chloride through the Cleavage of Aromatic Rings by Nitrous Acid or Chlorine. X. : Pathway of Cyanogen Chloride Formation in the Reactions of 1-Naphthol and 4-Phenylimidazole with Chloramine

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概要

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• The pathway in the formation of cyanogen chloride from the reaction of 1-naphthol (1) and 4-phenylimidazole with chloramine was investigated. The intermediates isolated in the reaction of 1-naphthol (1) with chloramine were N-chloro-1,2-naphthoquinone 2-imine (2) and o-carboxy-cinnamonitrile (6), the latter of which, liberating cyanogen chloride, was finally converted to phthalide-3-carboxylic acid (8). The products obtained in the reaction of 4-phenylimidazole (10) with chloramine were benzonitrile (14), benzoylformic acid (22) and benzoic acid (23) besides cyanogen chloride. Cyanogen chloride formed by the reaction of 4-methylimidazole with[^15N]-chloramine was C^<14>NCl. From these results the pathway of cyanogen chloride formation was eluciated.

• 公益社団法人日本薬学会の論文
• 1988-10-25

著者

• 大谷 武司

  城西大学

• 菅野 三郎

  Faculty Of Pharmaceutical Sciences Josai University

• 大谷 武司

  Faculty of Pharmaceutical Sciences, Chiba University

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