Water → 1-Acetamido-2-amino-4-benzylthiobenzene

HRID 616075Notes

Reaction equation

HRID 616075 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][C:6]=1[N+:19]([O-])=O)(=[O:3])[CH3:2].O>[Fe].CO>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][C:6]=1[NH2:19])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 962WaterHCID 20362823N-[4-(Benzylsulfanyl)-2-nitrophenyl]acetamide

Product 1

HCID 203711891-Acetamido-2-amino-4-benzylthiobenzene

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 887MethanolSolvent

Procedure

2.4 G. of 1-acetamido-2-nitro-4-benzylthiobenzene is treated with 2.4 g. iron powder and 1.2 g. ferrous sulfate in a mixture of 60 ml. water and 240 ml. methanol, at reflux for 4 hours. The mixture is then filtered, the filtrate concentrated and the residue recrystallized from benzene. Pure 1-acetamido-2-amino-4-benzylthiobenzene is obtained.

Workup

  1. filtrationThe mixture is then filtered
  2. concentrationthe filtrate concentrated
  3. customthe residue recrystallized from benzene

Sources & evidence

ORD record
ord-1b56a93dea7345e5adf1da1fd8c48dbc
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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