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Potassium → 2-Carboxy-1-(3,4-methylenedioxyanilino)methyl-7-trifluoromethylimidazo[1,2-a]quinoxalin-4(5H)-one

HRID 1599423
Notes
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Reaction equation

HRID 1599423 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]2[C:17](=[O:18])[NH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:19]([F:22])([F:21])[F:20])[CH:14]=3)[N:9]2[C:23]=1[CH2:24][NH:25][C:26]1[CH:31]=[CH:30][C:29]2[O:32][CH2:33][O:34][C:28]=2[CH:27]=1)=[O:5])C.[K]>[OH-].[K+].CO>[C:4]([C:6]1[N:7]=[C:8]2[C:17](=[O:18])[NH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:19]([F:22])([F:21])[F:20])[CH:14]=3)[N:9]2[C:23]=1[CH2:24][NH:25][C:26]1[CH:31]=[CH:30][C:29]2[O:32][CH2:33][O:34][C:28]=2[CH:27]=1)([OH:5])=[O:3]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 5462222PotassiumHCID 189281292-Ethoxycarbonyl-1-(3,4-methylenedioxyanilino)methyl-7-trifluoromethylimidazo[1,2-a]quinoxalin-4(5H)-one

Product 1

HCID 189281112-Carboxy-1-(3,4-methylenedioxyanilino)methyl-7-trifluoromethylimidazo[1,2-a]quinoxalin-4(5H)-oneYield 76.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent
HCID 14797
Potassium Hydroxide
Solvent

Conditions

Temperature
60 °C

Procedure

A suspension of 2-ethoxycarbonyl-1-(3,4-methylenedioxyanilino)methyl-7-trifluoromethylimidazo[1,2-a]quinoxalin-4(5H)-one (Example 13) (500 mg, 1.1 mmol) in 2M potassium hydroxide (50 ml) and methanol (50 ml) was stirred at 60° C. for 4 h. The reaction mixture was concentrated to half volume and the precipitate isolated by filtration to give 375 mg (74%) of the title compound as the potassium slat. M.p. >250° C.

Workup

  1. concentrationThe reaction mixture was concentrated to half volume
  2. customthe precipitate isolated by filtration

Sources & evidence

ORD record
ord-5b5313784c544c57939af3e61d42be91
Source dataset
uspto-grants-1998_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05741785

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes