Hydrogen Peroxide → 1-(2,4-Dichlorophenyl)cyclopropane-1-carboxamide

HRID 1178555Notes

Reaction equation

HRID 1178555 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:12]#[N:13])[CH2:11][CH2:10]1.C(=O)([O-])[O-:15].[K+].[K+].OO.O>CS(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:12]([NH2:13])=[O:15])[CH2:10][CH2:11]1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 11430Potassium CarbonateHCID 12682581-(2,4-Dichlorophenyl)cyclopropanecarbonitrile

Product 1

HCID 389971921-(2,4-Dichlorophenyl)cyclopropane-1-carboxamide

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
0 °C

Procedure

1-(2,4-Dichloro-phenyl)-cyclopropanecarbonitrile (2.1 g, 10 mmol) was dissolved in DMSO (10 ml) and the solution cooled to 0° C. using an ice bath. Potassium carbonate (0.2 g, 1.5 mmol) was then added, followed by commercial 30% aqueous hydrogen peroxide (2 mL). The reaction was then allowed to warm to room temperature with stirring over 1 h. Water (20 mL) was added and the 1-(2,4-dichloro-phenyl)-cyclopropanecarboxylic acid amide collected as a white solid. Yield: 2.1 g (90%).

Workup

  1. temperatureto warm to room temperature
  2. customthe 1-(2,4-dichloro-phenyl)-cyclopropanecarboxylic acid amide collected as a white solid

Sources & evidence

ORD record
ord-72b789f8c7c545fe97e9fae1c76b39ff
Source dataset
uspto-grants-2007_10
Patent number
US07276526B2

Reaction notes

Loading…