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KMID : 1059520080520030249
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Journal of the Korean Chemical Society
2008 Volume.52 No. 3 p.249 ~ p.256
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Synthesis and Antibacterial Activity of New Tetrazole Derivatives
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Mulwad V. V.
Pawar Rupesh B
Chaskar Atul C
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Abstract
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3-Acetyl/Formyl 4-hydroxy-2H(1)-benzopyran-2-one on treatment with malonitrile and ethyl cyanoacetate yielded 1,1-dicyano-2-[4/-hydroxy-2/H(1)-benzopyran-2/-one-3/-yl] ethene/propene 2a-h and ethyl-2-cyano-3-[4/- hydroxy-2/H (1)-benzopyran-2/-one-3/-yl] propenoate/butenoate 3a-h respectively. The 1,3 dipolar reaction of 2a-h with NaN3 gave the tetrazole derivative 4a-h. 3a-h on cyclization with PPA gave 3-cyano-2H,5H-pyrano [3, 2-c] benzopyran- 2,5-diones 5a-h which on 1,3 dipolar reaction with NaN3 to gave 3-(1/H-tetrazol-5/-yl)-2H,5H-pyrano[3, 2-c] benzopyran- 2,5-diones 6a-h. The structures of the compounds have been established on the basis of the spectral and analytical data. All the compounds were screened for their antimicrobial activities and have been found to exhibited significant antibacterial activities. Compounds 2h and 4h showed the activity 50μg/mL.
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KEYWORD
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4-hydroxy Coumarin, Knoevenegal Condensation, 1, 3 Dipolar Reaction, Antibacterial Activity
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