4-Bromo-3-methylisoxazol-5-amine → HCID 9953523, compound

HRID 234447Notes

Reaction equation

HRID 234447 reaction equation
Cl[S:2]([C:5]1[S:6][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)=[CH:8][CH:9]=1)(=[O:4])=[O:3].[NH2:17][C:18]1[O:22][N:21]=[C:20]([CH3:23])[C:19]=1[Br:24]>CO.C(Cl)(Cl)Cl>[Br:24][C:19]1[C:20]([CH3:23])=[N:21][O:22][C:18]=1[NH:17][S:2]([C:5]1[S:6][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)=[CH:8][CH:9]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 23445395HCID 23445395, compound

Product 1

HCID 9953523HCID 9953523, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-5-(4-methylphenyl)thiophene-2-sulfonamide was prepared in the same manner as described in Example 2. Reaction of 2-chlorosulfonyl-5-(4-methylphenyl)thiophene (100 mg, 0.37 mmol) with 5-amino-4-bromo-3-methylisoxazole (65 mg, 0.37 mmol) yielded, after column chromatography using 10% MeOH/CHCl3, 96 mg final product as a pale yellow solid, (63% yield, m.p. 175° C.).

Workup

  1. customN-(4-bromo-3-methyl-5-isoxazolyl)-5-(4-methylphenyl)thiophene-2-sulfonamide was prepared in the same manner
  2. customyielded

Sources & evidence

ORD record
ord-be932f69607747958aed8c5f3ee239f5
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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