4-bromo-2,5-dichlorothiophene-3-sulfonyl chloride → N-(4-Bromo-3-methyl-5-isoxazolyl)-2,5-dichloro-4-bromothiophene-3-sulfonamide

HRID 234304Notes

Reaction equation

HRID 234304 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[Br:9][C:10]1[C:11]([S:17](Cl)(=[O:19])=[O:18])=[C:12]([Cl:16])[S:13][C:14]=1[Cl:15]>>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:17]([C:11]1[C:10]([Br:9])=[C:14]([Cl:15])[S:13][C:12]=1[Cl:16])(=[O:19])=[O:18]

Participants

3

Reactant 2

HCID 5192954-bromo-2,5-dichlorothiophene-3-sulfonyl chlorideHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 15342067N-(4-Bromo-3-methyl-5-isoxazolyl)-2,5-dichloro-4-bromothiophene-3-sulfonamideYield 58%

Procedure

N-(4-Bromo-3-methyl-5-isoxazolyl)-2,5-dichloro-4-bromothiophene-3-sulfonamide was prepared in the same manner as described in Example 1 from 5-amino-4-bromo-3-methylisoxazole and 4-bromo-2,5-dichlorothiophene-3-sulfonyl chloride in 58% yield. Purification was achieved by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 146°-149° C.

Workup

  1. customPurification
  2. customwas achieved by recrystallization from ethyl acetate/hexanes
  3. customto give a crystalline solid, m.p. 146°-149° C.

Sources & evidence

ORD record
ord-048e3f49da8c454089eedaab19643431
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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