Summary: The amides of piperic acid have been synthesized via the condensation of piperic acid with amines.
Keywords: Piperic acid, Amide, Nematicidal activity, Anti-microbial, Anti-oxidant activity.
The inspiration of biological importance and valuable uses in pharmaceutical and industrial application of amides, it is aimed to synthesize amides of piperic acid in addition to evaluate their antimicrobial, nematicidal and antioxidant activity.
It is being reported here the synthesis of amides of piperic acid (3a-3o) from piperin (1) (scheme-1).
Preparation of (2E,4E)-5-(benzo[d][1,3]dioxol-5- yl)penta-2,4-dienoic acid (Piperic acid, 2) .
The resulting mixture was suspended in hot distilled water, acidify with HCl (2N) and the precipitates thus obtained were filtered, washed with ice cold water, dried and recrystallized from ethanol to afford pale yellow crystals of piperic acid 2.
General procedure for the preparation of amides of Piperic acid (3a-3o)
Piperic acid 2 (0.5 g, 0.00229 mol) in dry dichloromethane (15 mL) was stirred for 10 min by keeping on an ice bath under nitrogen atmosphere.
Piperin (1) was subjected to basic hydrolysis to give piperic acid (2) which was then reacted with thionyl chloride (SOCl2) and condensed with amine resulting in the formation of corresponding amide (3a-3o).