Piperazine → HCID 14128502, compound

HRID 569973Notes

Reaction equation

HRID 569973 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH2:8][CH2:9][C:10](=[O:16])[NH:11]2.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C([O-])(O)=O.[Na+]>>[N:17]1([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:7]=2[CH2:8][CH2:9][C:10](=[O:16])[NH:11]3)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

Participants

4

Reactant 3

HCID 4837PiperazineHCID 516892Sodium BicarbonateHCID 12899139HCID 12899139, compound

Product 1

HCID 14128502HCID 14128502, compound

Procedure

(a)-1 3.0 Grams of 5-(3-chloropropoxy)-3,4-dihydrocarbostyril, 10 g of piperazine are mixed with 20 ml of hexamethylphosphoryl triamide and heated at 80°-90° C. for 5 hours. The reaction mixture is distilled under a reduced pressure to remove hexamethylphosphoryl triamide and unreacted piperazine. To the residue thus obtained are added 30 ml of 5%-NaHCO3 aqueous solution, followed by extraction with chloroform. The chloroform layer is washed with water and chloroform is removed by distillation. The residue thus obtained is purified by silica-gel chromatography to obtain 1.8 g of 5-(3-piperazinylpropoxy)-3,4-dihydrocarbostyril having a melting point of 192°-195° C.

Workup

  1. temperatureheated at 80°-90° C. for 5 hours
  2. distillationThe reaction mixture is distilled under a reduced pressure
  3. customto remove hexamethylphosphoryl triamide and unreacted piperazine
  4. customTo the residue thus obtained
  5. extractionfollowed by extraction with chloroform
  6. washThe chloroform layer is washed with water and chloroform
  7. customis removed by distillation
  8. customThe residue thus obtained
  9. customis purified by silica-gel chromatography

Sources & evidence

ORD record
ord-410b0b82f02049d8970a398e3d46a7ca
Source dataset
uspto-grants-1988_03
Patent number
US04734416

Reaction notes

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