3-Phenylbenzene-1-sulfonyl chloride → N-(4-bromo-3-methyl-5-isoxazolyl)-3-biphenylsulfonamide

HRID 1167017Notes

Reaction equation

HRID 1167017 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[C:9]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[CH:13][CH:12]=[C:11]([S:15](Cl)(=[O:17])=[O:16])[CH:10]=1>>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:15]([C:11]1[CH:10]=[C:9]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:14]=[CH:13][CH:12]=1)(=[O:17])=[O:16]

Participants

3

Reactant 2

HCID 38027523-Phenylbenzene-1-sulfonyl chlorideHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 15453179N-(4-bromo-3-methyl-5-isoxazolyl)-3-biphenylsulfonamideYield 22%

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-3-biphenylsulfonamide was prepared in the same manner as described in Example 200b from 5-amino-4-bromo-3-methylisoxazole and 3-biphenylsulfonyl chloride in 22% yield. This was purified by HPLC (5% CH3CN to 100% CH3CN over 30 min.) to give a solid., m.p. 78-82° C.

Workup

  1. customThis was purified by HPLC (5% CH3CN to 100% CH3CN over 30 min.)
  2. customto give a solid

Sources & evidence

ORD record
ord-319e93a285fa42f08e435a6b8427e1ba
Source dataset
uspto-grants-2003_09
Patent number
US06613804B2

Reaction notes

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