The synthesis of 1,3-dithiolane-2-thione derivatives.

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概要

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• The reaction of 2,2-dimethylthiirane with carbon disulfide in the presence of triethylamine was accelerated under high pressure to give 4,4-dimethyl-1,3-dithiolane-2-thione nearly quantitatively. The activation volume of this reaction at 40 °C was estimated to be −41 ml mol<SUP>−1</SUP>. The rate of the reaction was proportional to the amount of triethylamine when a limited amount of triethylamine was used. The reaction of 2-methylthiirane, 2-hexylthiirane, 1,2-epithiocyclohexane, and 2-phenylthiirane with carbon disulfide gave the corresponding 1,3-dithiolane-2-thione derivatives in good yields. 2-Chloromethylthiirane was less reactive to carbon disulfide than other thiiranes under high pressure. Tertiary amines such as <I>N</I>,<I>N</I>-dimethylethylamine, pyridine, and <I>N</I>-methylmorpholine were good catalysts of the reaction.

• 公益社団法人 日本化学会の論文

著者

• TAGUCHI Yoichi

  National Institute of Advanced Industrial Science and Technology (AIST)

• SUHARA Yasuo

  National Chemical Laboratory for Industry

• Shibuya Isao

  National Chemical Laboratory for Industry

• Yanagiya Koshin

  National Chemical Laboratory for Industry

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