2,6-Dichloropyrazine → 4-(6-Chloropyrazin-2-yl)piperazin-2-one

HRID 261060Notes

Reaction equation

HRID 261060 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[O:9]=[C:10]1[CH2:15][NH:14][CH2:13][CH2:12][NH:11]1>C(#N)C>[Cl:8][C:4]1[N:3]=[C:2]([N:14]2[CH2:13][CH2:12][NH:11][C:10](=[O:9])[CH2:15]2)[CH:7]=[N:6][CH:5]=1

Participants

4

Reactant 2

HCID 785042,6-DichloropyrazineHCID 231360Piperazin-2-one

Product 1

HCID 203960024-(6-Chloropyrazin-2-yl)piperazin-2-one

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 10.0 g (0.0067 mole) of 2,6-dichloropyrazine and 14 g (0.14 mole) of 2-oxopiperazine in 100 ml of acetonitrile is refluxed 1.5 hour with stirring under N2. The mixture is concentrated under vacuum, the residue titrated with water and filtered, and the crude solid recrystallized from water (charcoal treatment) to give off-white plates of the subject compound, 7.7 g, mp 192°-193° C.

Workup

  1. temperatureis refluxed 1.5 hour
  2. concentrationThe mixture is concentrated under vacuum
  3. filtrationfiltered
  4. customthe crude solid recrystallized from water (charcoal treatment)
  5. customto give off-white plates of the subject compound, 7.7 g, mp 192°-193° C.

Sources & evidence

ORD record
ord-fbaa38e21c5b4138988186de4e3cf619
Source dataset
uspto-grants-1979_08
Patent number
US04163849

Reaction notes

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