ChemicalBook CAS DataBase List 2-Bromo-3-fluoroaniline

2-Bromo-3-fluoroaniline synthesis

14synthesis methods

Product Name:2-Bromo-3-fluoroaniline
CAS Number:111721-75-6
Molecular formula:C6H5BrFN
Molecular Weight:190.01

59255-94-6

111721-75-6

General procedure for the synthesis of 2-bromo-3-fluoroaniline from 2-bromo-3-fluoro nitrobenzene: 2-bromo-1-fluoro-3-nitrobenzene (1.0 g, 5.0 mmol) was dissolved in methanol (50 mL) at 0 °C, and NiCl? (2.2 g, 10 mmol) and NaBH? (0.50 g, 14 mmol) were added sequentially. After the addition was completed, the reaction mixture was stirred at 0 °C for 5 min. Subsequently, the reaction was quenched by the addition of water (20 mL) and extracted with ethyl acetate (20 mL x 3). The organic layers were combined, dried over anhydrous Na?SO? and concentrated under reduced pressure to afford 2-bromo-3-fluoroaniline (600 mg, 70% yield). The product was characterized by 1H NMR (400 MHz, CDCl?): δ 7.07-7.02 (m, 1H), 6.55-6.49 (m, 1H), 4.22 (br s, 2H).

59255-94-6
143 suppliers
$19.00/1g

111721-75-6
176 suppliers
$27.60/250mg

Yield:111721-75-6 98%

Reaction Conditions:

with hydrogen;nickel in methanol at 20; under 7500.75 Torr; for 5 h;Autoclave;Solvent;Pressure;

Steps:

1.2 2. Preparation of 1-fluoro-2-bromo-3-aminobenzene
22.0 g of 1-fluoro-2-bromo-3-nitrobenzene was added to a 500 mL stainless steel autoclave.220.0 g of methanol and 2.2 g of Raney nickel catalyst. Stir vigorously for 5 hours at room temperature and 1 MPa hydrogen pressure.The catalyst was filtered off, and the mother liquid was concentrated to give a solvent to give 1-fluoro-2-bromo-3-aminobenzene (18.6 g, yield 98%).

References:

Jinkai (Liaoning) Chemical Co., Ltd.;Li Zhenwei;Zhao Yang;Li Degang;Liu Shukuan;Jiang Zhipeng;Liu Haisheng;Wang Dong;Zhao Hongyang;Song Tongji CN108002976, 2018, A Location in patent:Paragraph 0045; 0047; 0050; 0051; 0060; 0069

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