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

HRID 1414777Notes

Reaction equation

HRID 1414777 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-98d8db73d2434f1a964f5965dd547e5b
Source dataset
uspto-grants-1977_01
Patent number
US04002640

Reaction notes

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