Acetaldehyde → 2-Ethylidene-1-[2-(2,6-diethyl-4-methylphenyl)-2-oxoacetyl]hydrazine

HRID 335481

Reaction equation

HRID 335481 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH2:10][CH3:11])[C:4]=1[C:12](=[O:17])[C:13]([NH:15][NH2:16])=[O:14])[CH3:2].[CH:18](=O)[CH3:19]>CO>[CH:18](=[N:16][NH:15][C:13](=[O:14])[C:12]([C:4]1[C:5]([CH2:10][CH3:11])=[CH:6][C:7]([CH3:9])=[CH:8][C:3]=1[CH2:1][CH3:2])=[O:17])[CH3:19]

Participants

4

Reactant 2

HCID 177AcetaldehydeHCID 569428732-(2,6-Diethyl-4-methylphenyl)-2-oxoacetohydrazide

Product 1

HCID 682980712-Ethylidene-1-[2-(2,6-diethyl-4-methylphenyl)-2-oxoacetyl]hydrazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 100 mL volume three-necked flask, 10.0 g of 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetohydrazide ((12-1)-(11)-39), 38 ml of methanol and 4.79 ml of acetaldehyde were added and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, and the residue was washed with hexane and dried under reduced pressure to give 9.71 g of 2-ethylidene-1-[2-(2,6-diethyl-4-methylphenyl)-2-oxoacetyl]hydrazine ((40-a)-(14)-2) as a mixture (5:1) of geometrical isomer.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. washthe residue was washed with hexane
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-913efdeaa97149a0873fa9d579fa4f65
Source dataset
uspto-grants-2014_11
Patent number
US08884010B2

Linked notes

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