4-Butoxybenzenesulfonyl Chloride → 4-Butoxy-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide

HRID 842905Notes

Reaction equation

HRID 842905 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[CH2:9]([O:13][C:14]1[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1)[CH2:10][CH2:11][CH3:12]>>[CH2:9]([O:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([NH:1][C:2]2[O:6][N:5]=[C:4]([CH3:7])[C:3]=2[Br:8])(=[O:22])=[O:21])=[CH:16][CH:15]=1)[CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 5179904-Butoxybenzenesulfonyl ChlorideHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 154532084-Butoxy-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamideYield 33%

Procedure

4-Butoxy-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide was prepared from 5-amino-4-bromo-3-methylisoxazole and 4-butoxybenzenesulfonyl chloride according to the procedures described in Example 30. The crude product was purified by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 98-100° C., yield 33%.

Workup

  1. customThe crude product was purified by recrystallization from ethyl acetate/hexanes
  2. customto give a crystalline solid, m.p. 98-100° C., yield 33%

Sources & evidence

ORD record
ord-fc68b43b92464b629f75030779ed94bb
Source dataset
uspto-grants-2002_04
Patent number
US06376523B1

Reaction notes

Loading…