Potassium Carbonate → HCID 13323146, compound

HRID 2198503Notes

Reaction equation

HRID 2198503 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:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=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:18]=[CH:17][C:16]([O:19][CH:21]([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:15][CH:14]=1)[CH:6]=[N:5]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 1361034784-[(6-Chloro-2-quinoxalinyl)amino]phenol

Product 1

HCID 13323146HCID 13323146, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 4-[N-(6-chloroquinoxalin-2-yl)amino]phenol (10 mmole), ethyl 2-bromopropionate (10 mmole), anhydrous potassium carbonate (2.0 g) and methyl ethyl ketone (100 ml) was heated under reflux for a period of 12 hours. The mixture was filtered and the solvent was removed by distillation under reduced pressure. The residue was chromatographed over alumina (eluent dichloromethane) to give ethyl 2-{4-[N-(6-chloroquinoxalin-2-yl)amino]phenoxy}propionate, mp 136° C.

Workup

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

Sources & evidence

ORD record
ord-f4a72b5cd30244ae86dda05ed6d3f30d
Source dataset
uspto-grants-1982_11
Patent number
US04358307

Reaction notes

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