Water → 2-(carbamoylamino)-2-methylpropanoic acid

HRID 882323Notes

Reaction equation

HRID 882323 reaction equation
[CH3:1][C:2]1([CH3:9])[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].[OH-:10].[Na+].O>C(#N)C>[C:5]([NH:6][C:2]([CH3:9])([CH3:1])[C:3]([OH:10])=[O:8])(=[O:7])[NH2:4]

Participants

5

Reactant 3

HCID 962WaterHCID 6491DimethylhydantoinHCID 14798Sodium Hydroxide

Product 1

HCID 41553222-(carbamoylamino)-2-methylpropanoic acidYield 74.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

First, 4.0 g of 5,5-dimethylhydantoin was mixed with 4.0 g of sodium hydroxide and 4.0 g of water, and the mixture was stirred at 85° C. to 90° C. for 3.5 hours. The HPLC analysis (column: COSMOSIL 5C18-ARII (produced by Nacalai Tesque Inc.), mobile phase: acetonitrile/10 mM aqueous potassium dihydrogen phosphate solution=20/80, flow rate: 0.5 ml/min, detection wavelength: 210 nm, column temperature: 40° C.) of the reaction mixture showed the production of 3.38 g (yield 74.1%) of the title compound.

Sources & evidence

ORD record
ord-521c4e2ed7d249cc95a41f79f39e10e2
Source dataset
uspto-grants-2015_03
Patent number
US08993800B2

Reaction notes

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