1-Benzyl 2-tert-butyl 1-methylhydrazine-1,2-dicarboxylate → N'-methyl(tert-butoxy)carbohydrazide

HRID 56607Notes

Reaction equation

HRID 56607 reaction equation
[CH3:1][N:2](C(OCC1C=CC=CC=1)=O)[NH:3][C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5]>C(O)C.[Pd]>[CH3:1][NH:2][NH:3][C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5]

Participants

4

Reactant 1

HCID 110332501-Benzyl 2-tert-butyl 1-methylhydrazine-1,2-dicarboxylate

Product 1

HCID 15671306N'-methyl(tert-butoxy)carbohydrazide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 24.8 g (70.8 mmol) of 1-benzyl 2-tert-butyl 1-methylhydrazine-1,2-dicarboxylate in 500 ml of ethanol was hydrogenated in the presence of 1.24 g of palladium (10% on activated carbon) at RT and standard pressure. The reaction mixture was then filtered through Celite and the filtrate was concentrated under reduced pressure and dried. Yield: 12.3 g (purity 48%, 57% of theory)

Workup

  1. filtrationThe reaction mixture was then filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-2a7465828f0a478ba8b3941d3136134c
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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