DOI: 10.1055/s-0036-1590862
© Georg Thieme Verlag Stuttgart · New York

A Synthesis of Functionalized Thiazoles and Pyrimidine-4(3H)-thiones from 1,1,3,3-Tetramethylguanidine, Acetylenic Esters, and Aryl Isothiocyanates

Issa Yavari*a, Asiyeh Amirahmadia, Mohammad Reza Halvagarb
  • aDepartment of Chemistry, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran   Email:
  • bDepartment of Inorganic Chemistry, Chemistry and Chemical Engineering Research Center of Iran, PO Box 14335-186, Tehran, Iran
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Publication History

Received: 06 May 2017

Accepted after revision: 11 July 2017

Publication Date:
25 August 2017 (eFirst)


Aryl isothiocyanates react with dialkyl 2-{[bis(dimethylamino)methylene]amino}maleates, generated from 1,1,3,3-tetramethylguanidine and acetylenic esters, to afford 2-(dimethylamino)-1,3-thiazole derivatives, functionalized 2-(dimethylamino)-6-thioxo-1,6-dihydropyrimidines, and ethyl 2-(dimethylamino)-6-[(4-nitrophenyl)im­ino]-4-phenyl-6H-1,3-thiazine-5-carboxylate, in moderate to good yields.

Supporting Information