1-Benzylpiperazine → 6-(4-Benzyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyril

HRID 358491Notes

Reaction equation

HRID 358491 reaction equation
[NH:1]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([OH:14])=O)=[CH:9][CH:10]=2)[CH2:5][CH2:4][C:2]1=[O:3].C1(=O)NC(=O)CC1.[CH2:22]([N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>O>[CH2:22]([N:29]1[CH2:34][CH2:33][N:32]([C:12]([C:8]2[CH:7]=[C:6]3[C:11](=[CH:10][CH:9]=2)[NH:1][C:2](=[O:3])[CH2:4][CH2:5]3)=[O:14])[CH2:31][CH2:30]1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 759941-BenzylpiperazineHCID 19003899Succinimide 3,4-dihydrocarbostyril-6-carboxylate

Product 1

HCID 131953356-(4-Benzyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyril

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

127 Milligrams of succinimide 3,4-dihydrocarbostyril-6-carboxylate and 93 mg of benzylpiperazine were dissolved in 2 ml of dimethylformaide and the mixture was stirred at room temperature for 24 hours. Water was added to the reaction mixture and extracted with chloroform, the chloroform layer was washed with water and a saturated sodium chloride aqueous solution. After drying the chloroform layer with anhydrous sodium sulfate, chloroform was removed by distillation under a reduced pressure, then acetone was added to the thus obtained residue to crystallize the product. Recrystallize from ethanol to obtain 130 mg of 6-(4-benzyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyril. Colorless needle-like crystals. Melting point: 198°-200° C.

Workup

  1. extractionextracted with chloroform
  2. washthe chloroform layer was washed with water
  3. dry with materialAfter drying the chloroform layer with anhydrous sodium sulfate, chloroform
  4. customwas removed by distillation under a reduced pressure
  5. additionacetone was added to the thus obtained residue
  6. customto crystallize the product
  7. customRecrystallize from ethanol

Sources & evidence

ORD record
ord-b0130495f9d84594a255ec4341dd13f8
Source dataset
uspto-grants-1984_08
Patent number
US04468402

Reaction notes

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