1-[2-(2,4-Dichlorophenyl)-pentylidene]-2-methoxycarbonylhydrazine → 1-[2-(2,4-Dichlorophenyl)-pentyl]-2-methoxycarbonylhydrazine

HRID 637515Notes

Reaction equation

HRID 637515 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH2:17][CH2:18][CH3:19])[CH:10]=[N:11][NH:12][C:13]([O:15][CH3:16])=[O:14]>[Pt].C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH2:17][CH2:18][CH3:19])[CH2:10][NH:11][NH:12][C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 1

HCID 545461481-[2-(2,4-Dichlorophenyl)-pentylidene]-2-methoxycarbonylhydrazine

Product 1

HCID 202570131-[2-(2,4-Dichlorophenyl)-pentyl]-2-methoxycarbonylhydrazine

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

1.2 g of a platinum/charcoal catalyst (5% by weight of Pt) are added to a solution of 12.0 g (0.04 mol) of 1-[2-(2,4-dichlorophenyl)-pentylidene]-2-methoxycarbonylhydrazine in 80 ml of acetic acid, and the mixture is hydrogenated at 40° C. under a hydrogen pressure of 50 bar for 2 hours. Filtration of the reaction mixture and column-chromatography of the residue after evaporation yield 9.4 g (78% of theory) of the above product:

Workup

  1. customis hydrogenated at 40° C. under a hydrogen
  2. customfor 2 hours
  3. filtrationFiltration of the reaction mixture and column-chromatography of the residue
  4. customafter evaporation yield 9.4 g (78% of theory) of the above product

Sources & evidence

ORD record
ord-f2273556c0734281979475cfe4dfa2f3
Source dataset
uspto-grants-1985_12
Patent number
US04556717

Reaction notes

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