Potassium Carbonate → 2-[(N-methylpiperazinyl)methyl]-1,4-bis(phenylmethyl)piperazine

HRID 248459Notes

Reaction equation

HRID 248459 reaction equation
Cl[CH2:2][CH:3]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][N:4]1[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.C(=O)([O-])[O-].[K+].[K+].O1CCOCC1>O>[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH:25]1[CH2:2][CH:3]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][N:4]1[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 531671-MethylpiperazineHCID 106631191,4-Dibenzyl-2-(chloromethyl)piperazine

Product 1

HCID 544189792-[(N-methylpiperazinyl)methyl]-1,4-bis(phenylmethyl)piperazineYield 95.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7.7 g of 2-chloromethyl-1,4-bis(phenylmethyl)piperazine, 12 g of N-methylpiperazine, 3.5 g of potassium carbonate, 150 ml of dioxane and 60 ml of water was heated overnight at 80°-90° C. and then evaporated. The residual gum was dissolved in dichloromethane, washed with water, dried, filtered and evaporated, giving 8.8 g of 2-[(N-methylpiperazinyl)methyl]-1,4-bis(phenylmethyl)piperazine.

Workup

  1. temperaturewas heated overnight at 80°-90° C.
  2. customevaporated
  3. dissolutionThe residual gum was dissolved in dichloromethane
  4. washwashed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-77e3e6130e024acd90f7b015a1545967
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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