Sodium Carbonate → HCID 12899490, compound

HRID 569975Notes

Reaction equation

HRID 569975 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[CH:19][CH:18]=[C:17]3[C:12]=2[CH2:13][CH2:14][C:15](=[O:21])[NH:16]3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH2:23][CH2:24][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[CH2:24]([O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[N:4]1[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[CH:19][CH:18]=[C:17]3[C:12]=2[CH2:13][CH2:14][C:15](=[O:21])[NH:16]3)[CH2:2][CH2:3]1)[CH3:23]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 68526Benzene, (2-bromoethoxy)-HCID 14128502HCID 14128502, compound

Product 1

HCID 12899490HCID 12899490, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

2.9 Grams of 5-(3-piperazinylpropoxy)-3,4-dihydrocarbostyril, 2.5 g of o-bromoethoxybenzene and 1.5 g of sodium carbonate are mixed with 80 ml of n-butanol and refluxed for 20 hours. After cooling, the reaction mixture is concentrated under reduced pressure and the residue is extracted with chloroform. Then chloroform is removed by distillation and the residue thus obtained is recrystallized from ethanol to obtain 2.2 g of 5-{3-[4-(2-ethoxyphenyl)piperazinyl]propoxy}-3,4-dihydrocarbostyril in the form of colorless needle-like crystals having a melting point of 155°-156° C.

Workup

  1. temperaturerefluxed for 20 hours
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture is concentrated under reduced pressure
  4. extractionthe residue is extracted with chloroform
  5. customThen chloroform is removed by distillation
  6. customthe residue thus obtained
  7. customis recrystallized from ethanol

Sources & evidence

ORD record
ord-f2df66153e304302ae94c4c30a53a449
Source dataset
uspto-grants-1988_03
Patent number
US04734416

Reaction notes

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