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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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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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.
Claisen-Schmidt Condensation, 2-Cyano-3, 3-Bis (Methylthio) Acrylate,Michael Addition Reaction, Thiazines
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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
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