Hydroxyamine hydrochloride → 4-Cyclopropylcarbonyl-5-[5-(methylsulphenyl)pyrid-2-yl]isoxazole

反応式

C([O-])(=O)C.[Na+].Cl.NO.[CH:9]1([C:12](=[O:28])[C:13](=[CH:24][N:25](C)C)[C:14]([C:16]2[CH:21]=[CH:20][C:19]([S:22][CH3:23])=[CH:18][N:17]=2)=[O:15])[CH2:11][CH2:10]1>C(O)C>[CH:9]1([C:12]([C:13]2[CH:24]=[N:25][O:15][C:14]=2[C:16]2[CH:21]=[CH:20][C:19]([S:22][CH3:23])=[CH:18][N:17]=2)=[O:28])[CH2:11][CH2:10]1

参加物

実験手順

Sodium acetate (1.1 g) was added to a solution of hydroxylamine hydrochloride (0.9 g) and 3-cyclopropyl-2-(N,N-dimethylaminomethylene )- 1-[5-(methylsulphenyl)-pyrid-2-yl]propan-1,3-dione (3.24 g) in ethanol. The mixture was stirred for 1 hour then cooled and filtered. The solid was washed with cold ethanol and the filtrate was partially evaporated. Water was added and the mixture was stirred at 0° C. for 0.5 hours. It was extracted with dichloromethane washed with water, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography eluted with mixture of ethyl acetate and hexane to give 4-cyclopropylcarbonyl-5-[5-(methylsulphenyl)pyrid-2-yl]isoxazole (compound 13, 0.41 g) as a white solid, m.p. 103°-104° C.