creatinine → 1-(Tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene)-3-(3-thienyl) urea
Reaction equation
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.[S:9]1[CH:13]=[CH:12][C:11]([N:14]=[C:15]=[O:16])=[CH:10]1.O>CN(C=O)C.C1(C)C=CC=CC=1>[CH3:1][N:2]1[CH2:3][C:4](=[O:5])[NH:6][C:7]1=[N:8][C:15]([NH:14][C:11]1[CH:12]=[CH:13][S:9][CH:10]=1)=[O:16]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 75 °C
Procedure
To a stirred suspension of 2.6 (23 mM) of creatinine in 50 ml of anhydrous DMF was added a solution of 3.0 g (23 mM) of 3-thienyl isocyanate in 25 ml of toluene. The resulting mixture was heated at 75° C. for 4.5 hrs., cooled and added to 150 ml of water. The resulting precipitate was collected and recrystallized from ethyl acetate to give 1.4 g of the above urea as a cream colored solid, m.p. 194°-195° C.
Workup
- temperature, cooled
- customThe resulting precipitate was collected
- customrecrystallized from ethyl acetate
Sources & evidence
- ORD record
- ord-f71dccdbae0b4d73ae5916391199af33
- Source dataset
- uspto-grants-1980_10
- Patent number
- US04230713
Reaction notes
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