Water → 1-(4,6-Dimethyl-2-pyridinyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea

HRID 904156Notes

Reaction equation

[CH3:1][N:2]1[CH2:6][C:5](=[O:7])[NH:4][C:3]1=[N:8][C:9](=[O:11])O.[CH3:12][C:13]1[CH:18]=[C:17]([CH3:19])[N:16]=[C:15]([NH2:20])[CH:14]=1.O>CN(C=O)C>[CH3:12][C:13]1[CH:18]=[C:17]([CH3:19])[N:16]=[C:15]([NH:20][C:9]([N:8]=[C:3]2[NH:4][C:5](=[O:7])[CH2:6][N:2]2[CH3:1])=[O:11])[CH:14]=1

Participants

Conditions

Temperature: 55 °C

Procedure

A mixture of 3.0 g (12.8 mM) of the phenyl carbamate 8, and 1.6 g (12.8 mM) of 4,6-dimethyl-2-aminopyridine in 50 ml of anhydrous DMF was heated at 55° C. for 8 hrs., cooled, and poured into 200 ml water. The resulting precipitate was collected and recrystallized from ethyl acetate to give 1.3 g of the above urea as a light yellow solid, m.p. 192°-193° C.

Workup

temperature, cooled
customThe resulting precipitate was collected
customrecrystallized from ethyl acetate

Sources & evidence

ORD record: ord-372296f8c7bb4130a010076202f22300
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04230713

Reaction notes

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