1-(3-Chlorophenyl)piperazine → HCID 12414798, compound

HRID 1657403Notes

Reaction equation

HRID 1657403 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:15]=[CH:14][CH:13]=[CH:12][N:5]2[C:6](=[O:11])[C:7]=1[CH2:8][CH2:9]Cl.[Cl:16][C:17]1[CH:18]=[C:19]([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[CH:20]=[CH:21][CH:22]=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1[N:3]=[C:4]2[CH:15]=[CH:14][CH:13]=[CH:12][N:5]2[C:6](=[O:11])[C:7]=1[CH2:8][CH2:9][N:26]1[CH2:25][CH2:24][N:23]([C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([Cl:16])[CH:18]=2)[CH2:28][CH2:27]1

Participants

4

Reactant 2

HCID 13551-(3-Chlorophenyl)piperazineHCID 8178663-(2-Chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

Product 1

HCID 12414798HCID 12414798, compoundYield 39.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.1 g of 2-methyl-3-(2-chloroethyl)-4H-pyrido[1,2-a)pyrimidin-4-one, 2.95 g of 1-(m-chlorophenyl)piperazine and 15 ml of toluene was refluxed with heating for 30 hours. After completion of the reaction, the reaction mixture was filtered while hot. The filtrate was concentrated under reduced pressure, and the residue was purified by means of column chromatography using alumina. The product was then recrystallized from a mixture of benzene - n-hexane to give 0.75 g of the desired compound as colorless needles, m.p. 112° - 113°C.

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 30 hours
  3. customAfter completion of the reaction
  4. filtrationthe reaction mixture was filtered while hot
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe residue was purified by means of column chromatography
  7. customThe product was then recrystallized from a mixture of benzene - n-hexane

Sources & evidence

ORD record
ord-2a91e005a18d497cacdfcbb243a673b0
Source dataset
uspto-grants-1976_06
Patent number
US03960863

Reaction notes

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