Piperazine → 1-Piperazinecarboxamide

HRID 865359Notes

Reaction equation

HRID 865359 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.ClCCl.CN(C1C=CC=[CH:15][N:14]=1)C.C1(=O)OC(=[O:23])C2=CC=CC=C12>C(#N)C>[N:1]1([C:15]([NH2:14])=[O:23])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 4837PiperazineHCID 6344DichloromethaneHCID 6811Phthalic AnhydrideHCID 218852-Dimethylaminopyridine

Product 1

HCID 2581921-Piperazinecarboxamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Into a 3 liter, four necked round bottom flask fitted with mechanical stirring, dry nitrogen and a reflux condenser were charged 129.2 grams piperazine, 750 ml dichloromethane, 750 ml acetonitrile, and 6.1 grams dimethylaminopyridine. To this mixture was added portion-wise 222.2 g phthalic anhydride. Following the addition, the mixture was refluxed for 3 hours, at the end of which period no residual anhydride was present by infrared analysis. The solvent was decanted from the solid product precipitate.

Workup

  1. customInto a 3 liter, four necked round bottom flask fitted with mechanical stirring, dry nitrogen and a reflux condenser
  2. additionthe addition
  3. customThe solvent was decanted from the solid product precipitate

Sources & evidence

ORD record
ord-f2ddb5b8f7ca4e5db3920b7467aad3ed
Source dataset
uspto-grants-1996_10
Patent number
US05565567

Reaction notes

Loading…