Dimethyl malonate → HCID 178494256, compound

HRID 2063604Notes

Reaction equation

HRID 2063604 reaction equation
Cl.[CH3:2][O:3][C:4](=[NH:6])[NH2:5].[C:7](OC)(=[O:13])[CH2:8][C:9](OC)=[O:10].C[O-].[Na+]>CO>[CH3:2][O:3][C:4]1[N:5]=[C:9]([OH:10])[CH:8]=[C:7]([OH:13])[N:6]=1

Participants

5

Reactant 3

HCID 7943Dimethyl malonateHCID 3083899Carbamimidic acid, methyl ester, hydrochloride (1:1)HCID 10942334Sodium Methoxide

Product 1

HCID 178494256HCID 178494256, compoundYield 109.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a sealed tube O-methylisourea hydrochloride (3.0 g, 27 mmol) and dimethyl malonate (3.1 mL, 27 mmol) were dissolved in 30% w/v solution of sodium methoxide in methanol. The reaction mixture was refluxed for four hours before being allowed to cool to ambient temperature overnight. The resultant white precipitate was filtered and dried in vacuo yielding 4.2 g (quantitative yield) of the title compound.

Workup

  1. temperatureThe reaction mixture was refluxed for four hours
  2. filtrationThe resultant white precipitate was filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-e00e2917b1474fbf98901266f56f092f
Source dataset
uspto-grants-2012_10
Patent number
US08288398B2

Reaction notes

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