Hydrochloric Acid → 4-Acetyl-2-fluorobenzene-1-sulfonamide

温度

0 °C

To a solution of 4-acetyl-2-fluoroaniline (5.0 g, 32.6 mmol, Krueger, G et al., Arzneim Forsch, 34, 11a, 1612 (1984)) in conc-HCl (24.0 mL), sodium nitrate (2.9 g, 42.4 mmol) in water (10 mL) was added at 0° C. After stirring for 1 h, the resultant yellow solution was added slowly to the suspension of copper (II) chloride dihydrate (1.7 g, 9.8 mmol) and sulfur dioxide (10 g, 156 mmol) in acetic acid (25 ml) at 0° C. The mixture was stirred for 30 min at 0° C. and poured into ice water (200 mL) and extracted with CH2Cl2 (80 mL×2). The extracts was cooled to 0° C. and 25% aqueous ammonia (70 mL) was added slowly and stirred for 1 h at room temperature. The mixture was concentrated and the residual solid was suspended with ether and collectted by filteration to give the title compound (3.3 g, 46%).

1. stirringThe mixture was stirred for 30 min at 0° C.
2. extractionextracted with CH2Cl2 (80 mL×2)
3. addition25% aqueous ammonia (70 mL) was added slowly
4. stirringstirred for 1 h at room temperature
5. concentrationThe mixture was concentrated

ORDレコード

ord-81a220ba26cf4e4593f7307de0d41507

出典データセット

uspto-grants-2005_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06949536B2