Methylglyoxal → HCID 54260299, compound

HRID 2258427Notes

Reaction equation

HRID 2258427 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[NH2:2].[CH3:9][C:10]([CH:12]=[O:13])=O>C(O)C>[N:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[N:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[N:2]=[C:10]([CH3:9])[CH:12]=[O:13]

Participants

4

Reactant 2

HCID 880MethylglyoxalHCID 786452-Hydrazinopyridine

Product 1

HCID 54260299HCID 54260299, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 2-hydrazinopyridine (4.36 g, 40 mmol) was added slowly methyl glyoxal (40% aqueous, 3.99 g, 22 mmol) in ethyl alcohol (88 mL). The solution was refluxed for 17 hours and cooled to room temperature, The yellow product which separated was filtered, washed with ethyl alcohol and dried to give methyl glyoxal bis-(2-pyridyl) hydrazone 3.00 g (29%), mp. 196°-198° C. as the free base. The entire product was added to water and hydrogen chloride gas was bubbled through the solution until the solution was clear. The water was evaporated to give the hydrochloride salt, mp. 270°-270° C.

Workup

  1. temperatureThe solution was refluxed for 17 hours
  2. customThe yellow product which separated
  3. filtrationwas filtered
  4. washwashed with ethyl alcohol
  5. customdried

Sources & evidence

ORD record
ord-ee392abb22c6458ca8f55fdc7b1ea39c
Source dataset
uspto-grants-1997_08
Patent number
US05661139

Reaction notes

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