Water → HCID 136109368, compound

HRID 904161Notes

Reaction equation

HRID 904161 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:21]=[CH:20][C:16]([C:17]([NH2:19])=[O:18])=[CH:15][N:14]=1.O>CN(C=O)C>[NH2:19][C:17]([C:16]1[CH:20]=[CH:21][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])=[N:14][CH:15]=1)=[O:18]

Participants

5

Reactant 3

HCID 962WaterHCID 95006-AminonicotinamideHCID 136469822tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene carbamic acid

Product 1

HCID 136109368HCID 136109368, compoundYield 71.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
65 °C

Procedure

A mixture of 1.00 g (4.29 mM) of the phenyl carbamate 8 and 0.59 g (4.29 mM) of 6-aminonicotinamide in 4 ml of anhydrous DMF was stirred at 65° C. for 1.5 hr., cooled and poured into water. The resulting precipitate was collected, washed with acetone and air dried to give 0.85 g of the above urea as a pale yellow solid, m.p. 240°-243° C. (dec.).

Workup

  1. temperature, cooled
  2. customThe resulting precipitate was collected
  3. washwashed with acetone and air
  4. customdried

Sources & evidence

ORD record
ord-189fb0805c4a4d208426cce85d4179e9
Source dataset
uspto-grants-1980_10
Patent number
US04230713

Reaction notes

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