2-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl ester → N-(4-Bromo-3-methyl-5-isoxazolyl)-2-(carbomethoxy)thiophene-3-sulfonamide

HRID 234307

Reaction equation

HRID 234307 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[C:9]([C:13]1[S:14][CH:15]=[CH:16][C:17]=1[S:18](Cl)(=[O:20])=[O:19])([O:11][CH3:12])=[O:10]>>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:18]([C:17]1[CH:16]=[CH:15][S:14][C:13]=1[C:9]([O:11][CH3:12])=[O:10])(=[O:19])=[O:20]

Participants

3

Reactant 2

HCID 27367332-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl esterHCID 104875194-Bromo-3-methylisoxazol-5-amine

Product 1

HCID 10833686N-(4-Bromo-3-methyl-5-isoxazolyl)-2-(carbomethoxy)thiophene-3-sulfonamideYield 73%

Procedure

N-(4-Bromo-3-methyl-5-isoxazolyl)-2-(carbomethoxy)thiophene-3-sulfonamide was prepared in the same manner as described in Example 2 from 5-amino-4-bromo-3-methylisoxazole and 2-(carbomethoxy)thiophene-3-sulfonyl chloride in 73% yield. Purification was achieved by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 198°-200° C.

Workup

  1. customPurification
  2. customwas achieved by recrystallization from ethyl acetate/hexanes
  3. customto give a crystalline solid, m.p. 198°-200° C.

Sources & evidence

ORD record
ord-e23fa0dece0f4468a548c826cb9d9f89
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Linked notes

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