methyl 3-[N'-benzyloxycarbonyl-hydrazinocarbonyl)-benzoate → Methyl 3-(hydrazinecarbonyl)benzoate

HRID 29804Notes

Reaction equation

HRID 29804 reaction equation
C(OC([NH:11][NH:12][C:13]([C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=1)[C:18]([O:20][CH3:21])=[O:19])=[O:14])=O)C1C=CC=CC=1.[H][H]>CO.[Pd]>[NH:12]([C:13]([C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=1)[C:18]([O:20][CH3:21])=[O:19])=[O:14])[NH2:11]

Participants

5

Reactant 2

HCID 12571328methyl 3-[N'-benzyloxycarbonyl-hydrazinocarbonyl)-benzoateHCID 178418361HCID 178418361, compound

Product 1

HCID 12571330Methyl 3-(hydrazinecarbonyl)benzoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

14.6 g (44.5 mmol) methyl 3-[N′-benzyloxycarbonyl-hydrazinocarbonyl)-benzoate are dissolved in 75 mL methanol and hydrogenated in the presence of palladium on charcoal (10%) at ambient temperature and 3 bar hydrogen pressure. The catalyst is filtered off and the filtrate is freed from solvent. White solid.

Workup

  1. filtrationThe catalyst is filtered off

Sources & evidence

ORD record
ord-69324b0698784402bfc1b8dfa45b7f76
Source dataset
uspto-grants-2008_09
Patent number
US07423036B2

Reaction notes

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