4-Bromo-3-methylisoxazol-5-amine → HCID 23445573, compound

HRID 234314Notes

Reaction equation

HRID 234314 reaction equation
Cl[S:2]([C:5]1[S:6][C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:8][CH:9]=1)(=[O:4])=[O:3].[NH2:15][C:16]1[O:20][N:19]=[C:18]([CH3:21])[C:17]=1[Br:22]>CO.C(Cl)(Cl)Cl>[Br:22][C:17]1[C:18]([CH3:21])=[N:19][O:20][C:16]=1[NH:15][S:2]([C:5]1[S:6][C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:8][CH:9]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 22998501HCID 22998501, compound

Product 1

HCID 23445573HCID 23445573, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-5-(2-thienyl)thiophene-2-sulfonamide was prepared in the same manner as described in Example 2. Reaction of 2-chlorosulfonyl-5,2'-bithiophene (300 mg, 1.14 mmol) with 5-amino-4-bromo-3-methylisoxazole (183 mg, 1.03 mmol) yielded, after flash chromatography using 10% MeOH/CHCl3, 430 mg (94%) of a pale brown solid, m.p. 210° C.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-157f171c734348b4a333ea1eda6573c6
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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