Sodium Hydroxide → N-(3,4-dimethyl-5-isoxazolyl)furan-2-sulfonamide

HRID 232754

Reaction equation

[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([NH2:8])[O:4][N:3]=1.[O:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[S:14](Cl)(=[O:16])=[O:15].[OH-].[Na+]>>[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([NH:8][S:14]([C:10]2[O:9][CH:13]=[CH:12][CH:11]=2)(=[O:16])=[O:15])[O:4][N:3]=1

Participants

Reactant 3

HCID 14798Sodium Hydroxide

HCID 883175-Amino-3,4-dimethylisoxazole

HCID 2795072Furan-2-sulfonyl Chloride

Product 1

HCID 17770370N-(3,4-dimethyl-5-isoxazolyl)furan-2-sulfonamide

Procedure

N-(3,4-dimethyl-5-isoxazolyl)furan-2-sulfonamide was prepared as described in Example 34B from 3,4-dimethyl-5-amino isoxazole (0.122 g, 1.0 mmol), furan-2-sulfonyl chloride (0.50 g, 3.0 mmol) and NaOH (64 mg). Flash chromatography (50% ethyl acetate/hexanes) yielded 70 mg of a yellow solid. Recrystallization from CHCl3 /hexanes produced an off-white solid (46 mg, 29% yield), m.p 107°-110° C.

Sources & evidence

ORD record: ord-4caac8b2a2d642caadcacb1fc6cc6479
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591761

Linked notes

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