Hydrochloric Acid → HCID 13195400, compound

HRID 1153995Notes

Reaction equation

HRID 1153995 reaction equation
[O:1]([CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]([C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[NH:24][C:23](=[O:28])[CH2:22][CH2:21]3)=[O:17])[CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH2:31]([Cl:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.Cl>O.CN(C)C=O>[ClH:38].[CH2:31]([N:24]1[C:25]2[C:20](=[CH:19][C:18]([C:16]([N:13]3[CH2:14][CH2:15][N:10]([CH2:9][CH2:8][O:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[CH2:11][CH2:12]3)=[O:17])=[CH:27][CH:26]=2)[CH2:21][CH2:22][C:23]1=[O:28])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

7

Reactant 4

HCID 313Hydrochloric Acid2×HCID 7503Benzyl ChlorideHCID 24758Sodium hydrideHCID 13195338HCID 13195338, compound

Product 1

HCID 13195400HCID 13195400, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Procedure

480 Milligrams of 6-[4-(2-phenoxyethyl)-1-piperazinylcarbonyl]-3,4-dihydrocarbostyril and 70 ml of 50%-sodium hydride in oil were mixed into 5 ml of dimethylformamide and stirred at a room temperature for 1 hour. Then to this mixture was added a solution of 0.17 ml of benzyl chloride with 3 ml of dimethylformamide was added dropwise slowly and stirred at a room temperature for 4 hours. The reaction mixture was poured in a voluminous amount of water and the organic matters were extracted with chloroform, and the chloroform layer was washed with water, dried and chloroform was removed by distillation. The residue obtained was converted into hydrochloride by adding a concentrated hydrochloric acid and recrystallized from methanol-water to obtain 150 mg of 1-benzyl-6-[4-(2-phenoxyethyl)-1-piperazinylcarbonyl]-3,4-dihydrocarbostyril monohydrochloride. Colorless powdery crystals. Melting point: 261°-264° C.

Workup

  1. additionwas added dropwise slowly
  2. stirringstirred at a room temperature for 4 hours
  3. extractionthe organic matters were extracted with chloroform
  4. washthe chloroform layer was washed with water
  5. customdried
  6. customchloroform was removed by distillation
  7. customThe residue obtained
  8. customrecrystallized from methanol-water

Sources & evidence

ORD record
ord-f263130a1ae5476d8f0021c11c7eb825
Source dataset
uspto-grants-1984_12
Patent number
US04487772

Reaction notes

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