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

HRID 1154554Notes

Reaction equation

HRID 1154554 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-2004ee06a97f41889acab2cf99b4cd99
Source dataset
uspto-grants-1984_12
Patent number
US04490374

Reaction notes

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