SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 3,4-DIHYDRO-3- (3,5-DIMETHYL-4-ISOXAZOLYL)-2H-BENZO[e][1,3]-OXAZINES
R. Sanjeev, K. Thirupathaiah and E. Rajanarendar*
ABSTRACT
A new series of 3,4-dihydro-3-(3,5-dimethyl-4-isoxazolyl)-2Hbenzo[
e][1,3]-oxazines (5) have been synthesized from 4-amino-3,5-
dimethylisoxazole (1). Compound (1) on condensation with substituted
salicylaldehydes (2), followed by reduction with NaBH4, and
subsequent ring closure in presence of formaldehyde afforded the title
compounds by internal Mannich reaction. All the newly synthesized
compounds were characterized by IR, 1H NMR, 13C NMR and mass
spectral data. Compounds (5a-f) have been screened for antimicrobial
activity. Compounds 5a, 5b, and 5c exhibited significant antimicrobial
activity when compared to the standard drugs.
Keywords: Isozaxolyl-1,3-benzoxazines, Condensation, Reduction, Ring closure, Internal Mannich reaction, Antimicrobial activity.
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