Water → HCID 178471932, compound

HRID 974943Notes

Reaction equation

HRID 974943 reaction equation
[Cl:1][C:2]1[C:19]([F:20])=[C:18]([Cl:21])[CH:17]=[C:16]([F:22])[C:3]=1[C:4]([C:6](=[CH:12]OCC)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[F:23][C:24]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:25]=1[NH2:26].O>C(O)C>[Cl:1][C:2]1[C:19]([F:20])=[C:18]([Cl:21])[CH:17]=[C:16]([F:22])[C:3]=1[C:4]([C:6](=[CH:12][NH:26][C:25]1[CH:27]=[CH:28][C:29]([F:31])=[CH:30][C:24]=1[F:23])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 97092,4-DifluoroanilineHCID 53750212Ethyl 2-(2,4-dichloro-3,6-difluorobenzoyl)-3-ethoxyacrylate

Product 1

HCID 178471932HCID 178471932, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

35.3 g of ethyl 2-(2,4-dichloro-3,6-difluorobenzoyl)-3-ethoxyacrylate are dissolved in 120 ml of ethanol, and 12.9 g of 2,4-difluoroaniline are added dropwise, while cooling with ice. The mixture is stirred at room temperature for 1.5 hours, 120 ml of water are added, while cooling, and the precipitate is filtered off with suction, rinsed with ethanol/H2O (1:1) and dried. 40.5 g of ethyl 2-(2,4-dichloro-3,6-difluorobenzoyl)-3-(2,4-difluorophenylamino)acrylate are obtained, melting point: 84°-86° C.

Workup

  1. temperaturewhile cooling with ice
  2. temperaturewhile cooling
  3. filtrationthe precipitate is filtered off with suction
  4. washrinsed with ethanol/H2O (1:1)
  5. customdried

Sources & evidence

ORD record
ord-5a099b688e5c4f0aa99caf4ef33e7961
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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