Water → HCID 14128500, compound

HRID 621563Notes

Reaction equation

HRID 621563 reaction equation
[Na].[C:2]1([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][O:17][C:18]3[CH:27]=[CH:26][CH:25]=[C:24]4[C:19]=3[CH2:20][CH2:21][C:22](=[O:28])[NH:23]4)[CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:29](Cl)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.O>C(O)C>[C:29]([N:23]1[C:24]2[C:19](=[C:18]([O:17][CH2:16][CH2:15][CH2:14][N:11]3[CH2:10][CH2:9][N:8]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH2:13][CH2:12]3)[CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:21][C:22]1=[O:28])(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 5360545SodiumHCID 12899428HCID 12899428, compound

Product 1

HCID 14128500HCID 14128500, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.3 Gram of sodium metal is dissolved in 80 ml of ethanol and to this solution is added 3.6 g of 5-[3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril, then 1.5 g of benzoyl chloride are added and the solution is heated for 5 hours under refluxing conditions. The reaction mixture is concentrated under reduced pressure to dryness. To the residue thus obtained is added water and the insoluble matter is collected by filtration, washed with ater and dried. The crude crystals are recrystallized from ligroin to obtain 3.9 g (yield: 86%) of 1-benzoyl-5-[3-(4-phenylpiperazinyl)propoxy]-3,4-dihydro carbostyril in the form of pale yellowish needle-like crystals with a melting point of 113° C.

Workup

  1. temperaturethe solution is heated for 5 hours under refluxing conditions
  2. concentrationThe reaction mixture is concentrated under reduced pressure to dryness
  3. customTo the residue thus obtained
  4. filtrationthe insoluble matter is collected by filtration
  5. washwashed with ater
  6. customdried
  7. customThe crude crystals are recrystallized from ligroin

Sources & evidence

ORD record
ord-12e7f06531184d2fb26cb160f89671bb
Source dataset
uspto-grants-1989_04
Patent number
US04824840

Reaction notes

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