Ethanol → Ethyl 4,5-dihydro-4-oxoimidazo-[1,2-a]-quinoxaline-2-carboxylate

HRID 1578071Notes

Reaction equation

HRID 1578071 reaction equation
[Br-].[NH2:2][C:3]1[C:12](Cl)=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N+:4]=1[CH2:14][C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=O.C([OH:24])C>>[O:24]=[C:12]1[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]2[CH:14]=[C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[N:2]=[C:3]12

Participants

3

Reactant 2

HCID 702EthanolHCID 140675232-Amino-1-carbethoxycarbonylmethyl-3-chloroquinoxalinium bromide

Product 1

HCID 13770479Ethyl 4,5-dihydro-4-oxoimidazo-[1,2-a]-quinoxaline-2-carboxylate

Procedure

A suspension of 6.5 g of the product of Step A in 500 ml of ethanol was refluxed with stirring for 2 hours and the resulting clear yellow solution was concentrated and cooled in a refrigerator. The mixture was filtered and then 3.70 g of white crystalline product was crystallized from ethanol to obtain ethyl 4,5-dihydro-4-oxoimidazo-[1,2-a]-quinoxaline-2-carboxylate in the form of shiny crystals melting at 292°-293° C.

Workup

  1. temperaturewas refluxed
  2. concentrationthe resulting clear yellow solution was concentrated
  3. temperaturecooled in a refrigerator
  4. filtrationThe mixture was filtered
  5. custom3.70 g of white crystalline product was crystallized from ethanol

Sources & evidence

ORD record
ord-5f8decd4314c4126852b17f6599f5377
Source dataset
uspto-grants-1981_09
Patent number
US04291033

Reaction notes

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