Methylglyoxal → HCID 178430963, compound

HRID 59050

Reaction equation

HRID 59050 reaction equation
[NH2:1][CH2:2][C:3]([NH:5][OH:6])=[O:4].CO.[CH3:9][C:10]([CH:12]=O)=O.[OH-].[Na+]>O>[CH3:12][C:10]1[CH:9]=[N+:5]([O-:6])[C:3]([OH:4])=[CH:2][N:1]=1

Participants

6

Reactant 4

HCID 880MethylglyoxalHCID 887MethanolHCID 14798Sodium HydroxideHCID 94811Glycinehydroxamic acid

Product 1

HCID 178430963HCID 178430963, compoundYield 57.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

100 mmol (9 g) glycine hydroxamic acid were cooled to −25° C. in 200 ml water and methanol each, 100 mmol (15.4 ml 40% solution) methylglyoxal were added dropwise and subsequently the pH was adjusted to approximately pH 11 with 10 ml 30% NaOH. Heating up to 5° C. was carried out in 2 h and concentrated under vacuum to half of the solvent volume. A pH 3 was adjusted with 20% HCl, precipitated solid was filtered off and dried. 7.28 g (52% yield) of the title compound were obtained.

Workup

  1. concentrationconcentrated under vacuum to half of the solvent volume
  2. customprecipitated solid
  3. filtrationwas filtered off
  4. customdried

Sources & evidence

ORD record
ord-4d7c9ee2a2db4964a663905b500c8598
Source dataset
uspto-grants-2016_09
Patent number
US09439910B2

Linked notes

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