Propanal → 1-[2-(2,6-Diethyl-4-methylphenyl)-2-oxoacetyl]-2-propylidenehydrazine

HRID 579292Notes

Reaction equation

HRID 579292 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)[CH2:19][CH3:20]>CO>[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][N:16]=[CH:18][CH2:19][CH3:20])=[O:14])[CH3:2]

Participants

4

Reactant 2

HCID 527PropanalHCID 569428732-(2,6-Diethyl-4-methylphenyl)-2-oxoacetohydrazide

Product 1

HCID 666916141-[2-(2,6-Diethyl-4-methylphenyl)-2-oxoacetyl]-2-propylidenehydrazine

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-oxoacetohydrazine ((12-1)-(11)-39), 38 ml of methanol and 6.16 ml of propanal were added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure. The residue was washed with hexane and dried under reduced pressure to give 9.44 g or 1-[2-(2,6-diethyl-4-methylphenyl)-2-oxoacetyl]-2-propylidenehydrazine ((40-a)-(14)-3).

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-99dfa966f1c9405cb675514b9618baae
Source dataset
uspto-grants-2015_05
Patent number
US09040709B2

Reaction notes

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