Journal :   Asian Journal of Research in Chemistry

Volume No. :   6

Issue No. :  12

Year :  2013

Pages :   1110-1115

ISSN Print :  0974-4169

ISSN Online :  0974-4150


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Synthesis and Microbial Activity of some new Furfural Acrylamides

Address:   S. Sharma1*, J. Kaur2, T. Bansal2 and J. Gaba2
1Department of Plant Breeding and Genetics, Punjab Agricultural University, Ludhiana 141 004
2Department of Chemistry, Punjab Agricultural University, Ludhiana 141 004
*Corresponding Author

Knoevengal condensation reaction of furfural with acetic acid, chloroacetic acid and phenoxy acetic acid afforded 3-(furan-2-yl) acrylic acid (3a), 2-chloro-3-(furan-2-yl) acrylic acid (3b) and 3-(furan-2-yl)-2-phenoxy acrylic acid (3c) respectively which on further condensation with 4-aminophenazone, 4-aminopyridine and aniline yielded series of acrylamides (5a-i). Physical data (yield, melting point, state and color) of synthesized acids and amides were determined. The synthesized acrylamides of furan-2-carboxylic acids were characterized by IR and 1H-NMR spectroscopy. Furfural and acrylamide derivatives of furfural were tested for their microbial activity on Rhizobium (LGR-33) at 1000 µg/ml. Some of these derivatives have shown promising results. Among the synthesized compounds maximum Rhizobium growth was recorded in compounds (5a, 5d, 5f and 5i). Amides having pyridine moiety (5b and 5e) showed major inhibitory effect on the growth of Rhizobium with growth inhibition zone of 18, 19 and 16.5 mm respectively. This inhibitory effect may be attributed to the presence of 4-aminopyridine moiety in the structure. When amide (5h) of phenoxy acetic acid and 4-aminopyridine was tested, decrease in inhibitory activity was observed against Rhizobium with the growth inhibition zone of 16.5 mm.
Furfural, Knoevenagal condensation, Rhizobium, minimum inhibitory concentration, growth inhibition zone.
S. Sharma, J. Kaur, T. Bansal, J. Gaba. Synthesis and Microbial Activity of some new Furfural Acrylamides. Asian J. Research Chem. 6(12): December 2013; Page 1110-1115.
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