Water → 4-Bromo-2-(methylsulfonamido)benzoic acid

Methyl 2-amino-4-bromobenzoate (1 g) was dissolve in tetrahydrofuran (15 mL), triethylamine (4.2 mL) and methanesulfonyl chloride (0.74 mL) were added, and the mixture was stirred at room temperature for 6 hr. Water was added to the reaction mixture, and the mixture was extracted with chloroform. After evaporation of the solvent, to the residue were added methanol (20 mL) and 1N aqueous sodium hydroxide solution (13 mL), and the mixture was stirred at 50-60° C. The mixture was acidified with 1N hydrochloric acid, and the precipitated solid was collected by filtration to give the title compound (0.964 g).

1. extractionthe mixture was extracted with chloroform
2. customAfter evaporation of the solvent
3. additionto the residue were added methanol (20 mL) and 1N aqueous sodium hydroxide solution (13 mL)
4. stirringthe mixture was stirred at 50-60° C
5. filtrationthe precipitated solid was collected by filtration

ORD record

ord-61ac4a69d705430fa3275ad6cd34d92d

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08354401B2