Ammonium Hydroxide → 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]quinoline

반응식

[CH3:1][N:2]1[C:6]([NH:7][C:8]2[C:9](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:10](O)=O)=[CH:5][C:4]([CH3:17])=[N:3]1.O=P(Cl)(Cl)[Cl:20].[NH4+].[OH-]>>[CH3:1][N:2]1[C:6]2=[N:7][C:8]3[C:9]([C:10]([Cl:20])=[C:5]2[C:4]([CH3:17])=[N:3]1)=[CH:13][CH:14]=[CH:15][CH:16]=3

참가 물질

반응물 3

HCID 14923Ammonium Hydroxide

HCID 24813Phosphorus oxychloride

HCID 615796N-(1,3-Dimethyl-5-pyrazolyl)anthranilic acid

생성물 1

HCID 134489994-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]quinoline

실험 절차

A mixture of N-(1,3-dimethyl-pyrazol-5-yl) anthranilic acid (7 g, 0.03 mol) and POCl3 (40 ml) was heated on a steam bath for 3 hours. The reaction mixture was then poured into ice-water (600 ml) and then basified with NH4OH. The mixture was extracted with ether (3×200 ml) and the combined ether layers were dried over MgSO4 and evaporated to afford 7.0 g of 1,3-dimethyl-4-chloro-1H-pyrazolo[3,4-b]quinoline, m.p. 127°-129° C.