2,5-dimethylthiophene-3-sulfonyl Chloride → N-(4-Bromo-3-methyl-5-isoxazolyl)-2,5-dimethylthiophene-3-sulfonamide

HRID 234302Notes

Reaction equation

HRID 234302 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[CH3:9][C:10]1[S:11][C:12]([CH3:19])=[CH:13][C:14]=1[S:15](Cl)(=[O:17])=[O:16]>>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:15]([C:14]1[CH:13]=[C:12]([CH3:19])[S:11][C:10]=1[CH3:9])(=[O:17])=[O:16]

Participants

3

Reactant 2

HCID 27796502,5-dimethylthiophene-3-sulfonyl ChlorideHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 15342065N-(4-Bromo-3-methyl-5-isoxazolyl)-2,5-dimethylthiophene-3-sulfonamideYield 55%

Procedure

N-(4-Bromo-3-methyl-5-isoxazolyl)-2, 5-dimethylthiophene-3-sulfonamide was prepared in the same manner as described in Example 1 from 5-amino-4-bromo-3-methylisoxazole and 2,5-dimethylthiophene-3-sulphonyl chloride in 55% yield. Purification was achieved by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 77°-80° C.

Workup

  1. customPurification
  2. customwas achieved by recrystallization from ethyl acetate/hexanes
  3. customto give a crystalline solid, m.p. 77°-80° C.

Sources & evidence

ORD record
ord-23107fa4b7044b779ee463282072cc1b
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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