Potassium Carbonate → HCID 20519103, compound

HRID 2198507Notes

Reaction equation

HRID 2198507 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13]1[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=1)[CH:6]=[N:5]2.Br[CH:21]([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13]1[CH:14]=[C:15]([CH:16]=[CH:17][CH:18]=1)[O:19][CH:21]([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:6]=[N:5]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 13323157HCID 13323157, compound

Product 1

HCID 20519103HCID 20519103, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 3-[N-(6-chloroquinoxalin-2-yl)amino]phenol (10 mmole), ethyl 2-bromopropionate (10 mmole), anhydrous potassium carbonate (2 g) and methyl ethyl ketone (100 ml) was heated under reflux for a period of 12 hours. The reaction mixture was filtered and the solvent was removed by distillation under reduced pressure. The residue was purified by chromatography over alumina (eluent dichloromethane) to give ethyl 2-{3-[N-(6-chloroquinoxalin-2-yl)amino]phenoxy}propionate as an oil.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for a period of 12 hours
  3. filtrationThe reaction mixture was filtered
  4. customthe solvent was removed by distillation under reduced pressure
  5. customThe residue was purified by chromatography over alumina (eluent dichloromethane)

Sources & evidence

ORD record
ord-adbc7dc454504c919ebe3b87ec349aa3
Source dataset
uspto-grants-1982_11
Patent number
US04358307

Reaction notes

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