4-Bromo-3-methylisoxazol-5-amine → HCID 10223563, compound

HRID 234340Notes

Reaction equation

HRID 234340 reaction equation
[Br:1][C:2]1[C:3]([CH3:8])=[N:4][O:5][C:6]=1[NH2:7].[CH2:9]([C:12]1[S:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[C:13]=1[S:21](Cl)(=[O:23])=[O:22])[CH2:10][CH3:11]>C1COCC1>[Br:1][C:2]1[C:3]([CH3:8])=[N:4][O:5][C:6]=1[NH:7][S:21]([C:13]1[C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[S:16][C:12]=1[CH2:9][CH2:10][CH3:11])(=[O:22])=[O:23]

Participants

4

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 22998444HCID 22998444, compound

Product 1

HCID 10223563HCID 10223563, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-2-n-propylbenzo[b]thiophene-3-sulfonamide was prepared by the method of Example 41 with 4-bromo-3-methyl-5-aminoisoxazole (0.68 mmoles, 0.12 g) NaH (1.7 mmoles, 6.8 mg), 2-n-propylbenzo[b]thiophene-3-sulfonyl chloride (0.82 mmoles, 0.23 g) and THF (3 ml). Recrystallization from chloroform and hexanes provided 0.19 g (67%) of a yellow crystalline solid, m.p. 136°-138° C.

Workup

  1. customRecrystallization from chloroform and hexanes

Sources & evidence

ORD record
ord-7f365a33946c4894ae457f9574e9bf6c
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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