Synthesis of Some 4-Oxothiochromenes and Related Compounds

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Contents Vol 58(12)

doi:10.1071/CH05205

Synthesis of Some 4-Oxothiochromenes and Related Compounds

Andris J. Liepa ^A ^B, Oanh Nguyen ^A, Simon Saubern ^A

^A CSIRO Molecular and Health Technologies, Clayton South VIC 3169, Australia.
^B Corresponding author. Email: andy.liepa@csiro.au





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Australian Journal of Chemistry 58(12) 864–869 http://dx.doi.org/10.1071/CH05205
Submitted: 5 August 2005 Accepted: 25 October 2005 Published online: 20 December 2005

Abstract

Thiosalicylic acids react with 2-substituted N,N-dialkyl acetamides to give 3-substituted-N,N-dialkyl-2-amino-4-oxothiochromenes 13. N-Alkyl 2-piperidone and analogous caprolactams give derivatives of 1,2,3,4-tetrahydrothiochromeno[2,3-b]pyridin-5-one 16a–16d and 7,8,9,10-tetrahydro-6H-5-thia-6-aza-cyclohepta-[b]naphthalen-11-one 16e, 16f. 2-Mercaptonicotinic acid gave a 1,2,3,4-tetrahydro-9-thia-1,8-diazaanthracen-10-one 16g and a 1,2,3,4-tetrahydro-9-thia-1,8-diazaanthracene-10-thione 16h.