Ammonia → 2-Chloro-4-(2-chloro-phenoxy)-benzylamine

HRID 1406350Notes

Reaction equation

HRID 1406350 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].N.[H][H]>CO.[Ni]>[Cl:1][C:2]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])[CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 551532072-Chloro-4-(2-chloro-phenoxy)-benzonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 584879012-Chloro-4-(2-chloro-phenoxy)-benzylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1.2 g (4.54 mmol) of 2-chloro-4-(2-chloro-phenoxy)-benzonitrile were dissolved in 30 mL methanol and 30 ml 7M methanolic ammonia were added, then 150 mg Raney nickel were added to the mixture. It was shaken at 50° C. under 50 psi hydrogen pressure. The catalyst was separated off by suction filtering and the filtrate was evaporated down.

Workup

  1. customThe catalyst was separated off by suction
  2. filtrationfiltering
  3. customthe filtrate was evaporated down

Sources & evidence

ORD record
ord-d10774703de64292aadd418fb58b6809
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

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