Formic Acid → HCID 15582243, compound

HRID 993044Notes

Reaction equation

HRID 993044 reaction equation
C(O)=O.C(O[C:8](=[O:10])[CH3:9])(=O)C.[O:11]=[C:12]1C[NH:16][CH2:15][CH2:14][NH:13]1>C(Cl)Cl>[CH:12]([N:13]1[CH2:14][CH2:15][NH:16][C:8](=[O:10])[CH2:9]1)=[O:11]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 231360Piperazin-2-one

Product 1

HCID 15582243HCID 15582243, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
60 °C

Procedure

To 80 ml of formic acid was added 28 ml of acetic anhydride at room temperature, and the mixture was stirred at 60° C. for 20 minutes. After stirring at room temperature for further 15 minutes, the reaction mixture was added dropwise to a solution of 4.2 g of 2-oxopiperazine in 400 ml of methylene chloride at 0° C. over a period of 1.25 hours, and the resulting mixture was stirred at 0° C. for further 30 minutes. The solvent was removed by distillation under reduced pressure, and the residue thus obtained was recrystallized from acetone/hexane to give 3.0 g (56%) of 1-formyl-3-oxopiperazine.

Workup

  1. stirringAfter stirring at room temperature for further 15 minutes
  2. stirringthe resulting mixture was stirred at 0° C. for further 30 minutes
  3. customThe solvent was removed by distillation under reduced pressure
  4. customthe residue thus obtained
  5. customwas recrystallized from acetone/hexane

Sources & evidence

ORD record
ord-f3f9ebe8103c4bdf9153420b9fb6a412
Source dataset
uspto-grants-2002_10
Patent number
US06472397B1

Reaction notes

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