Allyl bromide → HCID 86734252, compound

HRID 1973372Notes

Reaction equation

HRID 1973372 reaction equation
[O:1]=[C:2]1[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[C:12]([O:14][CH2:15][CH3:16])=[O:13].[CH2:17](Br)[CH:18]=[CH2:19].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:19]([N:11]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:2]1=[O:1])[CH:18]=[CH2:17]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 248643Ethyl 3-hydroxyquinoxaline-2-carboxylate

Product 1

HCID 86734252HCID 86734252, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

3,4-Dihydro-3-oxo-2-quinoxalinecarboxylic acid, ethyl ester (5 g), allyl bromide (2.8 g) and anhydrous potassium carbonate (15 g) in butanone (100 ml) were stirred and heated under reflux for 3 hours and cooled. The solid was filtered off and the filtrate was evaporated. The residue was crystallised from cyclohexane to give a yellow solid, which had m.p. 77°-79° (56%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 3 hours
  3. temperaturecooled
  4. filtrationThe solid was filtered off
  5. customthe filtrate was evaporated
  6. customThe residue was crystallised from cyclohexane
  7. customto give a yellow solid, which

Sources & evidence

ORD record
ord-f26b31198f8c4f1fb3a1b6b54faea67e
Source dataset
uspto-grants-1976_12
Patent number
US03997535

Reaction notes

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