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Molecules 2009, 14(11), 4634-4643; doi:10.3390/molecules14114634
Article

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

1
, 1
, 2
 and 2,*
Received: 29 October 2009; in revised form: 10 November 2009 / Accepted: 11 November 2009 / Published: 12 November 2009
(This article belongs to the Special Issue Advances in Heteroaromatic Chemistry)
Download PDF [239 KB, uploaded 18 June 2014]
Abstract: 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.
Keywords: thiols; dithiols; sulphur transfer; thiazoline-2-thione thiols; dithiols; sulphur transfer; thiazoline-2-thione
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Mehdid, M.A.; Djafri, A.; Roussel, C.; Andreoli, F. 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 2009, 14, 4634-4643.

AMA Style

Mehdid MA, Djafri A, Roussel C, Andreoli F. 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. 2009; 14(11):4634-4643.

Chicago/Turabian Style

Mehdid, Mohammed Amine; Djafri, Ayada; Roussel, Christian; Andreoli, Federico. 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." Molecules 14, no. 11: 4634-4643.


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