Fumaric Acid → N-(3-diethylamino-1-phenylpropyl)quinaldinamide fumarate

HRID 35002Notes

Reaction equation

HRID 35002 reaction equation
[CH2:1]([N:3]([CH2:27][CH3:28])[CH2:4][CH2:5][CH:6]([NH:13][C:14]([CH2:16][C:17]1[CH:26]=[CH:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]=1)=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2].[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33]>C(O)C>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33].[CH2:27]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH:6]([NH:13][C:14]([CH2:16][C:17]1[CH:26]=[CH:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]=1)=[O:15])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:28]

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 67930066N-(3-diethylamino-1-phenylpropyl)quinaldinamide

Product 1

HCID 86742337N-(3-diethylamino-1-phenylpropyl)quinaldinamide fumarateYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol were dissolved under heating 1.08 g (3.0 mmol.) of N-(3-diethylamino-1-phenylpropyl)quinaldinamide and 313 mg (3.0 mmol.) of fumaric acid. The resulting solution was evaporated under reduced pressure to remove the solvent. The residue was recrystallized from 8 ml of ethanol to obtain 1.14 g (yield: 88%) of the subject compound as a white crystalline product.

Workup

  1. customThe resulting solution was evaporated under reduced pressure
  2. customto remove the solvent
  3. customThe residue was recrystallized from 8 ml of ethanol

Sources & evidence

ORD record
ord-26141507b2a34f2e83cd0b0a796fa789
Source dataset
uspto-grants-1988_08
Patent number
US04764617

Reaction notes

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