Tert-butyl 2-(3-cyanobenzylidene)-1-hydrazinecarboxylate → Tert-butyl 2-(3-cyanobenzyl)hydrazinecarboxylate

HRID 1181189

Reaction equation

HRID 1181189 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[CH:6]=[N:7][NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])#[N:2]>CO.[Pd]>[C:1]([C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[CH2:6][NH:7][NH:8][C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])#[N:2]

Participants

4

Reactant 1

HCID 69314844Tert-butyl 2-(3-cyanobenzylidene)-1-hydrazinecarboxylate

Product 1

HCID 11831759Tert-butyl 2-(3-cyanobenzyl)hydrazinecarboxylateYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl 2-(3-cyanobenzylidene)-1-hydrazinecarboxylate (60.0 mmol) was dissolved in MeOH (250 mL) and 10% Pd/C (10 w/w %) was added. The mixture was hydrogenated for 6 h. The catalyst was filtered off and the filtrate was evaporated in vacuo to yield oily tert-butyl 2-(3-cyanobenzyl)-1-hydrazinecarboxylate which crystallized overnight.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-931d97faaac748029114674e6154f725
Source dataset
uspto-grants-2007_10
Patent number
US07285547B2

Linked notes

Loading…