Hydrochloric Acid → 5-methoxy-N1-methylbenzene-1,2-diamine

HRID 1494327Notes

Reaction equation

HRID 1494327 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[N+:11]([O-])=O.Cl>C(O)C.[Pd]>[NH2:11][C:4]1[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[CH:8][C:3]=1[NH:2][CH3:1]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 153056Benzenamine, 5-methoxy-N-methyl-2-nitro-

Product 1

HCID 121982765-methoxy-N1-methylbenzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3.7 g (20.4 mmol) N-methyl-5-methoxy-2-nitroaniline in 700 ml ethanol was added 7.4 ml 4N hydrochloric acid, and then hydrogenated at atm. pressure by using 5% Pd-C (0.5 g) as a catalyst. The reaction mixture was filtered and evaporated in vacuo to give 2-amino-5-methoxy-N-methylaniline as crystals.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated in vacuo

Sources & evidence

ORD record
ord-9e0b50d5cd7a49f18e294ea2d8574746
Source dataset
uspto-grants-1991_06
Patent number
US05026704

Reaction notes

Loading…