4-Amino-3,5-dimethylisoxazole → 4-Bromo-2,6-dichloro-N-(3,5-dimethyl-isoxazol-4-yl)-benzenesulfonamide

HRID 1749348Notes

Reaction equation

HRID 1749348 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9](Cl)(=[O:11])=[O:10])=[C:4]([Cl:13])[CH:3]=1.[NH2:14][C:15]1[C:16]([CH3:21])=[N:17][O:18][C:19]=1[CH3:20]>N1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9]([NH:14][C:15]2[C:16]([CH3:21])=[N:17][O:18][C:19]=2[CH3:20])(=[O:11])=[O:10])=[C:4]([Cl:13])[CH:3]=1

Participants

4

Reactant 2

HCID 1820404-Amino-3,5-dimethylisoxazoleHCID 27374664-Bromo-2,6-dichlorobenzene-1-sulfonyl chloride

Product 1

HCID 671843434-Bromo-2,6-dichloro-N-(3,5-dimethyl-isoxazol-4-yl)-benzenesulfonamideYield 49%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 4-bromo-2,6-dichlorobenzenesulfonyl chloride (1.00 g, 3.19 mmol) and 4-amino-3,5-dimethylisoxazole (0.346 g, 3.1 mmol) in pyridine (6 ml) according to the method of intermediate 1, to give the title compound as a tan solid (606 mg, 1.51 mmol, 49%). δH (CDCl3, 300K) 7.70 (2H, s), 6.66 (1H, s), 2.23 (3H, s), 2.05 (3H, s). m/z (ES+, 70V) 400.9 (MH+).

Sources & evidence

ORD record
ord-c777829978e64d26820217bfe95f2f9f
Source dataset
uspto-grants-2015_10
Patent number
US09156811B2

Reaction notes

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