4-Benzylpiperazin-1-amine → HCID 178432961, compound

HRID 1162282Notes

Reaction equation

HRID 1162282 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([NH2:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][C:16]1[NH:17][CH:18]=[C:19]([CH:21]=O)[N:20]=1>CO>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11](/[N:14]=[CH:21]/[C:19]2[N:20]=[C:16]([CH3:15])[NH:17][CH:18]=2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 121984534-Benzylpiperazin-1-amineHCID 178418999HCID 178418999, compound

Product 1

HCID 178432961HCID 178432961, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Benzyl-1-piperazinamine (K. L. Rinehart Jr et al. Bioorg. Chem., 6, 341 (1977); 10 g) and 2-methylimidazole-4-carbaldehyde (5.8 g) were suspended in methanol (200 ml), and the reaction mixture was heated under reflux for 3 hours. The reaction solution was cooled to room temperature, and then the solvent was distilled off under reduced pressure. To the residue was added diethyl ether, and the deposited precipitate was collected by filtration to obtain the title compound as a pale brown solid (13 g, 90%).

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 3 hours
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionTo the residue was added diethyl ether
  5. filtrationthe deposited precipitate was collected by filtration

Sources & evidence

ORD record
ord-940cb4e5db844d08b16940885191523d
Source dataset
uspto-grants-2010_10
Patent number
US07820673B2

Reaction notes

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