Piperazine → 4-(1-Piperazinyl)benzamide

HRID 849482Notes

Reaction equation

HRID 849482 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.F[C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=1>O>[N:1]1([C:8]2[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 715724-Fluorobenzamide

Product 1

HCID 111065094-(1-Piperazinyl)benzamideYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of piperazine (7.56 g) and 4-fluorobenzamide (2.44 g) in water (10 mL) is heated at reflux for 27 h. The mixture is then allowed to cool slightly and the solid is collected and washed with water and dichloromethane, followed by drying to give 3.24 g of 4-(piperazin-1-yl)benzamide; mp 238-243° C., ms m/z 205; IR (mineral oil) 1609, 1255, 1665, 1389, 3149 cm-1. 1H NMR (DMSOd6) δ2.59, 2.80, 3.14, 6.90, 7.02, 7.72, 7.73.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 27 h
  3. temperatureto cool slightly
  4. customthe solid is collected
  5. washwashed with water and dichloromethane
  6. customby drying

Sources & evidence

ORD record
ord-a6da36a6832f4efab55100935c5dfdd0
Source dataset
uspto-grants-2000_01
Patent number
US06013654

Reaction notes

Loading…