Water → HCID 178472133, compound

HRID 580444Notes

Reaction equation

HRID 580444 reaction equation
[CH3:1][N:2]([CH3:4])[NH2:3].[F:5][C:6]1[C:23]([F:24])=[C:22]([F:25])[C:21]([F:26])=[CH:20][C:7]=1[C:8]([C:10](=[CH:16]OCC)[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9].O>C(O)C>[F:5][C:6]1[C:23]([F:24])=[C:22]([F:25])[C:21]([F:26])=[CH:20][C:7]=1[C:8]([C:10](=[CH:16][NH:3][N:2]([CH3:4])[CH3:1])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9]

Participants

5

Reactant 3

HCID 962WaterHCID 59761,1-DimethylhydrazineHCID 54346083Ethyl 3-ethoxy-2-(2,3,4,5-tetrafluorobenzoyl)acrylate

Product 1

HCID 178472133HCID 178472133, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.1 g of 1,1-dimethylhydrazine are added dropwise to a solution of16 g of ethyl 2-(2,3,4,5-tetrafluorobenzoyl)-3-ethoxy-acrylate in 60 ml of ethanol, while cooling with ice and stirring. The mixture is stirred at room temperature for 1 hour, 60 ml of H2O are added, the mixture is cooled with ice and the precipitate is filtered off with suction and washed with water/ethanol (1:1). 12.9 g of ethyl 2-(2,3,4,5-tetrafluorobenzoyl)-3-(2,2-dimethylhydrazino)-acrylate of melting point 81° C. are obtained.

Workup

  1. temperaturewhile cooling with ice
  2. stirringThe mixture is stirred at room temperature for 1 hour
  3. temperaturethe mixture is cooled with ice
  4. filtrationthe precipitate is filtered off with suction
  5. washwashed with water/ethanol (1:1)

Sources & evidence

ORD record
ord-06a0172a33314e3981fa358a0837274c
Source dataset
uspto-grants-1988_06
Patent number
US04753925

Reaction notes

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