4-Bromo-3-methylisoxazol-5-amine → HCID 22998482, compound

HRID 234431Notes

Reaction equation

HRID 234431 reaction equation
[CH3:1][C:2]1[O:3][C:4]([C:7]2[S:8][C:9]([S:12](Cl)(=[O:14])=[O:13])=[CH:10][CH:11]=2)=[CH:5][CH:6]=1.[NH2:16][C:17]1[O:21][N:20]=[C:19]([CH3:22])[C:18]=1[Br:23]>>[Br:23][C:18]1[C:19]([CH3:22])=[N:20][O:21][C:17]=1[NH:16][S:12]([C:9]1[S:8][C:7]([C:4]2[O:3][C:2]([CH3:1])=[CH:6][CH:5]=2)=[CH:11][CH:10]=1)(=[O:14])=[O:13]

Participants

3

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 22998499HCID 22998499, compound

Product 1

HCID 22998482HCID 22998482, compoundYield 54%

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-5-(2-methyl-5-furyl)thiophene-2-sulfonamide was prepared in the same manner as described in Example 2. Reaction of 2-(2-methyl-5-furyl)thiophene-5-sulfonyl chloride (55 mg, 0.21 mmol) with 5-amino-4-bromo-3-methylisoxazole (41 mg, 0.21 mmol), after purification by column chromatography using 10% MeOH/CHCl3, gave 45 mg of the pure sulfonamide as a brown semisolid (54% yield, m.p. 123°-124° C.).

Workup

  1. customN-(4-bromo-3-methyl-5-isoxazolyl)-5-(2-methyl-5-furyl)thiophene-2-sulfonamide was prepared in the same manner
  2. customafter purification by column chromatography

Sources & evidence

ORD record
ord-18a8a8da997a4b6a9c9b0b72a3370398
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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