4-(Benzenesulfonyl)thiophene-2-sulfonyl chloride → N-(4-Bromo-3-methyl-5-isoxazolyl)-4-benzenesulfonylthiophene-2-sulfonamide

HRID 232736Notes

Reaction equation

HRID 232736 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[C:9]1([S:15]([C:18]2[CH:19]=[C:20]([S:23](Cl)(=[O:25])=[O:24])[S:21][CH:22]=2)(=[O:17])=[O:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:23]([C:20]1[S:21][CH:22]=[C:18]([S:15]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)(=[O:17])=[O:16])[CH:19]=1)(=[O:24])=[O:25]

Participants

3

Reactant 2

HCID 6255744-(Benzenesulfonyl)thiophene-2-sulfonyl chlorideHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 15342062N-(4-Bromo-3-methyl-5-isoxazolyl)-4-benzenesulfonylthiophene-2-sulfonamideYield 26%

Procedure

N-(4-Bromo-3-methyl-5-isoxazolyl)-4-benzenesulfonylthiophene-2-sulfonamide was prepared in the same manner as described in Example 2 from 5-amino-4-bromo-3-methylisoxazole and 4-benzenesulfonylthiophene-2-sulphonyl chloride in 26% yield. Purification was achieved by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 181°-184° C.

Workup

  1. customPurification
  2. customwas achieved by recrystallization from ethyl acetate/hexanes
  3. customto give a crystalline solid, m.p. 181°-184° C.

Sources & evidence

ORD record
ord-98a24545ca31408191660a3f2d799871
Source dataset
uspto-grants-1997_01
Patent number
US05591761

Reaction notes

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