4-Methoxy-N-methyl-2-nitrobenzenamine → 4-methoxy-1-N-methylbenzene-1,2-diamine

HRID 1709201Notes

Reaction equation

HRID 1709201 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[N+:11]([O-])=O>C(O)C.[Pd]>[NH2:11][C:4]1[CH:5]=[C:6]([O:9][CH3:10])[CH:7]=[CH:8][C:3]=1[NH:2][CH3:1]

Participants

4

Reactant 1

HCID 35543134-Methoxy-N-methyl-2-nitrobenzenamine

Product 1

HCID 45184444-methoxy-1-N-methylbenzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 0.75 g (4.1mmol) N-methyl-4-methoxy-2-nitroaniline in 150 ml ethanol was hydrogenated at atm. pressure by using 5% Pd-C (0,1 g) as a catalyst. The reaction mixture was filtered, added 2 ml 1N hydrochloric acid and then evaporated in vacuo to give 2-amino-4-methoxy-N-methylaniline as crystals.

Workup

  1. filtrationThe reaction mixture was filtered
  2. additionadded 2 ml 1N hydrochloric acid
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-b01bafe3e3044b858c733e8fff5a98cb
Source dataset
uspto-grants-1990_08
Patent number
US04948794

Reaction notes

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