4-Bromo-3-methylisoxazol-5-amine → 3-Chloro-2,5-dimethyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide

HRID 842909Notes

Reaction equation

HRID 842909 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[Cl:9][C:10]1[C:11]([CH3:21])=[C:12]([S:17](Cl)(=[O:19])=[O:18])[CH:13]=[C:14]([CH3:16])[CH:15]=1>>[Cl:9][C:10]1[C:11]([CH3:21])=[C:12]([S:17]([NH:1][C:2]2[O:6][N:5]=[C:4]([CH3:7])[C:3]=2[Br:8])(=[O:19])=[O:18])[CH:13]=[C:14]([CH3:16])[CH:15]=1

Participants

3

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 186172913-Chloro-2,5-dimethylbenzenesulfonyl chloride

Product 1

HCID 186173613-Chloro-2,5-dimethyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamideYield 71%

Procedure

3-Chloro-2,5-dimethyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide was prepared from 5-amino-4-bromo-3-methylisoxazole and 3-chloro-2,5-dimethylbenzenesulfonyl 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. 148-150° C., yield 71%.

Workup

  1. customThe crude product was purified by recrystallization from ethyl acetate/hexanes
  2. customto give a crystalline solid, m.p. 148-150° C., yield 71%

Sources & evidence

ORD record
ord-25cbb0ef4c97401bbd2f4dfc683ed940
Source dataset
uspto-grants-2002_04
Patent number
US06376523B1

Reaction notes

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