Water → HCID 178472136, compound

HRID 979148Notes

Reaction equation

HRID 979148 reaction equation
[CH:1]([N:3]([CH3:5])[NH2:4])=[O:2].[F:6][C:7]1[C:24]([F:25])=[C:23]([F:26])[C:22]([F:27])=[CH:21][C:8]=1[C:9]([C:11](=[CH:17]OCC)[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:10].O>C(O)C>[F:6][C:7]1[C:24]([F:25])=[C:23]([F:26])[C:22]([F:27])=[CH:21][C:8]=1[C:9]([C:11](=[CH:17][NH:4][N:3]([CH:1]=[O:2])[CH3:5])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:10]

Participants

5

Reactant 3

HCID 962WaterHCID 12962Hydrazinecarboxaldehyde, 1-methyl-HCID 54346083Ethyl 3-ethoxy-2-(2,3,4,5-tetrafluorobenzoyl)acrylate

Product 1

HCID 178472136HCID 178472136, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.8 g of 1-formyl-1-methylhydrazine are added dropwise to a solution of 16 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 water are added, the mixture is cooled with ice and the precipitate is filtered off with suction and washed with water/ethanol (1:1). 12 g of ethyl 2-(2,3,4,5-tetrafluorobenzoyl)-3-(2-formyl-2-methylhydrazino)-acrylate of melting point 92° 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-e03970f68082482b967120b5a5d011b6
Source dataset
uspto-grants-1987_05
Patent number
US04666920

Reaction notes

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