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  • 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.

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.

Molecules (Basel, Switzerland) (2009-11-20)
Mohammed Amine Mehdid, Ayada Djafri, Christian Roussel, Federico Andreoli
ABSTRACT

A new process is described for preparing very pure linear alkanethiols and linear alpha,omega-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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Toluene-3,4-dithiol, technical grade, 90%
Supelco
Toluene-3,4-dithiol, for spectrophotometric det. of Mo, Sn, W, and also Ag and Re, ≥97.0%