Hydrochloric Acid → 6-(4-geranyl-1-Piperazinyl)-3,4-dihydrocarbostyril.hydrochloride

HRID 231102Notes

Reaction equation

HRID 231102 reaction equation
[CH2:1]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])\[CH3:4].O.[ClH:18].[CH3:19][N:20](C)[CH:21]=[O:22]>C(O)C>[ClH:18].[CH2:1]([N:11]1[CH2:12][CH2:13][N:14]([C:3]2[CH:5]=[C:6]3[C:19](=[CH:1][CH:2]=2)[NH:20][C:21](=[O:22])[CH2:8][CH2:7]3)[CH2:15][CH2:16]1)/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:9])[CH3:10])\[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 962WaterHCID 6228DimethylformamideHCID 14497703Geranylpiperazine

Product 1

HCID 1317159926-(4-geranyl-1-Piperazinyl)-3,4-dihydrocarbostyril.hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

127 Milligrams of succinimide 3,4-dihydrocarbostyril-6-carbostyril-6-carboxylate and 117 mg of geranylpiperazine were dissolved in 2 ml of dimethylformamide, and the solution was stirred for 24 hours. To the reaction mixture was added a certain amount of water and then extracted with chloroform, the chloroform layer was washed with water and an aqueous solution saturated with sodium chloride. Then the chloroform extract was dried with anhydrous sodium sulfate, and the solvent was removed by evaporation under reduced pressure. The residue thus obtained was crystallized by adding diethyl dether, and the crystals formed were dispersed in 20 ml of ethanol, then converted into hydrochloride by adding 1.3 ml of concentrated hydrochloric acid. Recrystallized from ethanol-water to obtain 132 mg of 6-(4-geranyl-1-Piperazinyl)-3,4-dihydrocarbostyril.hydrochloride.mono-hydrate. Colorless needle-like crystals. Melting point: 265°-266° C. (dec.)

Workup

  1. extractionextracted with chloroform
  2. washthe chloroform layer was washed with water
  3. extractionThen the chloroform extract
  4. dry with materialwas dried with anhydrous sodium sulfate
  5. customthe solvent was removed by evaporation under reduced pressure
  6. customThe residue thus obtained
  7. customwas crystallized
  8. additionby adding diethyl dether
  9. customthe crystals formed
  10. customRecrystallized from ethanol-water

Sources & evidence

ORD record
ord-9401356025764b40849be4e8339c1bf8
Source dataset
uspto-grants-1989_07
Patent number
US04845100

Reaction notes

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