Potassium Carbonate → HCID 20480600, compound

HRID 1649229Notes

Reaction equation

HRID 1649229 reaction equation
[N:1]1([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[CH2:9][CH2:10][C:11](=[O:17])[NH:12]3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[C:24]([C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Cl)=[CH:28][CH:27]=1)#[N:25]>C1C=CC=CC=1>[C:24]([C:26]1[CH:33]=[CH:32][C:29]([CH2:30][N:4]2[CH2:5][CH2:6][N:1]([C:7]3[CH:16]=[CH:15][CH:14]=[C:13]4[C:8]=3[CH2:9][CH2:10][C:11](=[O:17])[NH:12]4)[CH2:2][CH2:3]2)=[CH:28][CH:27]=1)#[N:25]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 701274-(Chloromethyl)benzonitrileHCID 11630008HCID 11630008, compound

Product 1

HCID 20480600HCID 20480600, compoundYield 6.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of 1.2 g of 5-(1-piperazinyl)-3,4-dihydrocarbostyril, 1.17 g of potassium carbonate and 50 ml of benzene was added 688 mg of 4-cyanobenzyl chloride and the mixture was stirred under reflux for 3 hours. The reaction mixture was poured into a large amount of saturated saline solution and extracted with chloroform. After washing with water, the extract was dried over anhydrous sodium sulfate. Chloroform was distilled off and the residue was purified through silica gel column chromatography to give 105 mg of 5-[4-(4-cyanobenzyl)-1-piperazinyl]-3,4-dihydrocarbostyril.

Workup

  1. temperatureunder reflux for 3 hours
  2. additionThe reaction mixture was poured into a large amount of saturated saline solution
  3. extractionextracted with chloroform
  4. washAfter washing with water
  5. dry with materialthe extract was dried over anhydrous sodium sulfate
  6. distillationChloroform was distilled off
  7. customthe residue was purified through silica gel column chromatography

Sources & evidence

ORD record
ord-48298d03a50148d894a6597fc819b256
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

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