Water → 1-(4-Pyridinyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea

HRID 904153Notes

Reaction equation

HRID 904153 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.[NH2:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1.O>CN(C)C=O>[N:16]1[CH:17]=[CH:18][C:13]([NH:12][C:9]([N:8]=[C:3]2[NH:4][C:5](=[O:7])[CH2:6][N:2]2[CH3:1])=[O:11])=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 17274-AminopyridineHCID 136469822tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene carbamic acid

Product 1

HCID 1361364301-(4-Pyridinyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4.0 g (17 mM) of the phenyl ester of tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene carbamic acid 8 and 1.6 g (17 mM) of 4-aminopyridine in 25 ml of anhydrous dimethylformamide (DMF) was heated at 55° for 5 hrs. (hours), cooled, and poured with stirring into 250 ml of water. The precipitated solid was collected, washed with ethanol and ether, and air dried. Recrystallization from methanol gave 2.0 g of the above urea as a pale yellow solid, m.p. 218°-220° C. (dec.).

Workup

  1. temperaturewas heated at 55° for 5 hrs
  2. temperature(hours), cooled
  3. additionpoured
  4. customThe precipitated solid was collected
  5. washwashed with ethanol and ether, and air
  6. customdried
  7. customRecrystallization from methanol

Sources & evidence

ORD record
ord-e6c16d8e57934d329fae3e5ffb61c15d
Source dataset
uspto-grants-1980_10
Patent number
US04230713

Reaction notes

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