HCID 19350748, compound → HCID 19350733, compound

HRID 1957364Notes

Reaction equation

HRID 1957364 reaction equation
[CH3:1][C:2]1[NH:3][C:4](=[O:11])[N:5]([CH2:7][C:8]([NH2:10])=[O:9])[CH:6]=1.[H][H]>CO.[Rh]>[CH3:1][CH:2]1[CH2:6][N:5]([CH2:7][C:8]([NH2:10])=[O:9])[C:4](=[O:11])[NH:3]1

Participants

5

Reactant 2

HCID 19350748HCID 19350748, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 19350733HCID 19350733, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 887MethanolSolvent

Procedure

1.6 g of Rh/C are added to a solution of 7.8 g of (4-methyl-2-oxo-1,3-dihydroimidazol-1-yl)acetamide in 80 ml of methanol and the reaction mixture is treated with hydrogen at 3 bar. After 30 minutes, 1.13 litres of hydrogen have been taken up and the reaction has ceased. The reaction mixture is then filtered over Celite and concentrated by evaporation. The residue is dissolved in methylene chloride, magnesium sulfate is added thereto, followed by filtration over Celite and concentration by evaporation. The residue is stirred with ether. The crystals are filtered off with suction and dried in vacuo at 60°. 7.3 g of the title compound having a melting point of 124°-127 are thus obtained.

Workup

  1. filtrationThe reaction mixture is then filtered over Celite
  2. concentrationconcentrated by evaporation
  3. dissolutionThe residue is dissolved in methylene chloride
  4. additionmagnesium sulfate is added
  5. filtrationfollowed by filtration over Celite and concentration by evaporation
  6. filtrationThe crystals are filtered off with suction
  7. customdried in vacuo at 60°
  8. customare thus obtained

Sources & evidence

ORD record
ord-6c0fd391eb3c45c39d82ae9bffa592e6
Source dataset
uspto-grants-1998_07
Patent number
US05783704

Reaction notes

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