Water → 6-[4-(3,4-Dimethoxybenzoyl)-1-piperazinylcarbony]-3,4-dihydrocarbostyril

HRID 358502Notes

Reaction equation

HRID 358502 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:6]([OH:8])=O.C1(=O)NC(=O)CC1.[N:21]1([C:27]([C:29]2[CH:30]=[C:31]3[C:36](=[CH:37][CH:38]=2)[NH:35][C:34](=[O:39])[CH2:33][CH2:32]3)=[O:28])[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.O>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:6]([N:24]1[CH2:25][CH2:26][N:21]([C:27]([C:29]2[CH:30]=[C:31]3[C:36](=[CH:37][CH:38]=2)[NH:35][C:34](=[O:39])[CH2:33][CH2:32]3)=[O:28])[CH2:22][CH2:23]1)=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 131953426-(Piperazine-1-carbonyl)-3,4-dihydroquinolin-2(1H)-oneHCID 20435645Succinimide 3,4-dimethoxybenzoate

Product 1

HCID 131953576-[4-(3,4-Dimethoxybenzoyl)-1-piperazinylcarbony]-3,4-dihydrocarbostyril

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

123 Grams of succinimide 3,4-dimethoxybenzoate and 137 mg of 6-(1-piperazinylcarbonyl)-3,4-dihydrocarbostyril were dissolved in 2 ml of dimethylformamide and stirred for 24 hours. The water was added to the reaction mixture and extracted with chloroform, the chloroform extract was washed with water and a saturated sodium chloride aqueous solution and dried with anhydrous sodium sulfate. The solvent was removed by distillation and the residue was recrystallized from ethanol-chloroform to obtain 100 mg of 6-[4-(3,4-dimethoxybenzoyl)-1-piperazinylcarbonyl]-3,4-dihydrocarbostyril. Colorless granular crystals. Melting point: 238°-239.5° C.

Workup

  1. extractionextracted with chloroform
  2. extractionthe chloroform extract
  3. washwas washed with water
  4. dry with materiala saturated sodium chloride aqueous solution and dried with anhydrous sodium sulfate
  5. customThe solvent was removed by distillation
  6. customthe residue was recrystallized from ethanol-chloroform

Sources & evidence

ORD record
ord-cc994ebd672c4949aabcbd159c27bb07
Source dataset
uspto-grants-1984_08
Patent number
US04468402

Reaction notes

Loading…