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ChemicalBook CAS DataBase List 4-Bromo-2,6-difluoroaniline
67567-26-4

4-Bromo-2,6-difluoroaniline synthesis

2synthesis methods
2,6-Difluoroaniline

5509-65-9

4-Bromo-2,6-difluoroaniline

67567-26-4

b) Preparation of Intermediate 2: Dissolve 2,6-difluoroaniline (3.0 g, 22.56 mmol) in acetic acid (10 mL). Bromine (1.2 mL) was slowly added dropwise to the above solution. The reaction mixture was stirred at room temperature for 15 minutes. After the reaction was completed, the solvent was evaporated under reduced pressure. The residue was neutralized with aqueous sodium carbonate and the aqueous phase was subsequently extracted with dichloromethane. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give Intermediate 2 in 92% yield.

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Yield:67567-26-4 92%

Reaction Conditions:

Stage #1:2,6-difluoroaniline with bromine;acetic acid in water at 20; for 0.25 h;
Stage #2: with sodium carbonate in water

Steps:

A1.b
b) Preparation of intermediate 2; 2,6-difluorobenzeneamine (3.0g, 22.56 mmoles) was dissolved in acetic acid (10 ml). Bromine (1.2 ml) was added to the solution. The mixture was stirred for 15 minutes at room temperature. After evaporation of the solvent, the residue was treated with an aqueous solution of sodium carbonate. The aqueous solution was extracted with dichloromethane. The organic extract was dried over MgSC>4 and was evaporated. Yield : 92% of intermediate 2.

References:

JANSSEN PHARMACEUTICA N.V.;ARTS, Frank, Xavier, Jozef, Herwig WO2006/15985, 2006, A1 Location in patent:Page/Page column 54

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