creatinine → 1-Methyl-3-n-propyl-2-iminoimidazolidin-4-one hydroiodide

HRID 1440764Notes

Reaction equation

HRID 1440764 reaction equation
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.[CH2:9]([I:12])[CH2:10][CH3:11].C(OCC)(=O)C>CN(C)C=O>[IH:12].[CH3:1][N:2]1[CH2:3][C:4](=[O:5])[N:6]([CH2:9][CH2:10][CH3:11])[C:7]1=[NH:8]

Participants

5

Reactant 3

HCID 588creatinine2×HCID 8857Ethyl AcetateHCID 336431-Iodopropane

Product 1

HCID 676185061-Methyl-3-n-propyl-2-iminoimidazolidin-4-one hydroiodideYield 46.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

9.04 g (80 mmol) of creatinine was suspended in 50 ml of dimethylformamide, and 17.0 g (100 mmol) of n-propyl iodide was added thereto. Then, the mixture was heated and stirred within a range of from 70° C. to 80° C. until creatinine was completely dissolved. The mixture was left to cool, and 500 ml of ethyl acetate was added thereto. Precipitated crystals were collected by filtration to obtain 10.6 g of 1-methyl-3-n-propyl-2-iminoimidazolidin-4-one hydroiodide.

Workup

  1. temperatureThen, the mixture was heated
  2. dissolutionwas completely dissolved
  3. waitThe mixture was left
  4. temperatureto cool
  5. customPrecipitated crystals
  6. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-b786cce580084250a8e0de9b58db6300
Source dataset
uspto-grants-1996_03
Patent number
US05500406

Reaction notes

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