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

HRID 1679457Notes

Reaction equation

HRID 1679457 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

1.3 G. of 1-amino-2-nitro-4-methoxymethylthiobenzene is treated in 80 ml. methanol and 20 ml. water at reflux under nitrogen, with 0.7 g. ferrous sulfate and 2.8 g. iron (added in two portions) for four hours. The mixture is filtered, stripped under vacuum, and the residue recrystallized from cyclohexane. 1,2-Diamino-4-methoxymethylthiobenzene is thus obtained.

Workup

  1. filtrationThe mixture is filtered
  2. customthe residue recrystallized from cyclohexane

Sources & evidence

ORD record
ord-ccf425ad4bf14da8acbee273d65e661c
Source dataset
uspto-grants-1978_03
Patent number
US04080461

Reaction notes

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