Novel heterocyclic systems. Part 26. The synthesis and 13C-NMR assignment of 1,8-diazaphenoxathiin

Lindsay, C. M., Smith, Keith ORCID: https://orcid.org/0000-0003-4838-5651 and Martin, G. E. 1987. Novel heterocyclic systems. Part 26. The synthesis and 13C-NMR assignment of 1,8-diazaphenoxathiin. Journal of Heterocyclic Chemistry 24 (1) , pp. 211-213. 10.1002/jhet.5570240138

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Abstract

Although the syntheses of numerous diazaphenoxathiins have been reported, only two dipyrido[1,4]-oxathiin systems are thus far known, viz. the 1,7- and 1,9-diazaphenoxathiins. The synthesis of a third, 1,8-diazaphenoxathiin via the condensation of the dianion of 3-hydroxypyridine-2(1H)-thione with 4-nitro-3-chloropyridine 1-oxide is now described. A minor quantity of 1,7-diazaphenoxathiin was obtained as a byproduct of the reaction. Complete assignment of the 13C-nmr spectrum was achieved and this conclusively differentiates the 1,8-compound from the 1,7-isomer.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	Wiley
ISSN:	1943-5193
Last Modified:	04 Jun 2017 03:36
URI:	https://orca.cardiff.ac.uk/id/eprint/23506

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