2-(2-Methylthioethoxy)nitrobenzene → 2-(2-Methylthioethoxy)aniline

HRID 4242Notes

Reaction equation

HRID 4242 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-])=O.[H][H]>O1CCCC1.[Ni]>[CH3:1][S:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH2:12]

Participants

5

Reactant 2

HCID 539101632-(2-Methylthioethoxy)nitrobenzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 542131632-(2-Methylthioethoxy)aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

33.9 g of he oil obtained under (a) are hydrogenated in 100 ml of absolute tetrahydrofuran, with the addition of 13.6 g of Raney nickel, under normal pressure (hydrogen absorption=10.6 liters). After the catalyst has been filtered off, the filtrate is concentrated by evaporation, and then purified by means of chromatography (silica gel; hexane/ethyl acetate as eluant).

Workup

  1. filtrationAfter the catalyst has been filtered off
  2. concentrationthe filtrate is concentrated by evaporation
  3. custompurified by means of chromatography (silica gel; hexane/ethyl acetate as eluant)

Sources & evidence

ORD record
ord-242fffddb7bc46a48d2d17eb9c1eb71e
Source dataset
uspto-grants-1988_02
Patent number
US04725302

Reaction notes

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