Sodium Carbonate → HCID 12899490, compound

HRID 621576Notes

Reaction equation

HRID 621576 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, compoundYield 53.6%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

2.9 grams of 5-(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-d2125b8ab8c74183919e4cb5d581759d
Source dataset
uspto-grants-1989_04
Patent number
US04824840

Reaction notes

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