Sulfuric Acid → HCID 178494689, compound

HRID 275900Notes

Reaction equation

HRID 275900 reaction equation
[CH3:1][CH:2]([C:8](=O)[CH2:9][O:10][CH3:11])[C:3](OCC)=[O:4].C[O-].[Na+].[NH2:16][C:17]([NH2:19])=[NH:18].S(=O)(=O)(O)O>CN(C)C=O.C(O)C>[NH2:19][C:17]1[N:18]=[C:3]([OH:4])[C:2]([CH3:1])=[C:8]([CH2:9][O:10][CH3:11])[N:16]=1

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 3520GuanidineHCID 10942334Sodium MethoxideHCID 18315649Ethyl 4-methoxy-2-methyl-3-oxobutanoate

Product 1

HCID 178494689HCID 178494689, compoundYield 26.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

Ethyl 2-methyl-3-oxo4-methoxybutyrate(10.5 g, 60 mmol) was added slowly to a suspension of sodium methoxide (6.5 g, 120 mmol) in dimethylformamide(10 ml) while maintaining the reaction temperature under 20° C. A solution of guanidine(5.7 g, 60 mmol) in ethanol was added to a reaction mixture, which was then refluxed for 5 hours, cooled to a room temperature, and neutralized with conc. sulfuric acid. The resulting solid was filtered and dried to give 2.7 g of the titled compound.

Workup

  1. temperaturewas then refluxed for 5 hours
  2. temperaturecooled to a room temperature
  3. filtrationThe resulting solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-c600e8bf05234cdca9ee1a0678cdb5d4
Source dataset
uspto-grants-2002_03
Patent number
US06352993B1

Reaction notes

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