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

HRID 1440759Notes

Reaction equation

HRID 1440759 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-dc3c2e9241fd4c9b91b992f7389db868
Source dataset
uspto-grants-1996_03
Patent number
US05500406

Reaction notes

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