Water → 1-(2-Methoxy-5-pyridinyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea

HRID 904158Notes

Reaction equation

HRID 904158 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:14]=[CH:15][C:16]([O:19][CH3:20])=[N:17][CH:18]=1.O>CN(C=O)C>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][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:18][N:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 811216-Methoxy-3-pyridinylamineHCID 136469822tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene carbamic acid

Product 1

HCID 1364698481-(2-Methoxy-5-pyridinyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2.33 g (10.0 mM) of phenyl carbamate 8 and 1.24 g. (10.0 mM) of 5-amino-2-methoxypyridine in 9 ml of anhydrous DMF was heated at 70° C. for 6 hrs., cooled, and poured into 40 ml of water. On cooling in ice, crystals precipitated from the aqueous solution and these were collected and recrystallized from methanol to give 0.5 g of the above urea as pale yellow needles, m.p. 175°-176° C.

Workup

  1. temperature, cooled
  2. temperatureOn cooling in ice
  3. customcrystals precipitated from the aqueous solution
  4. customthese were collected
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-33826941d3ee458cba3700031ad4985f
Source dataset
uspto-grants-1980_10
Patent number
US04230713

Reaction notes

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