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

HRID 1899679Notes

Reaction equation

HRID 1899679 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-biphenylsulfonamideYield 5%

Procedure

N-(4-bromo-5-methyl-3-isoxazolyl)-4-biphenylsulfonamide ws prepared, using the method in Example 89b, from 3-amino-4-bromo-5-methylisoxazole and 4-biphenylsulfonyl chloride in 5% yield. The product (m.p. 154°-156° C.) was isolated in 51% yield by column chromatography, after recrystallization from ethyl acetate/hexanes. N-(4-Biphenylsulfonyl)-N-(4-bromo-5-methyl-3-isoxazolyl)-4-biphenylsulfonamide was obtained in 51% yield.

Sources & evidence

ORD record
ord-f1af8b4d4cf549b89c9e1055a0b9e46b
Source dataset
uspto-grants-1996_11
Patent number
US05571821

Reaction notes

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