Synthesis of Novel Pyrimido Thiazine and Their Derivatives
American Journal of Heterocyclic Chemistry
Volume 5, Issue 2, June 2019, Pages: 23-26
Received: May 18, 2019; Accepted: Jun. 19, 2019; Published: Jun. 29, 2019
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Authors
Sirsat Shivraj Balajirao, Post Graduate Research Centre, Department of Chemistry, Yeshwant Mahavidyalaya, Nanded, India
Jadhav Anilkumar Govindrao, Post Graduate Research Centre, Department of Chemistry, Yeshwant Mahavidyalaya, Nanded, India
Kale Prashant Sambharao, Post Graduate Research Centre, Department of Chemistry, Yeshwant Mahavidyalaya, Nanded, India
Jadhav Madhav Sopanrao, Post Graduate Research Centre, Department of Chemistry, Yeshwant Mahavidyalaya, Nanded, India
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Abstract
In present report novel thiazines were prepared from starting materials chalcone and thiourea. The resulting compound 6-(4-methoxyphenyl) 4-phenyl-6H-1, 3-thiazin-2-amine (2) was further reacted with ethyl 2-cyano-3, 3-bis (methylthio) acrylate in the presence of catalytic amount of potassium carbonate in DMF under reflux condition that offered novel 2-(4-methoxyphenyl) 8-(methylthio)-6-0xo-4-phenyl-4, 6, 9, 9a-tetrahydropyrimido [2, 1-b] [1, 3]-thiazine-7-carbonitrile (3). The synthesized compounds were characterized by spectral methods. The compound (3) possesses replaceable methylthio (-SCH3) group at 8 position. The compound (3) react with various nucleophiles like substituted aromatic amines, aromatic phenols, hetryl amines and active methylene compounds to give 2-(4-methoxyphenyl)-8-substituted-6-oxo-4-phenyl-4, 6, 9, 9a-tetrahydropyrimido [2, 1-b] [1, 3] thiazine-7-carbonitrile in good yields.
Keywords
Claisen-Schmidt Condensation, 2-Cyano-3, 3-Bis (Methylthio) Acrylate,Michael Addition Reaction, Thiazines
To cite this article
Sirsat Shivraj Balajirao, Jadhav Anilkumar Govindrao, Kale Prashant Sambharao, Jadhav Madhav Sopanrao, Synthesis of Novel Pyrimido Thiazine and Their Derivatives, American Journal of Heterocyclic Chemistry. Vol. 5, No. 2, 2019, pp. 23-26. doi: 10.11648/j.ajhc.20190502.11
Copyright
Copyright © 2019 Authors retain the copyright of this article.
This article is an open access article distributed under the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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