(1,1'-Biphenyl)-4-sulphonyl chloride → N-(4-bromo-5-methyl-3-isoxazolyl)-4-biphenylsulfonamide

HRID 1263644Notes

Reaction equation

HRID 1263644 reaction equation
[NH2:1][C:2]1[C:6]([Br:7])=[C:5]([CH3:8])[O:4][N:3]=1.[C:9]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1>>[Br:7][C:6]1[C:2]([NH:1][S:15]([C:12]2[CH:11]=[CH:10][C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:14][CH:13]=2)(=[O:17])=[O:16])=[N:3][O:4][C:5]=1[CH3:8]

Participants

3

Reactant 2

HCID 74192(1,1'-Biphenyl)-4-sulphonyl chlorideHCID 27744644-Bromo-5-methyl-1,2-oxazol-3-amine

Product 1

HCID 15453175N-(4-bromo-5-methyl-3-isoxazolyl)-4-biphenylsulfonamide

Procedure

N-(4-bromo-5-methyl-3-isoxazolyl)-4-biphenylsulfonamide was prepared, using the method in Example 1b, from 3-amino-4-bromo-5-methylisoxazole and 4-biphenylsulfonyl chloride in 5% yield. The crude product was purified by column chromatography. After recrystallization from ethyl acetate/hexanes, N-(4-bromo-5-methyl-3-isoxazolyl)-4-biphenylsulfonamide (m.p. 154-156° C.) was obtained in 51% yield.

Workup

  1. customN-(4-bromo-5-methyl-3-isoxazolyl)-4-biphenylsulfonamide was prepared
  2. customThe crude product was purified by column chromatography
  3. customAfter recrystallization from ethyl acetate/hexanes

Sources & evidence

ORD record
ord-e8f39c2da408486f8ed23ea28aad23d3
Source dataset
uspto-grants-2003_04
Patent number
US06541498B2

Reaction notes

Loading…