Ethanol → 5,7-Dichloropyrido(3,4-b)pyrazine

HRID 57517Notes

Reaction equation

HRID 57517 reaction equation
[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([NH2:9])[CH:5]=[C:4]([Cl:10])[N:3]=1.O.[CH2:12](O)[CH3:13]>C(C=O)=O>[Cl:1][C:2]1[C:7]2[C:6](=[N:9][CH:12]=[CH:13][N:8]=2)[CH:5]=[C:4]([Cl:10])[N:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 962WaterHCID 109319872,6-Dichloropyridine-3,4-diamine

Product 1

HCID 717428275,7-Dichloropyrido(3,4-b)pyrazineYield 83%

Reagents, catalysts & solvents 1

HCID 7860GlyoxalSolvent

Procedure

A mixture of the solution of 2,6-dichloropyridine-3,4-diamine (7.85 g, 0.044 mol) in ethanol and 40% glyoxal solution in water (26 g, 0.178 mol) was refluxed overnight. It was then cooled to ambient temperature, and the precipitates were collected, washed with EtOH, and dried in vacuo to give the title compound (7.32 g, 83% yield).

Workup

  1. temperaturewas refluxed overnight
  2. customthe precipitates were collected
  3. washwashed with EtOH
  4. customdried in vacuo

Sources & evidence

ORD record
ord-b9dfa39a33924e5292e17cc294459ad9
Source dataset
uspto-grants-2016_09
Patent number
US09434726B2

Reaction notes

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