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

HRID 232732Notes

Reaction equation

HRID 232732 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[N:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[S:19][C:18]([S:20](Cl)(=[O:22])=[O:21])=[CH:17][CH:16]=1>>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:20]([C:18]1[S:19][C:15]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][N:9]=2)=[CH:16][CH:17]=1)(=[O:21])=[O:22]

Participants

3

Reactant 2

HCID 27372315-(2-Pyridyl)thiophene-2-sulfonyl chlorideHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 15342058N-(4-Bromo-3-methyl-5-isoxazolyl)-5-(2-pyridyl)thiophene-2-sulfonamideYield 40%

Procedure

N-(4-Bromo-3-methyl-5-isoxazolyl)-5-(2-pyridyl)thiophene-2-sulfonamide was prepared in the same manner as described in Example 2 from 5-amino-4-bromo-3-methylisoxazole and 5-(2-pyridyl)thiophene-2-sulphonyl chloride in 40% yield. Purification was achieved by recrystallization from ethyl acetate to give a crystalline solid, m.p. 186°-188° C.

Workup

  1. customPurification
  2. customwas achieved by recrystallization from ethyl acetate
  3. customto give a crystalline solid, m.p. 186°-188° C.

Sources & evidence

ORD record
ord-67cd1cdb6a9640a48cd80a804ae763da
Source dataset
uspto-grants-1997_01
Patent number
US05591761

Reaction notes

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