HCID 11345951, compound → 2-(4-Amino-2,6-dichloro-phenyl)-2-methyl-propionitrile

HRID 1072476Notes

Reaction equation

HRID 1072476 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([Cl:11])[C:3]=1[C:12]([CH3:16])([CH3:15])[C:13]#[N:14]>CO.[Ni]>[NH2:8][C:6]1[CH:5]=[C:4]([Cl:11])[C:3]([C:12]([CH3:15])([CH3:16])[C:13]#[N:14])=[C:2]([Cl:1])[CH:7]=1

Participants

4

Reactant 1

HCID 11345951HCID 11345951, compound

Product 1

HCID 112416692-(4-Amino-2,6-dichloro-phenyl)-2-methyl-propionitrileYield 113.1%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of intermediate (2) (0.066 mole) in CH3OH (200 ml) was hydrogenated at RT under a 3 bar pressure for 1 hour with Raney Nickel (15 g) as a catalyst. After uptake of H2, the catalyst was filtered through celite, washed with CH3OH and the filtrate was evaporated, yielding 17.1 g of 4-amino-2,6-dichloro-α,α-dimethylbenzeneacetonitrile (intermediate 3).

Workup

  1. filtrationAfter uptake of H2, the catalyst was filtered through celite
  2. washwashed with CH3OH
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-81fe0450db874ee3ab26fd24b2e650a1
Source dataset
uspto-grants-2005_06
Patent number
US06911444B2

Reaction notes

Loading…