Methanol → 4-(Phenylmethanesulfinyl)benzene-1,2-diamine

HRID 1679444Notes

Reaction equation

HRID 1679444 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])=[CH:4][C:3]=1[N+:17]([O-])=O.CO>[Fe].O>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])=[CH:4][C:3]=1[NH2:17]

Participants

5

Reactant 2

HCID 887MethanolHCID 213280432-Nitro-4-(phenylmethanesulfinyl)aniline

Product 1

HCID 213280444-(Phenylmethanesulfinyl)benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

1.8 G. 1-amino-2-nitro-4-benzylsulfinylbenzene is treated in 120 ml. methanol and 30 ml. water with 1.8 g. iron powder and 0.9 g. ferrous sulfate at reflux for four hours, filtered and the filtrate concentrated under vacuum. The residue is extracted into chloroform and isolated by evaporation. The residue is recrystallized from methylene chloride-benzene giving 1,2-diamino-4-benzylsulfinylbenzene.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated under vacuum
  3. extractionThe residue is extracted into chloroform
  4. customisolated by evaporation
  5. customThe residue is recrystallized from methylene chloride-benzene

Sources & evidence

ORD record
ord-c283df0e94b6479392afa603b0619a2e
Source dataset
uspto-grants-1978_03
Patent number
US04080461

Reaction notes

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