Piperazine → 1-(4-Nitrobenzyl)piperazine dihydrochloride

HRID 2102492Notes

Reaction equation

HRID 2102492 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][Cl:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>>[ClH:9].[ClH:9].[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 4837PiperazineHCID 74824-Nitrobenzyl chloride

Product 1

HCID 180056791-(4-Nitrobenzyl)piperazine dihydrochlorideYield 64%

Procedure

A mixture of 4-nitrobenzylchlorine and piperazine was treated according to the general preparation 1 to obtain N-(4-nitrobenzyl) piperazine dihydrochloride, yield 64%, mp 242-244° C. The N1-(4-nitrobenzyl)-N4-[(4-acetamido) phenacyl] piperazine dihydrochloride (0.75 g, 1.5 mmol) could be preparated according to the general preparation 2, and then reduced according to the general preparation 3 to obtain 0.61 g of the title compound, yield 80%, mp 150-151° C.).

Workup

  1. additionwas treated
  2. customaccording to the general preparation 1

Sources & evidence

ORD record
ord-d040a2dd77914e8ea3f6c278a16dbb0d
Source dataset
uspto-grants-2009_08
Patent number
US07576086B2

Reaction notes

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