Sodium hydride → HCID 10159692, compound

HRID 2270610Notes

Reaction equation

HRID 2270610 reaction equation
[Br:1][C:2]1[C:3]([CH3:8])=[N:4][O:5][C:6]=1[NH2:7].[H-].[Na+].[CH2:11]([C:15]1[S:19][C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[C:16]=1[S:24](Cl)(=[O:26])=[O:25])[CH2:12][CH2:13][CH3:14]>C1COCC1>[Br:1][C:2]1[C:3]([CH3:8])=[N:4][O:5][C:6]=1[NH:7][S:24]([C:16]1[C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[S:19][C:15]=1[CH2:11][CH2:12][CH2:13][CH3:14])(=[O:25])=[O:26]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 22998514HCID 22998514, compound

Product 1

HCID 10159692HCID 10159692, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-2-n-butylbenzo[b]thiophene-3-sulfonamide was prepared by the method of Example 41 with 4-bromo-3-methyl-5-aminoisoxazole (1.0 mmoles, 0.177 g), NaH (2.5 mmoles, 100 mg), 2-n-butylbenzo[b]thiophene-3-sulfonyl chloride (1.2 mmoles, 0.35 g) and THF (6 ml). Recrystallization from ethyl acetate and hexanes provided 0.24 g (56%) of a yellow solid, m.p. 124.5-126° C.

Workup

  1. customRecrystallization from ethyl acetate and hexanes

Sources & evidence

ORD record
ord-0ea09224f0244bfb8c1bf5401b1e5a0e
Source dataset
uspto-grants-2001_12
Patent number
US06331637B1

Reaction notes

Loading…