Ammonia → HCID 58487784, compound

HRID 1406354Notes

Reaction equation

HRID 1406354 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[CH:5]=[CH:4][C:3]=1[C:16](=[N:18]O)[CH3:17].N.[H][H]>CO.[Ni]>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[CH:5]=[CH:4][C:3]=1[CH:16]([NH2:18])[CH3:17]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 86658817HCID 86658817, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58487784HCID 58487784, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1.8 g (6.08 mmol) of 1-[2-chloro-4-(2-chloro-phenoxy)-phenyl]-ethanone-oxime was dissolved in 50 mL methanol and 50 mL 7M methanolic ammonia were added, followed by 400 mg Raney nickel. The mixture was shaken at RT and 50 psi hydrogen pressure. The catalyst was suction filtered and the filtrate was evaporated down. The residue was purified by chromatography (silica gel column, dichloromethane:methanol=50:1 to 9:1)

Workup

  1. filtrationfiltered
  2. customthe filtrate was evaporated down
  3. customThe residue was purified by chromatography (silica gel column, dichloromethane:methanol=50:1 to 9:1)

Sources & evidence

ORD record
ord-9934346cd4bf4122b5bf97e40fa41b06
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

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