Diethanolamine → HCID 23217729, compound

HRID 1954845Notes

Reaction equation

HRID 1954845 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[C:3]([C:7]([O-:9])=O)[C:2]=1[C:10]([O:12]C)=O.[NH:14]([CH2:18][CH2:19][OH:20])[CH2:15][CH2:16][OH:17]>CCO>[OH:17][CH2:16][CH2:15][N:14]([CH2:18][CH2:19][OH:20])[C:7]([C:3]1[C:2]([C:10]([N:14]([CH2:18][CH2:19][OH:20])[CH2:15][CH2:16][OH:17])=[O:12])=[N:1][CH:6]=[CH:5][N:4]=1)=[O:9]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 23293748HCID 23293748, compound

Product 1

HCID 23217729HCID 23217729, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl pyrazine-2,3-dicarboxylate (2 g, 10.2 mmol) was dissolved in EtOH (5 mL). Diethanolamine (2.14 g, 20.4 mmol) was added and the mixture was heated under reflux for 5 h. After cooling the solvent was evaporated and the residue was purified by silica gel chromatography (CHCl3 /MeOH, 8:2) to afford the title compound (2.5 g, 71.4%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 h
  3. temperatureAfter cooling the solvent
  4. customwas evaporated
  5. customthe residue was purified by silica gel chromatography (CHCl3 /MeOH, 8:2)

Sources & evidence

ORD record
ord-39f438e8bd2944e383e94c9e11fb81cc
Source dataset
uspto-grants-2000_09
Patent number
US06124298

Reaction notes

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