Hydrochloric Acid → 3-Bromo-4-fluorobenzenesulfonamide

Temperature

0 °C

A solution of 3-bromo-4-fluorobenzenesulfonyl chloride (1 g, 3.3 mmol, 90% pure) stirred at 0° C. in THF (15 ml) and DCM (5 ml) was treated with aqueous ammonium hydroxide (28%) by dropwise addition over 15 min. After stirring at 0° C. for 210 min, the mixture was acidified (pH=1) by addition of 1 N HCl (aq). After the mixture was concentrated in vacuo to near dryness, it was treated with water (50 ml), sonicated for 3 min and filtered. After the filter cake was washed sequentially with water (50 ml) and hexanes (100 ml), it was dried in vacuo to afford the title compound (503 mg, 60%) as a white solid which was carried forward without purification. LCMS (M−H)−=253.

1. concentrationAfter the mixture was concentrated in vacuo
2. additionwas treated with water (50 ml)
3. customsonicated for 3 min
4. filtrationfiltered
5. washAfter the filter cake was washed sequentially with water (50 ml) and hexanes (100 ml), it
6. customwas dried in vacuo

ORD record

ord-e0b1cadaf92749d8a05bbfaf10a4b409

Source dataset

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09034900B2