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Hydrochloric Acid → 4,5-Dihydro-7,8-dichloro-4-oxoimidazo-[1,2-a]-quinoxaline-2-carboxylic acid

HRID 1578075
Notes
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Reaction equation

HRID 1578075 reaction equation
C([O:3][C:4]1[C:5]2[N:6]([CH:16]=[C:17]([C:19]([O:21]CC)=[O:20])[N:18]=2)[C:7]2[C:12]([N:13]=1)=[CH:11][C:10]([Cl:14])=[C:9]([Cl:15])[CH:8]=2)C.C(O)C.[OH-].[Na+].Cl>O>[Cl:14][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][C:9]=1[Cl:15])[N:6]1[CH:16]=[C:17]([C:19]([OH:21])=[O:20])[N:18]=[C:5]1[C:4](=[O:3])[NH:13]2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 14067535Ethyl 4-ethoxy-7,8-dichloroimidazo-[1,2-a]-quinoxaline-2-carboxylate

Product 1

HCID 99043164,5-Dihydro-7,8-dichloro-4-oxoimidazo-[1,2-a]-quinoxaline-2-carboxylic acidYield 101.8%

Reagents, catalysts & solvents 1

HCID 962
Water
Solvent

Procedure

A mixture of 0.14 g of the product of Step B, 10 ml of ethanol, 20 ml of water and 3 ml of 1 N sodium hydroxide solution was refluxed overnight and the resulting clear solution was acidified with concentrated hydrochloric acid. The mixture was filtered to obtain 0.12 g of 4,5-dihydro-7,8-dichloro-4-oxoimidazo-[1,2-a]-quinoxaline-2-carboxylic acid in the form of a white crystalline solid.

Workup

  1. temperaturewas refluxed overnight
  2. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-14899ad6d04e4a8789f8c39fb061ff63
Source dataset
uspto-grants-1981_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04291033

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes