Piperazine → 4-(1-Piperazinyl)benzamide

HRID 1416243Notes

Reaction equation

HRID 1416243 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-08b05f6309bf4f70896daf2f92179dba
Source dataset
uspto-grants-1999_06
Patent number
US05912246

Reaction notes

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