Collect. Czech. Chem. Commun. 1990, 55, 1055-1058

Synthesis of 3-methyl-1,5-diphenyl-7-aryl-7,8-dihydro-6H-pyrazolo[4,5-b]azepines

Chintalapani Venkata Narsimha Reddy, Eligeti Rajanarendar and Ananthula Krishnamurthy

Department of Chemistry, Kakatiya University, Warangal-506 009, India


3,5-Dimethyl-4-nitro-1-phenylpyrazole (I) on treatment with chalcones II under phase transfer conditions gives the Michael adducts, 3-methyl-4-nitro-1-phenyl-5-(2-aryl-4-phenyl-4-oxo-1-butyl)pyrazoles (III). The Michale adducts on cycloreduction with stannous chloride-hydrochloric acid furnish 3-methyl-1,5-diphenyl-7-aryl-7,8-dihydro-6H-pyrazolo[4,5-b]azepines (IV). IR, 1H NMR, 13C NMR and mass spectra support the structures of III and IV.