Design and synthesis of novel N-substituted morpholino benzamide derivatives as antimicrobial agents

A mixture of 4-chloro benzonitrile and morpholine was subjected to microwave irradiation in solvent free condition to give 4-morpholino benzonitrile (1). Partial hydrolysis of (1) in 6N sodium hydroxide and 30% H₂O₂ resulted in 4- morpholino benzamide (2). A series of N-((2-hydroxynaphthalen-1-yl) (substituted phenyl) methyl)-4-morpholino benzamide 3 (a-k) was obtained in one pot synthesis by stirring 2 with aromatic aldehyde and β-naphthol in presence of oxalic acid as catalyst in solvent free condition. The synthesized compounds were evaluated for their anti bacterial and anti mycobacterial activity. Some of the synthesized compounds like 3b, 3g and 3k have shown excellent antibacterial activity against B. subtilis and S. aureus. Amongst the compounds tested 3f and 3h were found to be the potent against M. tuberculosis H37Rv.

Author(s): Anna Pratima G. Nikalje, Matin Patel, Yogini Ranade, Rishikesh Deshpande and Dansukh Rajani

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