Dimethylacetamide → HCID 86661492, compound

HRID 1626747Notes

Reaction equation

HRID 1626747 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].CC(N(C)C)=O.[F:19][C:20]([F:35])([F:34])[C:21]1[CH:22]=[C:23]([CH:27]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:29]=1)[C:24](Cl)=[O:25]>O>[F:19][C:20]([F:34])([F:35])[C:21]1[CH:22]=[C:23]([C:24]([NH:1][C:2]2[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:3]=2[C:4]([O:6][CH3:7])=[O:5])=[O:25])[CH:27]=[C:28]([C:30]([F:31])([F:32])[F:33])[CH:29]=1

Participants

5

Reactant 3

HCID 31374DimethylacetamideHCID 78878Methyl 2-amino-5-chlorobenzoateHCID 1018563,5-Bis(trifluoromethyl)benzoyl chloride

Product 1

HCID 86661492HCID 86661492, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Under ice-cooling, 660 mg (3.56 mmol) of methyl 2-amino-5-chlorobenzoate was added to a DMAc (10 mL) solution comprising 1.00 g (3.62 mmol) of 3,5-bis(trifluoromethyl)benzoyl chloride, and the mixture was stirred at room temperature for 5 hours. Water was added to the reaction mixture, and the mixture was stirred for a short time. Thereafter, the precipitates were collected by filtration, washed with water, and then air-dried, thereby giving methyl 2-({[3,5-bis(trifluoromethyl)phenyl]carbonyl}amino)-5-chlorobenzoate (yield: 99%).

Workup

  1. temperatureUnder ice-cooling
  2. stirringthe mixture was stirred for a short time
  3. filtrationThereafter, the precipitates were collected by filtration
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-0d32276e05cc4e9e983cf2324f479f80
Source dataset
uspto-grants-2014_07
Patent number
US08785473B2

Reaction notes

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