Acetic Acid → HCID 57625348, compound

HRID 2178103Notes

Reaction equation

HRID 2178103 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.[CH2:13]([S:16]([NH2:19])(=[O:18])=[O:17])[CH2:14][CH3:15].C(=O)([O-])[O-].[K+].[K+].C(O)(=O)C>CS(C)=O>[Cl:12][C:11]1[C:2]([NH:19][S:16]([CH2:13][CH2:14][CH3:15])(=[O:18])=[O:17])=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 11430Potassium CarbonateHCID 166592,3-DichloroquinoxalineHCID 3401849Propane-1-sulphonamide

Product 1

HCID 57625348HCID 57625348, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
150 °C

Procedure

In DMSO were dissolved 2,3-dichloroquinoxaline (5.00 g, 25.1 mmol) and propane-1-sulfonamide (3.09 g, 25.1 mmol). Potassium carbonate (3.47 g, 25.1 mmol) was added and the mixture was stirred at 150° C. for 1 hour. A 1% aqueous acetic acid solution was added to the mixture and the mixture was stirred at room temperature for 3 hours. The precipitated solid was separated by filtration and the obtained solid was washed with water. The separated solid was then purified by slurrying in diisopropyl ether to give compound AA (6.01 g, 84% yield).

Workup

  1. stirringthe mixture was stirred at room temperature for 3 hours
  2. customThe precipitated solid was separated by filtration
  3. washthe obtained solid was washed with water
  4. customThe separated solid was then purified
  5. customto give compound AA (6.01 g, 84% yield)

Sources & evidence

ORD record
ord-7da374b9446a4a45917e896ff30c9b66
Source dataset
uspto-grants-2015_06
Patent number
US09067923B2

Reaction notes

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