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Title: Synthesis of novel sulfonamides as potential antibacterial, antifungal and antimalarial agents
Authors: Mistry, B D
Desai, K R
Intwala, S M
Keywords: 1,3,4-Oxadiazol;1,2,4-triazole;1,2,4-triazine;Antimalarial activity
Issue Date: Jan-2015
Publisher: NISCAIR-CSIR, India
Abstract: 4-Amino-2-chloro-5-(hydrazinocarbonyl)benzenesulfonamide 3 has been used as a precursor to synthesize some important biologically active heterocycles; which have been cyclized by treating with various aromatic acids in presence of POCl3 to give 4-amino-2-chloro-5-(5-substitutedphenyl-1, 3, 4-oxadiazol-2-yl) benzene sulfonamide 4a-j. Reaction of 4-amino-2-chloro-5-(hydrazinocarbonyl)benzenesulfonamide 3 with carbon disulphide in ethanol and potassium hydroxide yields the 1,3,4-oxadiazol derivatives 4. Condensation of this oxadiazole derivatives with different aromatic amines yields 4-amino-2-chloro-5-(5-mercapto-4-phenyl-4H-1,2,4-triazol-3-yl) benzene sulfonamide 5a-j and reaction of 4-amino-2-chloro-5-(hydrazinocarbonyl)benzenesul-fonamide 3 with chloroacetamide in 2-ethoxy ethanol yields 1,2,4-triazine derivatives 6 which upon condensation with different aromatic aldehydes in presence of sodium methoxide yields 4-amino-5-[(6Z)-6-substitutedbenzylidene-5-oxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl]-2-chlorobenzene sulfonamide 6a-j. The results indicate that some of the compounds show potential antibacterial, antifungal and antimalarial activity and comparable to those of commercial antibiotics and antimalarial compounds. The structures of novel synthesized compounds have been established on the basis of elemental analysis, IR, 1H NMR, 13C NMR and mass spectral data.
Page(s): 128-134
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.54B(01) [January 2015]

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