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Synthesis 1991; 1991(6): 494-496
DOI: 10.1055/s-1991-26504
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A Convenient Synthesis of 2-Alkylthio-4,5-dihydro-5-methoxythiazoles

Kee-Jung Lee* , Jae Uk Jeong, Dae Ock Choi, Seong Heon Kim, Hokoon Park
  • *Division of Chemistry, Korea Institute of Science und Technology, P.O. Box 131 Cheongryang, Seoul, South Korea
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Publication Date:
29 April 2002 (online)

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A series of 2-alkylthio-4,5-dihydro-5-methoxythiazoles 3 were prepared by thermal or diethyl ether-boron trifluoride mediated intramolecular cyclization of the corresponding N-(2,2-dimethoxyethyl)dithiocarbamic acid esters 2. Methyl N-(2,2-dimethoxyethyl)dithiocarbamate (2b) and 4,5-dihydro-5-methoxy-2-methylthiothiazole (3b) were converted by a two-step sequence to methyl 2-methyl-3-thioxo-1,2,3,4-tetrahydro-1,2,4-triazine-4-carbodithioate (6).