Synthetic utility of sydnones to couple pharmacologically important heterocycles for antitubercular activity

In the present investigation we have utilized the 3-arylsydnones 1a-c to couple two biodynamic moieties in amide derivatives 7-10. The 3-arylsydnones were brominated to 4-bromo-3-arylsydnones 2a-c which further were reacted with benzotriazole/benzothiazolin-2-thione/morpholine/diphenylamine to the corresponding final compounds. The structures of the amide derivatives were confirmed by the spectral (IR, H-1 NMR and Mass) and analytical data. Further, these were subjected to the antitubercular activity against Mycobacterium tuberculae (H37Rv). The morpholine 7a-c and benzotriazole 8a-c derivatives have exhibited good inhibition. (C) 2011 Production and hosting by Elsevier B.V. on behalf of King Saud University.