1Department of Plant Breeding and Genetics, Punjab Agricultural University, Ludhiana-141 004
2Department of Chemistry, Punjab Agricultural University, Ludhiana-141 004
*Corresponding Author E-mail: sunita_sharma@pau.edu
Online published on 31 January, 2014.
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
