Piperazine → HCID 19812356, compound

HRID 373314Notes

Reaction equation

HRID 373314 reaction equation
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][N+:13]([O-:16])=[CH:12][CH:11]=2)=[CH:4][N:3]=1.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>C(O)C>[ClH:1].[C:8]([C:7]1[C:2]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[N:3][CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][N+:13]([O-:16])=[CH:12][CH:11]=2)[CH:6]=1)#[N:9]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 10243008HCID 10243008, compound

Product 1

HCID 19812356HCID 19812356, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2 g 2-chloro-3-cyano-5,4'-bipyridine-1'-oxide, 0.8 g piperazine, 0.52 g of KHCO3 and 80 ml ethanol is refluxed for 3 hours and then evaporated to dryness under vacuum. The residue is dissolved in 10 ml 1N HCl and the solution is mixed with ethanol until crystallization occurs. After cooling overnight, the crystals that are formed are filtered off with suction and dried at 110° C. Yield: 2.23 g (81.2% of the theoretical yield), having a melting point of 255° C.-260° C.

Workup

  1. temperatureis refluxed for 3 hours
  2. customevaporated to dryness under vacuum
  3. dissolutionThe residue is dissolved in 10 ml 1N HCl
  4. additionthe solution is mixed with ethanol until crystallization
  5. temperatureAfter cooling overnight
  6. customthe crystals that are formed
  7. filtrationare filtered off with suction
  8. customdried at 110° C
  9. customYield: 2.23 g (81.2% of the theoretical yield),

Sources & evidence

ORD record
ord-e4a215e85e30478db656fbc8b08344c0
Source dataset
uspto-grants-1992_11
Patent number
US05162533

Reaction notes

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