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SYNTHESIS AND BIOLOGICAL STUDIES OF OXADIAZOLO-THIADIAZINES SYNTHESIS und biologische Studien an oxadiazolo-thiadiazine

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Author(s): Vijay V Dabholkar, Prem Naik, Abhishek Karekar and Navnath Shinde

Journal: Heterocyclic Letters
ISSN 2231-3087

Volume: 3;
Issue: 1;
Start page: 17;
Date: 2013;
Original page

Keywords: Triazole;Oxadiazole;Thiadiazine and Antibacterial

ABSTRACT
Equimolar mixture of substituted triazole (1) and substituted aromatic aldehyde were refluxed in presence of alcoholic KOH to yield 4- substitutedbanzylideneamino-5-substituted-4H-1,2,4- triazole-3-thiol (2), which cyclized to 2H,3H,4H,2-Carbethoxy, 3-substituted, Phenyl,5- substituted-[1,2,4]-triazole [3,4-b] [1,3,4] thiadiazine (3) using ethylchloro acetate and K2CO3. (3) undergoes nucleophilic addition reaction with hydrazine hydrate to form carbohydrazide 2H,3H,4H,2-Carboxy hydrazino, 3-substituted Phenyl, 5-substituted-[1,2,4]-triazole [3,4-b] [1,3,4] thiadiazine (4), which further on reaction with Carbon disulfide to achieved 2H,3H,4H- [2-5’-mercapto 1’-3’-4’-oxadiazol]-2’yl-3-substituted, Phenyl,5-substituted-[1,2,4]-triazole [3,4- b] [1,3,4] thiadiazine (5).The structures of the compounds were confirmed by elemental as well as spectral techniques like IR, NMR. Representative samples were investigated for their antibacterial activities against gram positive and gram negative bacteria's and they showed promising activity

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