Convenient preparations of 3,5-disubstituted 1,2,4-thiadiazoles by oxidative dimerization of thioamides.

• Takikawa Yuji

  Department of Applied Chemistry, Faculty of Engineering, Iwate University

• Shimada Kazuaki

  Department of Applied Chemistry, Faculty of Engineering, Iwate University

• Sato Katsuyuki

  Department of Applied Chemistry, Faculty of Engineering, Iwate University

• Sato Shinichi

  Department of Applied Chemistry, Faculty of Engineering, Iwate University

• Takizawa Saburo

  Department of Applied Chemistry, Faculty of Engineering, Iwate University

抄録

3,5-Disubstituted 1,2,4-thiadiazoles 2 were prepared by reaction of thioamides 1 with DMSO in the presence of such an electrophilic reagent as 1-methyl-2-chloropyridinium iodide, benzoyl chloride, acetyl chloride, hydrochloric acid, or trimethylsilyl chloride in organic solvents at room temperature in high yields. Thiadiazoles 2 were also obtained by reaction of 1 with NBS at room temperature in high yields. Thioamide S-oxides reacted with electrophilic reagents at room temperature to give the corresponding thiadiazoles 2 in high yields.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 58 (3), 995-999, 1985

  公益社団法人 日本化学会

キーワード

• General Chemistry

詳細情報

• CRID: 1390282679101292416
• NII論文ID: 130001983773
• DOI: 10.1246/bcsj.58.995
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/58/3/995/55707357/bcsj.58.995.pdf
• 本文言語コード: en
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• 抄録ライセンスフラグ: 使用不可