Urea → HCID 178517841, compound

HRID 1179673

Reaction equation

HRID 1179673 reaction equation
[O-]CC.[Na+].[Na].[Cl:6][C:7]1[CH:8]=[C:9]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:10][C:11](=[CH:14]N(C)C)[CH:12]=O.[NH2:22][C:23]([NH2:25])=[O:24]>C(O)C.C(O)(=O)C.O>[Cl:6][C:7]1[CH:8]=[C:9]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:10][C:11]1[CH:14]=[N:22][C:23]([OH:24])=[N:25][CH:12]=1

Participants

8

Reactant 4

HCID 1176UreaHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 545558182-(3,4-Dichlorophenoxy)-3-(dimethylamino)prop-2-enal

Product 1

HCID 178517841HCID 178517841, compoundYield 17.3%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A solution of sodium ethoxide, prepared from sodium (0.95 g, 41.4 mmol), 2-(3,4-dichlorophenoxy)-3-dimethylamino-propenal (5.38 g, 20.7 mmol) and urea (2.48 g, 41.4 mmol) in ethanol (25 ml) was heated at 60° C. for 4 hours. Water (1 ml) was added and heating was continued for an additional 2 hours. The solution was cooled to room temperature and neutralised with glacial acetic acid. Most of the solvent was removed by evaporation in vacuo. Water was added and the precipitate was isolated by suction, followed by drying in a vacuum oven, yielding the title compound (0.92 g, 17% yield) as a brown solid.

Workup

  1. temperatureheating
  2. customMost of the solvent was removed by evaporation in vacuo
  3. additionWater was added
  4. customthe precipitate was isolated by suction
  5. customby drying in a vacuum oven

Sources & evidence

ORD record
ord-013cd658c52c4729b497545a849f88cd
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Linked notes

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