4-Bromo-3-methylisoxazol-5-amine → HCID 23445236, compound

HRID 2270716Notes

Reaction equation

HRID 2270716 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[C:9]1([S:15][C:16]2[CH:20]=[CH:19][S:18][C:17]=2[S:21](Cl)(=[O:23])=[O:22])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:21]([C:17]1[S:18][CH:19]=[CH:20][C:16]=1[S:15][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:23])=[O:22]

Participants

3

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 22998487HCID 22998487, compound

Product 1

HCID 23445236HCID 23445236, compoundYield 83%

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-3-(phenylthio)thiophene-2-sulfonamide was prepared in the same manner as described in Example 2 using 5-amino-4-bromo-3-methylisoxazole (192 mg, 1.1 mmol) and 3-phenylthiothiophene-2-sulfonyl chloride (300 mg, 1.0 mmol). Purification by column chromatography using 10% MeOH/CHCl3 yielded 358 mg (83%) of the pure sulfonamide as a brown oil.

Workup

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

Sources & evidence

ORD record
ord-ebf304e51f59414e9273c22448f0b7aa
Source dataset
uspto-grants-2001_12
Patent number
US06331637B1

Reaction notes

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