Diethyl (ethoxymethylene)malonate → HCID 253770, compound

HRID 649741Notes

Reaction equation

HRID 649741 reaction equation
[CH3:1][NH:2][C:3]([NH2:5])=[O:4].C(O[C:9](=[O:20])[C:10](=[CH:16]OCC)[C:11]([O:13][CH2:14][CH3:15])=[O:12])C>>[CH2:14]([O:13][C:11]([C:10]1[C:9](=[O:20])[N:2]([CH3:1])[C:3](=[O:4])[NH:5][CH:16]=1)=[O:12])[CH3:15]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 11719Methylurea

Product 1

HCID 253770HCID 253770, compoundYield 35%

Procedure

74.08 g (1 mol) of N-methyl urea and 216.2 g (1 mol) diethylethoxymethylenemalonate were heated together at 122° C. for 24 hours, followed by 170° C. for 12 hours, to give the 3-methyluracil-5-carboxylic acid ethyl ester in 35% yield (following recrystallization from ethyl acetate).

Sources & evidence

ORD record
ord-97ea1ba44e2244f791886a52fa1582e0
Source dataset
uspto-grants-2001_08
Patent number
US06271195B1

Reaction notes

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