Hydroxyamine hydrochloride → HCID 178462460, compound

Participants

Reaction Steps

5-Ethyl-8-isopropyl-5,10-dihydro-11H-indeno[1,2-b]quinolin-10,11-dione (300 mg, 0.95 mmol) was dissolved in a solution of hydroxylamine hydrochloride (525 mg, 7.6 mmol) and triethylamine (0.5 mL) in 20 mL of ethanol. The solution was refluxed overnight and then concentrated dryness. The residue was diluted with water and extracted with chloroform twice. The combined organic layers were washed with saturated sodium chloride solution, dried with sodium sulfate followed by evaporation to remove the solvent. The title compound was obtained by subjecting the resulting residue to silica gel-chromatography (chloroform:actone=20: 1) and then to crystallization from diethyl ether. 1H-NMR(CDCl3)δ 1.32(6H,d,CH(CH3)2, 1.73(3H,t,NCH2CH3), 3.03(1H,septet,CH), 4.79(2H,q,NCH2), 7.41-8.00(6H,m,Ar-H), 8.25(1H,s,H-9), 15.31(1H,s,N═OH)

Provenance & Evidence