Microwave Assisted and Al2O3/K2CO3 Catalyzed Synthesis of Azetidin-2-One Derivatives Containing Aryl Sulfonate Moiety with Anti-Inflammatory and Anti-Microbial Activity

Babasaheb V. Kendre, Mahadev G. Landge, Sudhakar R. Bhusare

Department of Chemistry, Faculty of Science, Vaidyanath College, Parli-Vaijnath, India.
Division of Organic Chemistry, Faculty of Science, Dnyanopasak College, Parbhani, India.

DOI: 10.4236/ojmc.2012.23012                

Abstract

We report the novel synthesis of azetidin-2-one derivatives containing aryl sulfonate moiety from the reaction of 2-hydroxy benzaldehyde with p-toluene sulfonyl chloride afforded firstly 2-formylphenyl 4-methylbenzene sulfonate (2). The compound (2) on reaction with p-aminobenzoic acid or 2-aminopyridine gave the corresponding aldimines (3). Furthermore, the aldimines are on reaction with chloroacetyl chloride gives corresponding azetidin-2-ones in good to moderate yield. Among the eight synthesized azetidin-2-ones, five selected compounds have been screened for the an-ti-inflammatory activity, few of them showed good anti-inflammatory activity compared with standard drugs. Anti- microbial activity of all synthesized compounds has been tested and most of the compounds showed good anti-bacterial and anti-fungal activities.

Keywords

Aldimine; Azetidin-2-One; Anti-Inflammatory; p-Amino Benzoic Acid; 2-Amino Pyridine; p-Toluene Sulfonyl Chloride

Conflicts of Interest

The authors declare no conflicts of interest.

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