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South African Journal of Chemistry

On-line version ISSN 1996-840X
Print version ISSN 0379-4350

S.Afr.j.chem. (Online) vol.62  Durban  2009

 

RESEARCH ARTICLE

 

Alternative synthesis of 2,4-substituted-1,3-thiazines and 2,5-substituted-thiazole derivatives

 

 

Parvesh SinghI; Krishna BisettyI; Mohinder P. MahajanII

IDepartment of Chemistry, Steve Biko Campus, Durban University of Technology, P.O. Box 1334, Durban 4000, South Africa
IIDepartment of Applied Chemistry, Guru Nanak Dev University, Amritsar 143005, Punjab, India

 

 


ABSTRACT

An easy and convenient route for the synthesis of 2,4-substituted thiazine (3-6) and 2,5-substituted thiazole (16) derivatives from phenacetamidines and glycine methyl ester is reported. To the best of our knowledge, this is the first report in which phenacetamidines have been utilized as precursors for thiazine synthesis. The syntheses of novel cyclic fused 1,3-diazabutadienes 13 and 2-aza-1,3-butadiene 17, and iodocyclization of 17 leading to the formation of thiazole 16a are also reported. In this paper a total of twenty novel compounds are reported.

Key words: Phenacetamidines, 1,3-thiazines, thiazoles, cyclizations


 

 

Full text available only in PDF format.

 

Acknowledgements

Financial support to Dr Parvesh Singh for this research work by the Council of Scientific and Industrial Research (CSIR), New Delhi, India, and the National Research Foundation, Pretoria, South Africa, is gratefully acknowledged.

 

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Received 28 January 2009
Revised 29 July 2009
Accepted 27 August 2009

 

 

* To whom correspondence should be addressed. E-mail: parveshs@dut.ac.za

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