Diethyl Oxalate → HCID 178488026, compound

HRID 464265Notes

Reaction equation

HRID 464265 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[C:5]([NH2:10])[CH:4]=1.C(N(CC)CC)C.[C:18](OCC)(=[O:24])[C:19](OCC)=[O:20]>>[OH:20][C:19]1[C:18]([OH:24])=[N:10][C:5]2[C:6](=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]=1

Participants

4

Reactant 3

HCID 7268Diethyl OxalateHCID 8471TriethylamineHCID 1534044-Methoxy-o-phenylenediamine

Product 1

HCID 178488026HCID 178488026, compound

Procedure

A mixture consisting of 20 g. (0.114 mole) of 4-methoxy-o-phenylenediamine and 11 g. (0.114 mole) of triethylamine dissolved in 200 ml. of diethyl oxalate was refluxed overnight for a period of approximately 16 hours. Upon completion of this step, the reaction mixture was cooled to room temperature (~20° C.) and filtered to remove the desired product. After washing with ethanol, there were ultimately obtained 14.8 g. (68%) of pure 2,3-dihydroxy-6-methoxyquinoxaline, m.p. >300° C. Mass Spectrum: m/e, 192 (P).

Workup

  1. filtrationfiltered
  2. customto remove the desired product
  3. washAfter washing with ethanol, there

Sources & evidence

ORD record
ord-2b85b341adc544d2b3e84aec8277e342
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

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