p-Bromobenzenesulfonyl chloride → HCID 67184322, compound

HRID 1749347Notes

Reaction equation

HRID 1749347 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[C:14]([CH3:19])=[N:15][O:16][C:17]=1[CH3:18]>N1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:12][C:13]2[C:14]([CH3:19])=[N:15][O:16][C:17]=2[CH3:18])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 1820404-Amino-3,5-dimethylisoxazole

Product 1

HCID 67184322HCID 67184322, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 4-bromobenzenesulfonyl chloride (4.56 g, 17.9 mmol) and 4-amino-3,5-dimethylisoxazole (2.02 g, 18.0 mmol) in pyridine (36 ml) according to the method of intermediate 1, to give the title compound as a white solid (5.15 g, 15.5 mmol, 87%). 5H (CDCl3, 300K) 7.69 (2H, dd, J=6.9 Hz 1.7 Hz), 7.65 (2H, dd, J=6.9 Hz 1.7 Hz), 6.11 (1H, s), 2.12 (3H, s), 1.91 (3H, s). m/z (ES+, 70V) 333.0 (MH+).

Sources & evidence

ORD record
ord-b1737aa8c344483eb8afb6ffe1b208d8
Source dataset
uspto-grants-2015_10
Patent number
US09156811B2

Reaction notes

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