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Synthesis 1987; 1987(6): 560-562
DOI: 10.1055/s-1987-28003
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S,S-Bis(1-phenyl-1H-tetrazol-5-yl) Dithiocarbonate: A New Esterification Reagent

Kazuyoshi Takeda* , Kanoko Tsuboyama, Hiroaki Takayanagi, Haruo Ogura
  • *School of Pharmaceutical Sciences, Kitasato University, Shirokane, Minato-ku, Tokyo 108, Japan
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Publication Date:
20 August 2002 (online)

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S,S′-Bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate is a useful reagent for the esterificalion of carboxylic acids with alcohols, including lactonization. The reagent is conveniently prepared in good yield from 1-phenyl-5-thioxo-4,5-dihydro-1H-tetrazole and trichloromethyl chloroformate (trichloromethyl carbonochloridate) in ethyl acetate in the presence of triethylamine. Its structure was confirmed by 13C-NMR spectrometry and single-crystal X-ray analysis.

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