Guanidine, monoacetate → HCID 68785241, compound

HRID 2264395Notes

Reaction equation

HRID 2264395 reaction equation
CN([CH:4]=[C:5]1[C:9]([CH3:11])([CH3:10])[O:8][C:7]([CH3:13])([CH3:12])[C:6]1=O)C.C(O)(=O)C.[NH2:19][C:20]([NH2:22])=[NH:21].C[O-].[Na+]>C(O)C>[CH3:10][C:9]1([CH3:11])[C:5]2[CH:4]=[N:19][C:20]([NH2:22])=[N:21][C:6]=2[C:7]([CH3:13])([CH3:12])[O:8]1

Participants

5

Reactant 3

HCID 2724684Guanidine, monoacetateHCID 10942334Sodium MethoxideHCID 68783613HCID 68783613, compound

Product 1

HCID 68785241HCID 68785241, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 4-dimethylaminomethylene-2,2,5,5-tetramethyl-dihydro-furan-3-one (1.97 g, 10.0 mmol, 1.0 equiv) and guanidine acetate (1.19 g, 10.0 mmol, 1.0 equiv) in ethanol (40 mL) was added sodium methylate (0.54 g, 10.0 mmol, 1.0 equiv) and the reaction mixture heated to 100° C. for 3 h. The solvent was removed under reduced pressure and the reaction product purified by crystallization from a mixture of hot heptane/ethyl acetate to yield 1.3 g (67% yield) of the title compound. MS (EI): 193 [M]+.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe reaction product purified by crystallization from a mixture of hot heptane/ethyl acetate

Sources & evidence

ORD record
ord-808ec9cfae7d47cdb6f7fa86f88974dc
Source dataset
uspto-grants-2010_12
Patent number
US07855194B2

Reaction notes

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