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Preparation of 2-sub stitutedphenyl-3-bis-2,4-(methylphenyl, 4-amino) -s-triazine-6-ylaminobenzoylamino-5-H-4- thiazolidinone Computational Studies of PC Model

Author Affiliations

  • 1Department of Chemistry, Dr. H.S. Gour Central University Sagar, MP-470 003, INDIA

Res.J.chem.sci., Volume 3, Issue (10), Pages 24-30, October,18 (2013)

Abstract

Thiazolidinones have been shown to have various important therapeutic activities such a antifungal, antibacterial, anticonvulsant, anti-HIV, insecticidal, tuberculostatic and antiviral agents etc. sulfathiazole is an importance bacteriostatic sulfadrug, acetazolamide and methazolamide are power diuretics and all these are thiazole derivatives. Vitamin-B1 (thiamine) is an important thiazole derivative which is used in Beriberi. The reaction of p-toluidine and cyanuric chloride in dioxane gave 2-(4'-methyl phenyl amino) s-triazine (I). The reaction of compound (I) with p- toluidine in dioxane gave bis - 2,4-(4-methyl phenyl amino)-s-triazine (II). The compound (II) was treated with ethyl p-amino benzoate in dioxane gave bis 2,4-(4-methyl phenyl amino)s-triazine-6-yl-aminoethylbenzoate (III). The compound (IV) bis-2,4-(4- methylphenylamino)-s-triazine-6-ylaminobenzoylhydrazone was obtained by reaction of compound (III) with hydrazine hydrate in dioxane. A mixture of compound (IV) and different aromatic aldehydes in dioxane were refluxed which yielded bis-2,4 (4-methylphenylamino)-s-triazine-6-ylaminobenzoyl substituted benzylhydrazone (V). The compound (V) was refluxed with thioglycolic acid which gave 2-substituted phenyl-3-bis-2,4-(4-methylphenylamino)-s-triazine-6- ylaminobenzoylamino-5-H-4- thiazolidinone.

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