O-Methylhydroxylamine hydrochloride → HCID 178502629, compound

Participants

Reaction Steps

0.42 g (1.07 mol) of 6-chloro-3-(p-chlorophenyl)-4-isopropoxycarbonylquinoline-2(1H)-thione (prepared according to methods from Examples 6, 7 and 8 described above, but using 5-chloroisatin and p-chlorophenyl acetic acid as starting materials) is dissolved in 10 ml of abs. ethanol and treated with 0.5 g of O-methylhydroxylamine hydrochloride. The reaction mixture is heated at reflux temperature for 3 hours. It is then concentrated under reduced pressure on a rotary evaporator, the residue is taken up in ethyl acetate, the organic phase is washed twice with water and, after drying by means of sodium sulfate, concentrated under reduced pressure on a rotary evaporator. The crude product obtained is purified by means of chromatography on silica gel (mobile phase: ethyl acetate/n-heptane=1/4). For fine purification, chromatography on ®Sephadex type LH-20 using methanol as the mobile phase is suitable.

Provenance & Evidence