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ChemicalBook CAS DataBase List 6-(4-BROMOPHENYL)-4 5-DIHYDRO-2H-PYRIDA&

6-(4-BROMOPHENYL)-4 5-DIHYDRO-2H-PYRIDA& synthesis

2synthesis methods
-

Yield:36725-37-8 98%

Reaction Conditions:

with hydrazine in ethanol; for 2 h;Heating / reflux;

Steps:

24A 6-(4-Bromo-phenyl)-4, 5-dihydro-2H-pyridazin-3-one

4-(4-Bromo-phenyl)-4-oxo-butyric acid (Aldrich, 25.0 g, 97.3 mmol) was treated with NH2NH2.H2O (Aldrich, 55%, 9.1 mL, 156 mmol) in EtOH (Aldrich, 100 mL) at refluxing for 2 h. It was cooled down to ambient temperature and the white solid was filtered off to give the title compound (24.2 g, 98%) 1H NMR (CDCl3, 300 MHz) δ 2.50-2.76 (m, 2 H), 2.85-3.09 (m, 2 H), 7.43-7.71 (m, 4 H), 8.55 (s, 1 H) ppm. MS (DCl/NH3) m/z 253 (M+H)+, 255 (M+H)+, 270 (M+NH4)+, 272 (M+NH4)+.

References:

US2005/137204,2005,A1 Location in patent:Page/Page column 31