Propylamine → 1-(3,4-Dichlorophenyl)-3-propyl-1-(3,3,3-trifluoro-2-hydroxy-2-methylpropionyl)urea

HRID 1274441Notes

Reaction equation

HRID 1274441 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[C:12]([CH3:19])([C:15]([F:18])([F:17])[F:16])[O:11][C:10]2=[O:20])[CH:5]=[CH:6][C:7]=1[Cl:8].[CH2:21]([NH2:24])[CH2:22][CH3:23]>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]([C:13](=[O:14])[C:12]([OH:11])([CH3:19])[C:15]([F:18])([F:17])[F:16])[C:10]([NH:24][CH2:21][CH2:22][CH3:23])=[O:20])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 221211393-(3,4-Dichlorophenyl)-5-methyl-5-(trifluoromethyl)oxazolidine-2,4-dione

Product 1

HCID 99082431-(3,4-Dichlorophenyl)-3-propyl-1-(3,3,3-trifluoro-2-hydroxy-2-methylpropionyl)ureaYield 63%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

200 mg of 3-(3,4-dichlorophenyl)-5-methyl-5-(trifluoromethyl)oxazolidine-2,4-dione were dissolved in 10 ml of dichloromethane. 55 μl of propylamine were added. The reaction mixture was stirred for 24 hours at room temperature. After evaporation, the residue was purified by chromatography on a silica column (eluent: dichloromethane). 155 mg of 1-(3,4-dichlorophenyl)-3-propyl-1-(3,3,3-trifluoro-2-hydroxy-2-methylpropionyl)urea were obtained, for a yield of 63%.

Workup

  1. customAfter evaporation
  2. customthe residue was purified by chromatography on a silica column (eluent: dichloromethane)

Sources & evidence

ORD record
ord-f30ee8d9b1764fdba196d6b4b8bb9735
Source dataset
uspto-grants-2000_12
Patent number
US06156899

Reaction notes

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