Tetrahydrofuran → 5-Amino-2-methyl-1(2H)-isoquinolinone

반응식

[CH3:1][N:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[N+:12]([O-])=O)[C:3]1=[O:15].O.O.[Sn](Cl)Cl.O1CCCC1>>[NH2:12][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[CH:10]=[CH:11][N:2]([CH3:1])[C:3]2=[O:15]

참가 물질

반응물 3

HCID 8028Tetrahydrofuran

HCID 61436Stannous chloride dihydrate

HCID 3118562-Methyl-5-nitro-2H-isoquinolin-1-one

생성물 1

HCID 122203445-Amino-2-methyl-1(2H)-isoquinolinone

실험 절차

2-Methyl-5-nitro-2H-isoquinolin-1-one (0.69 g, 0.0032 mol) and tin dichloride dihydrate (2 g, 0.01 mol) were stirred in tetrahydrofuran (10 mL, 0.1 mol) at room temperature overnight. The mixture was purified via flash chromatography (40 g of silica gel, 50% EtOAc/Hexanes) to give a brown solid. MS m/z (M+H) 174.9.