Potassium Carbonate → N-(3-chloroquinoxalin-2-yl)-2-fluorobenzenesulfonamide

HRID 1186314

Reaction equation

HRID 1186314 reaction equation
Cl[C:2]1[C:11]([Cl:12])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20]([NH2:23])(=[O:22])=[O:21].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:12][C:11]1[C:2]([NH:23][S:20]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[F:13])(=[O:22])=[O:21])=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 166592,3-DichloroquinoxalineHCID 1936632-Fluorobenzenesulfonamide

Product 1

HCID 86657929N-(3-chloroquinoxalin-2-yl)-2-fluorobenzenesulfonamideYield 75%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

According to Reference Example 6-1, by use of 2,3-dichloroquinoxaline (80 mg, 0.40 mmol), dimethyl sulfoxide (2 mL), 2-fluorobenzenesulfonamide (70 mg, 0.40 mmol) and potassium carbonate (56 mg, 0.40 mmol), the mixture was stirred and reacted at 150° C. for 1.5 hours. Thus, N-(3-chloroquinoxalin-2-yl)-2-fluorobenzenesulfonamide (Compound AE) (101 mg, yield: 75%) was obtained.

Workup

  1. customreacted at 150° C. for 1.5 hours

Sources & evidence

ORD record
ord-13da6086a4ae41d0b7a6d7e9b4af0ba8
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Linked notes

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