Propionamide → N-(3,4-Dimethoxyphenyl)-N'-propionylurea

HRID 1249381Notes

Reaction equation

HRID 1249381 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:11]=[C:12]=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:14]([NH2:18])(=[O:17])[CH2:15][CH3:16]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]([NH:18][C:14](=[O:17])[CH2:15][CH3:16])=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

3

Reactant 2

HCID 6578PropionamideHCID 35178104-Isocyanato-1,2-dimethoxybenzene

Product 1

HCID 13365109N-(3,4-Dimethoxyphenyl)-N'-propionylurea

Procedure

A mixture of 3,4-dimethoxyphenylisocyanate (26.0 g, 145 mM) and propionamide (10.61 g, 145 mM) is heated at 160°-165° C. for 11/2 hours. A homogeneous pale yellow solution forms which after 15 minutes solidifies. The heating is discontinued and the flask is allowed to cool slowly. The mixture is triturated with acetone and this resulting white solid is filtered and dried. Yield: 32.45 g, mp 193°-197° C.

Workup

  1. temperatureis heated at 160°-165° C. for 11/2 hours
  2. temperatureto cool slowly
  3. customThe mixture is triturated with acetone
  4. filtrationthis resulting white solid is filtered
  5. customdried

Sources & evidence

ORD record
ord-1c9c68c8912f4fe799d8d135eba039c7
Source dataset
uspto-grants-1986_12
Patent number
US04631283

Reaction notes

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