Molecules (Nov 2009)

3-(2-Aminophenyl)-4-methyl-1,3-thiazole-2(3H)-thione as an Ecofriendly Sulphur Transfer Agent to Prepare Alkanethiols in High Yield and High Purity

  • Federico Andreoli,
  • Mohammed Amine Mehdid,
  • Christian Roussel,
  • Ayada Djafri

DOI
https://doi.org/10.3390/molecules14114634
Journal volume & issue
Vol. 14, no. 11
pp. 4634 – 4643

Abstract

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A new process is described for preparing very pure linear alkanethiols and linear α,ω-alkanedithiols using a sequential alkylation of the title compound, followed by a ring closure to quantitatively give the corresponding 3-methyl[1,3]thiazolo[3,2-a]-[3,1]benzimidazol-9-ium salt and the alkanethiol derivative under mild conditions. The alkanethiol and the heteroaromatic salt are easily separated by a simple extraction process. The intermediate thiazolium quaternary salts resulting from the first reaction step can be isolated in quantitative yields, affording an odourless protected form of the thiols.

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