Preparing 3- methyl-1- phenyl- 4-(3'- methyl- 1- phenyl- 4 , 5 - dihydro- 5 - oxopyrazol- 4 - yl- pyrazolo [5, 4-d] -4H-1- benzopyran (1a) In a round-bottom emery-top balloon, the mixture of 2 grams (0.011 mol) 3-methyl-1-phenyl-2- pyrazolin-5-on, 0.70 grams (0.006 mol) 2-hydroxy benzaldehyde and 50 mL ethanol, in presence of 0.5 mL hydrochloric acid, was refluxed on a steam bath for 36 hr.
Preparing 3- methyl- 1- phenyl- 4-(3'- methyl- 1- phenyl- 4'- hydro- 5'- hydroxy- 5'- oxopyrazol- 4'- yl- pyrazolo [5, 4-d] - 4H-1- benzopyran (1b) Mp: 198-200 C (hexaneEt2O); 1H NMR (400 MHz, CDCl3) d 2.45 (s, J=7Hz, 3H, -CH3), 3.17 ( s, 3H, -CH3), 4.20 (s, J=7Hz, 2H, 2OH), 5.60 (s, 2H, Pyrazol), 6.70-7.72 (m, J=7Hz, 14H, Aromatic- H); 13 C NMR (CDCl3) d 12.1, 12.2, 24.00, 113.00, 119.00, 119.1, 120.2, 120.3, 122.7, 126.00, 126.3, 126.4, 128.00, 128.2, 129.4, 129.5, 129.7, 129.8, 131.7, 139.8, 139.9, 141.8, 147.00, 147.6, 147.7, 152.6; EIMS m/z 450 (M+, 85.63); Anal.
The other coumarin, scoparone (4) is a dimethoxy esculetin has comparatively less active with glycerol release of 126.28 [+ or -] 3.2 nmol/ml and isoscoparone (3) is lesser active with glycerol release of 87.87 [+ or -] 3.2 nmol/ml which signifies that the basic moiety,
benzopyran is active in the lipolysis assay.
Within each skeletal group, compounds are ordered into hydrocarbons, acids, aldehydes, ketones, alcohols, esters, ethers, chlorinated compounds, benzofurans,
benzopyrans, and nitrogen-containing compounds.