Hydrochloric Acid → HCID 70378922, compound

HRID 231100Notes

Reaction equation

HRID 231100 reaction equation
C[O:2][C:3]1[CH:13]=[CH:12][C:6]([C:7]([CH2:9][CH2:10]Br)=[O:8])=[CH:5][CH:4]=1.[ClH:14].[N:15]1([C:21]([C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]3)=[O:22])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.[C:34](=O)([O-])[O-:35].[K+].[K+].Cl>CN(C)C=O.O.CO>[OH2:2].[ClH:14].[CH3:34][O:35][C:5]1[CH:4]=[CH:3][CH:13]=[CH:12][C:6]=1[C:7]([CH2:9][CH2:10][N:18]1[CH2:19][CH2:20][N:15]([C:21]([C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]3)=[O:22])[CH2:16][CH2:17]1)=[O:8]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 13195343HCID 13195343, compoundHCID 144719423-Bromo-1-(4-methoxyphenyl)propan-1-one

Product 1

HCID 70378922HCID 70378922, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolvent2×HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

1.7 Grams of 2-(4-methoxybenzoyl)ethyl bromide, 1.4 g of 6-(1-piperazinylcarbonyl)-3,4-dihydrocarbostyril monohydrochloride and 1.4 g of potassium carbonate were suspended in 40 ml of dimethylformamide, then the suspension thus prepared was stirred at room temperature for 2 hours. After the reaction was finished, the reaction mixture was poured in 150 ml of water, and extracted with ethyl acetate. The extract was washed with water, dried then the solvent was removed by evaporation. The residue thus obtained was dissolved in methanol, and the pH of the methanol solution was adjusted to about pH=1 with hydrochloric acid. The solvent was removed by evaporation, then the residue was recrystallized from ethanol-water to obtain 3 g of 6-{4-[(2-methoxybenzoyl)ethyl]-1-piperazinylcarbonyl}-3,4-dihydrocarbostyril monohydrochloride monohydrate. Melting point: 204°-205° C. (dec.). Colorless rhombohedral crystals.

Workup

  1. customthe suspension thus prepared
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. customdried
  5. customthe solvent was removed by evaporation
  6. customThe residue thus obtained
  7. customThe solvent was removed by evaporation
  8. customthe residue was recrystallized from ethanol-water

Sources & evidence

ORD record
ord-e3ed10e95c4d4ff2885786a338860c2d
Source dataset
uspto-grants-1989_07
Patent number
US04845100

Reaction notes

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