1,3,5-trimethyl-1H-pyrazol-4-amine → 4-Bromo-2,6-Dichloro-N-(1,3,5-Trimethyl-1h-Pyrazol-4-Yl)benzenesulfonamide

HRID 1749343Notes

Reaction equation

HRID 1749343 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]([CH3:22])=[N:17][N:18]([CH3:21])[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]([CH3:22])=[N:17][N:18]([CH3:21])[C:19]=2[CH3:20])(=[O:11])=[O:10])=[C:4]([Cl:13])[CH:3]=1

Participants

4

Reactant 2

HCID 1616031,3,5-trimethyl-1H-pyrazol-4-amineHCID 27374664-Bromo-2,6-dichlorobenzene-1-sulfonyl chloride

Product 1

HCID 461888774-Bromo-2,6-Dichloro-N-(1,3,5-Trimethyl-1h-Pyrazol-4-Yl)benzenesulfonamideYield 89%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 4-bromo-2,6-dichlorobenzenesulfonyl chloride (5.0 g, 15.4 mmol) and 4-amino-1,3,5-trimethyl-1H-pyrazole (1.93 g, 15.4 mmol) in pyridine (35 ml) according to the method of intermediate 1, to give the title compound as an orange solid (5.64 g, 13.7 mmol, 89%). δH (D-6 DMSO, 300K) 9.75 (1H, s), 8.00 (2H, s), 3.57 (3H, s), 1.93 (3H, s), 1.72 (3H, s). m/z (ES+, 70V) 413.9 (MH+).

Sources & evidence

ORD record
ord-f265d02a5e504edfaefcbb6ab55992bf
Source dataset
uspto-grants-2015_10
Patent number
US09156811B2

Reaction notes

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