Piperazine → HCID 20399356, compound

HRID 1981298Notes

Reaction equation

HRID 1981298 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]2)=[O:4].CN(C)C=[O:19].[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.Cl.C[OH:29]>CO.C(Cl)(Cl)Cl.O.C(N(CC)CC)C>[OH2:4].[OH2:19].[OH2:29].[ClH:1].[N:21]1([CH2:2][C:3]([C:5]2[CH:6]=[C:7]3[C:12](=[CH:13][CH:14]=2)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]3)=[O:4])[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1

Participants

8

Reactant 4

HCID 4837PiperazineHCID 6228DimethylformamideHCID 49617906-(2-Chloroacetyl)-1,2,3,4-tetrahydroquinolin-2-oneHCID 21893726Hydrochloride methanol

Product 1

HCID 20399356HCID 20399356, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8471TriethylamineSolventHCID 21584188Chloroform methanolSolvent

Procedure

In to a solution consisting of 6.7 g of 6-(α-chloroacetyl)-3,4-dihydrocarbostyril and 60 ml of anhydrous dimethylformamide was added 4.4 g of piperazine and 5 ml of triethylamine and the reaction mixture was stirred at 50° to 60° C. for 1 hour. The reaction mixture thus obtained was poured into a large amount of water and was extracted with chloroform. The chloroform layer was washed with water, dried and chloroform was removed by distillation. The residue obtained was suspended in a mixture of methanol-chloroform and by adding hydrochloric acid/methanol to obtain 3.5 g of 6-(1-piperazinyl)acetyl-3,4-dihydrocarbostyril monohydrochloride trihydrate in the form of colorless needle-like crystals. Melting point: 265°-267° C. (decomposed).

Workup

  1. customThe reaction mixture thus obtained
  2. extractionwas extracted with chloroform
  3. washThe chloroform layer was washed with water
  4. customdried
  5. customchloroform was removed by distillation
  6. customThe residue obtained

Sources & evidence

ORD record
ord-e73af9f2d5e14216afdf90a542758a1d
Source dataset
uspto-grants-1985_04
Patent number
US04514401

Reaction notes

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