Glyoxal → HCID 600389, compound

HRID 2164656Notes

Reaction equation

HRID 2164656 reaction equation
[CH:1]([CH:3]=O)=O.[CH3:5][O:6][C:7]1[CH:14]=[CH:13][C:10]([O:11][CH3:12])=[C:9]([NH2:15])[C:8]=1[NH2:16]>O>[CH3:12][O:11][C:10]1[CH:13]=[CH:14][C:7]([O:6][CH3:5])=[C:8]2[C:9]=1[N:15]=[CH:1][CH:3]=[N:16]2

Participants

4

Reactant 2

HCID 7860GlyoxalHCID 116296603,6-Dimethoxybenzene-1,2-diamine

Product 1

HCID 600389HCID 600389, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 10 g (0.17 mol) of glyoxal in 50 ml of water was added to 5 g (0.03 mol) of 2,3-diaminohydroquinone dimethyl ether, and stirred at 50° C. for 1 hour. After allowing to cool to room temperature, the reaction solution was extracted with chloroform, and the extract was dried and concentrated. Recrystallization of the residue from benzene gave 4.3 g (75%) of the title compound. m.p. 145°-150° C.

Workup

  1. temperatureto cool to room temperature
  2. extractionthe reaction solution was extracted with chloroform
  3. customthe extract was dried
  4. concentrationconcentrated
  5. customRecrystallization of the residue from benzene

Sources & evidence

ORD record
ord-2dde7af0170044a18234374c1b9dd81f
Source dataset
uspto-grants-1985_03
Patent number
US04506001

Reaction notes

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