creatinine → 2-Imino-1,3-dimethylimidazolidin-4-one hydroiodide

HRID 1451191Notes

Reaction equation

HRID 1451191 reaction equation
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.C[I:10].[C:11](OCC)(=O)C>CN(C)C=O>[IH:10].[NH:8]=[C:7]1[N:6]([CH3:11])[C:4](=[O:5])[CH2:3][N:2]1[CH3:1]

Participants

5

Conditions

Temperature
50 °C

Procedure

16.9 g (150 mmol) of creatinine was dissolved in 100 ml of N,N-dimethylformamide. Then, 27.6 g (194 mmol) of methyl iodide was added thereto, and the mixture was heated to 50° C. and stirred at that temperature for 2 hours and further at room temperature overnight. To the reaction mixture, 500 ml of ethyl acetate was added, and crystals were collected by filtration. The obtained crystals were washed with ethyl acetate and dried to obtain 26.2 g of 2-imino-1,3-dimethylimidazolidin-4-one hydroiodide as white crystals.

Workup

  1. filtrationcrystals were collected by filtration
  2. washThe obtained crystals were washed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-e9fb008d8f554935b862253f9a4b4b74
Source dataset
uspto-grants-1997_02
Patent number
US05604179

Reaction notes

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