Piperazine → 1-(2-Furoyl)piperazine

HRID 581189Notes

Reaction equation

HRID 581189 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[O:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[C:12](OC)=[O:13]>>[O:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[C:12]([N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)=[O:13]

Participants

3

Reactant 2

HCID 4837PiperazineHCID 11902Methyl 2-furoate

Product 1

HCID 5502061-(2-Furoyl)piperazineYield 65.8%

Procedure

To a suspension of piperazine (69.68 g, 0.8091 mol) in xylenes (100 mL) was added (50.00 g, 0.3965 mol) of methyl 2-furoate. The formed reaction mixture was refluxed for 18 hours. The unreacted piperazine was filtered and the filtrate was concentrated under vacuum to give 47.0 g (0.2608 mol) of required product (64% yield).

Workup

  1. customThe formed reaction mixture
  2. temperaturewas refluxed for 18 hours
  3. filtrationThe unreacted piperazine was filtered
  4. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-265c6de1a36146f2b84cf5ce9de92c25
Source dataset
uspto-grants-1999_07
Patent number
US05919931

Reaction notes

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