Reaction of 3,4,5,6-Tetrahydro-2<I>H</I>-azepin-7-ol Hydrogen Sulfate with Nucleophilic Reagents

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概要

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• The reaction of 3,4,5,6-tetrahydro-2<I>H</I>-azepin-7-ol hydrogen sulfate with nucleophilic reagents was studied. The tetrahydroazepin-7-ol hydrogen sulfate reacted with alcohols and oximes to give respectively ε-caprolactam and the corresponding hydrogen sulfate of the reagents in good yields. Treatment with cyclohexylamine or benzylamine afforded ε-caprolactam, the amine salt of the corresponding sulfamic acid, and the corresponding amine salt of the tetrahydroazepin-7-ol hydrogen sulfate, while anilinium phenylsulfamate was formed exclusively in the reaction with aniline. From these results, the tetrahydroazepin-7-ol hydrogen sulfate was confirmed to undergo exclusively a cleavage of the oxygen-sulfur bond by an attack of nucleophiles on the sulfur atom.

• 公益社団法人 日本化学会の論文

著者

• Masaki Mitsuo

  Polymer Research Laboratory, Ube Industries, Ltd.

• Fukui Kiyoshi

  Polymer Research Laboratory, Ube Industries, Ltd.

• Uchida Masaru

  Polymer Research Laboratory, Ube Industries, Ltd.

関連論文

• Syntheses and spectral observation on the structure of several 2(1H)-pyridinethionato zinc complexes.
• Reaction of 3,4,5,6,-Tetrahydro-2H-azepin-7-ol Hydrogen Sulfate with Cyclohexanone Oxime–Tin Tetrachloride Complex
• The crystal and molecular structure of dichlorobis(2-pyridinethiolato)tin(IV).
• Formation and Reaction of Cyclohexanone Oxime Hydrogen Sulfate
• Deoxygenation of nitrobenzene by tributylphosphine in the presence of alcohols. Synthesis of 2-alkoxy-3H-azepines.
• Reaction of 3,4,5,6-Tetrahydro-2H-azepin-7-ol Hydrogen Sulfate with Nucleophilic Reagents
• Synthesis of dihalogenobis(2-pyridinethiolato)tin(IV) by the oxidative addition of disulfide to tin(II) halides-Consideration on the coordination structure.
• Syntheses of chlorozinc complexes of 2(1H)-pyridinethione and their mutual transformations.

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