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Synlett 1993; 1993(7): 533-534
DOI: 10.1055/s-1993-22519
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A Facile Synthesis of 5-Alkyl-2-mercapto-1,3,4-thiadiazoles

Stephen Connolly* , Kim Hardy
  • *Department of Medicinal Chemistry, Fisons plc., Pharmaceutical Division, Research and Development Laboratories, Bakewell Road, Loughborough, Leicestershire LE11 0RH, England
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Publication History

Publication Date:
19 March 2002 (online)

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2-Mercapto-5-methyl-1,3,4-thiadiazole (10) is directly metallated with n-butyllithium in tetrahydrofuran to give the C,S-dianion 11. Reaction of the dianion 11 with a series of electrophiles gives regioselectively a range of 5-substituted 2-mercapto-1,3,4-thiadiazoles (12).

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