Potassium Carbonate → N-(2-methylcinnamoyl)-4-carbamoylaniline

HRID 232715Notes

Reaction equation

HRID 232715 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7]([C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1)(=[O:9])[NH2:8].[CH3:17][C:18]1[CH:28]=[CH:27][CH:26]=[CH:25][C:19]=1[CH:20]=[CH:21][C:22](Cl)=[O:23]>CC(C)=O.O>[CH3:17][C:18]1[CH:28]=[CH:27][CH:26]=[CH:25][C:19]=1[CH:20]=[CH:21][C:22]([NH:14][C:13]1[CH:15]=[CH:16][C:10]([C:7](=[O:9])[NH2:8])=[CH:11][CH:12]=1)=[O:23]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 760794-AminobenzamideHCID 27606352-Propenoyl chloride, 3-(2-methylphenyl)-

Product 1

HCID 53742193N-(2-methylcinnamoyl)-4-carbamoylanilineYield 77.7%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

4.1 g of potassium carbonate was added to a solution of 2.0 g of 4-carbamoylaniline in 40 ml of acetone and 40 ml of water. To the mixture was gradually added 3.2 g of 2-methylcinnamoyl chloride with ice-cooling. The resulting mixture was stirred at room temperature overnight. The reaction mixture was mixed with water. The resulting precipitate was collected by filtration, washed with water and dried to obtain 3.2 g of N-(2-methylcinnamoyl)-4-carbamoylaniline as a white powder.

Workup

  1. temperaturecooling
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-557d8075271e4ad0a1398e679c7af252
Source dataset
uspto-grants-1997_01
Patent number
US05591751

Reaction notes

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