4-Bromo-2,6-dichlorobenzene-1-sulfonyl chloride → 4-Bromo-2,6-dichloro-N-(1,3-dimethyl-1H-pyrazol-4-yl)-benzenesulfonamide

HRID 1749361Notes

Reaction equation

HRID 1749361 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][N:18]([CH3:20])[CH:19]=1>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][N:18]([CH3:20])[CH:19]=2)(=[O:11])=[O:10])=[C:4]([Cl:13])[CH:3]=1

Participants

4

Reactant 2

HCID 27374664-Bromo-2,6-dichlorobenzene-1-sulfonyl chlorideHCID 44310561,3-dimethyl-1H-pyrazol-4-amine

Product 1

HCID 585611874-Bromo-2,6-dichloro-N-(1,3-dimethyl-1H-pyrazol-4-yl)-benzenesulfonamideYield 82%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 4-bromo-2,6-dichlorobenzenesulfonyl chloride (500 mg, 1.54 mmol) and 4-amino-1,3-dimethyl-1H-pyrazole (228 mg, 1.55 mmol) in pyridine (3 ml) according to the method of intermediate 1, to give the title compound as a pale pink solid (501 mg, 1.26 mmol, 82%). δH (CDCl3, 300K) 7.65 (2H, s), 7.31 (1H, s), 6.77 (1H, s), 3.78 (3H, s), 2.04 (3H, s). m/z (ES+, 70V) 399.9 (MH+).

Sources & evidence

ORD record
ord-04ddb91b2662425a9b140d381acfb692
Source dataset
uspto-grants-2015_10
Patent number
US09156811B2

Reaction notes

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