Potassium Hydroxide → HCID 70654212, compound

HRID 1405316Notes

Reaction equation

HRID 1405316 reaction equation
[CH3:1][N:2]([CH:18]([CH3:20])[CH3:19])[C:3]1[C:4](=[O:17])[NH:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([C:13]([O:15]C)=[O:14])=[CH:8][CH:7]=2.[OH-].[K+]>CO.O>[CH3:1][N:2]([CH:18]([CH3:20])[CH3:19])[C:3]1[C:4](=[O:17])[NH:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([C:13]([OH:15])=[O:14])=[CH:8][CH:7]=2

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 70654268HCID 70654268, compound

Product 1

HCID 70654212HCID 70654212, compoundYield 88.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 3-[methyl(propan-2-yl)amino]-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (2.5 g, 9.08 mmol) in methanol (20 ml) was added potassium hydroxide (2.5 g, 44.56 mmol) in water (5 ml). The resulting solution was stirred overnight at 50° C. and then concentrated in vacuo. The reaction was quenched water (100 ml). The pH was adjusted to 5 with HCl (3N). The product was precipitated from water and collected by filtration to afford 3-[methyl(propan-2-yl)amino]-2-oxo-1,2-dihydroquinoxaline-6-carboxylic acid as a white solid (2.1 g, 88%).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe reaction was quenched water (100 ml)
  3. customThe product was precipitated from water
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-5c0d797a73534f8b84a5967843c36288
Source dataset
uspto-grants-2014_12
Patent number
US08916561B2

Reaction notes

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