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ChemicalBook CAS DataBase List 6-Bromo-7-fluoroquinoline

6-Bromo-7-fluoroquinoline synthesis

4synthesis methods
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Yield: 85.8%

Reaction Conditions:

with sulfuric acid;sodium 3-nitrobenzenesulfonate in water at 120 - 140;

Steps:

1 Synthesis step 1: 7-fluoro-6-bromoquinoline
The starting material, 3-fluoro-4-bromoaniline (20 g, 0.105 mol) And catalyst sodium 3-nitrobenzenesulfonate (28 g, 0.124 mol, 1.2 eq) was added to a mixed solution of concentrated sulfuric acid (60 ml) and water (24 ml), heated to an internal temperature of 120 ° C, Glycerol (29 g, 0.315 mol, 3 eq) was added slowly and the reaction was warmed to 130-140 ° C overnight after the addition was complete and allowed to cool. The reaction solution was poured into crushed ice, concentrated ammonia to pH 8, extracted with dichloromethane, washed with water, After drying, column chromatography purified to give a yellow solid 20.3g, yield 85.8%.

References:

Shanghai Pharmaceutical Group Co., Ltd.;Yu Jianxin;Zhao Fei;Hao Yu;Li Ping;Xia Guangxin;Fan Yi CN105968115, 2016, A Location in patent:Paragraph 0560-0562