Potassium Carbonate → 2-chloro-N-(3-chloro-6,7-dimethylquinoxalin-2-yl)benzenesulfonamide

HRID 1186305Notes

Reaction equation

HRID 1186305 reaction equation
Cl[C:2]1[C:11]([Cl:12])=[N:10][C:9]2[C:4](=[CH:5][C:6]([CH3:14])=[C:7]([CH3:13])[CH:8]=2)[N:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[S:22]([NH2:25])(=[O:24])=[O:23].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[S:22]([NH:25][C:2]1[C:11]([Cl:12])=[N:10][C:9]2[C:4](=[CH:5][C:6]([CH3:14])=[C:7]([CH3:13])[CH:8]=2)[N:3]=1)(=[O:24])=[O:23]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 814102-ChlorobenzenesulfonamideHCID 40926472,3-Dichloro-6,7-dimethylquinoxaline

Product 1

HCID 866579252-chloro-N-(3-chloro-6,7-dimethylquinoxalin-2-yl)benzenesulfonamideYield 71.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

According to Example 132, by use of 2,3-dichloro-6,7-dimethylquinoxaline (Compound HC) (300 mg, 1.32 mmol), dimethyl sulfoxide (5 mL), 2-chlorobenzenesulfonamide (253 mg, 1.32 mmol) and potassium carbonate (182 mg, 1.32 mmol), the mixture was stirred and reacted at 150° C. for 2 hours. Then, slurry purification was performed using diisopropyl ether, to give 2-chloro-N-(3-chloro-6,7-dimethylquinoxalin-2-yl)benzenesulfonamide (360 mg, yield: 71%).

Workup

  1. customreacted at 150° C. for 2 hours
  2. customThen, slurry purification

Sources & evidence

ORD record
ord-9997a39fddf544e38a816219c21c73b3
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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