Methanol → 4-[(Methoxymethyl)sulfanyl]benzene-1,2-diamine

HRID 616088Notes

Reaction equation

HRID 616088 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][O:10][CH3:11])=[CH:4][C:3]=1[N+:12]([O-])=O.CO>[Fe].O>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][O:10][CH3:11])=[CH:4][C:3]=1[NH2:12]

Participants

5

Reactant 2

HCID 887MethanolHCID 203628174-[(Methoxymethyl)sulfanyl]-2-nitroaniline

Product 1

HCID 203628324-[(Methoxymethyl)sulfanyl]benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

1.2 G. 1-amino-2-nitro-4-methoxymethylthiobenzene is reduced in 80 ml. methanol and 20 ml. water at reflux with 2.4 g. iron powder and 0.6 g. ferrous sulfate. The mixture is filtered and concentrated. The residue is recrystallized from cyclohexane, yielding pure 1,2-diamino-4-methoxymethylthiobenzene.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated
  3. customThe residue is recrystallized from cyclohexane

Sources & evidence

ORD record
ord-c14274f2744446d5bfb798a4aff5d855
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

Loading…