Glycerol → 5-Chloro-6-fluoro-8-nitroquinoline

반응식

[Cl:1][C:2]1[C:3]([F:12])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH2:7].O[CH2:14][CH:15]([CH2:17]O)O.[Na+].[N+](C1C=C(S([O-])(=O)=O)C=CC=1)([O-])=O.OS(O)(=O)=O.O>>[Cl:1][C:2]1[C:3]([F:12])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]2[C:8]=1[CH:14]=[CH:15][CH:17]=[N:7]2

참가 물질

반응물 4

HCID 753Glycerol

HCID 31389Sodium 3-nitrobenzenesulfonate

HCID 5178355-Chloro-4-fluoro-2-nitroaniline

HCID 21910475Sulfuric acid hydrate (1:1)

생성물 1

HCID 681829415-Chloro-6-fluoro-8-nitroquinoline수율 67%

실험 절차

In a similar fashion using route 10 general procedure 20, 5-chloro-4-fluoro-2-nitroaniline (1.0 g, 5.2 mmol), glycerol (1.5 g, 16.2 mmol), 3-nitrobenzensulfonic acid sodium salt (1.52 g, 6.7 mmol) and H2SO4/H2O (6 ml, 7:5) gave the title compound (790 mg, 67%) which was used in the next step without purification.