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 (-SCH<sub>3</sub>) 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.
Highlights
Thiazines are group of heterocyclic organic compounds that are still largely unexplored for their pharmacological activities
It is commonly reported that heterocyclic thiazine derivatives with nitrogen and sulphur are important because they are biological constituent of many biomolecules and drugs [1]
Thiazines and it’s derivatives have been reported to exhibit a variety of biological activities like Antibacterial [2], Antifungal [3], Antitubercular [4], Anti-inflammatory [5], Analgesic- [6], Sedative-hypnotic [7], Immunosuppressive agents [8], Herbicidal [9], Antihistamin- ic [10], Anti-HIV activities [11], Antiproliferative [12]
Summary
Thiazines are group of heterocyclic organic compounds that are still largely unexplored for their pharmacological activities. Thiazines and it’s derivatives have been reported to exhibit a variety of biological activities like Antibacterial [2], Antifungal [3], Antitubercular [4], Anti-inflammatory [5], Analgesic- [6], Sedative-hypnotic [7], Immunosuppressive agents [8], Herbicidal [9], Antihistamin- ic [10], Anti-HIV activities [11], Antiproliferative [12]. These are known as anti-radiation agents and used as radiation-sickness drugs [13]. In the view of this observation and extension of earlier work, we have synthesized novel 2-(4-methoxyphenyl)8(methylthio)-6-oxo-4-phenyl-4, 6, 9, 9a-tetrahydropyrimido [2, 1-b] [1, 3]-thiazine-7-carbonitrile by using 3-(4methoxyphenyl)-1-phenyl prop-2-en-1-one [14,15] and 6-(4methoxyphenyl) 4-phenyl-6H-1, 3-thiazin-2-amine [16,17]
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