Sodium Hydroxide → 4-[(Methoxymethyl)sulfanyl]-2-nitroaniline

HRID 1679463Notes

Reaction equation

HRID 1679463 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][O:13][CH3:14])=[CH:7][C:6]=1[N+:15]([O-:17])=[O:16])(=O)C.[OH-].[Na+]>CO>[N+:15]([C:6]1[CH:7]=[C:8]([S:11][CH2:12][O:13][CH3:14])[CH:9]=[CH:10][C:5]=1[NH2:4])([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20362834N-{4-[(Methoxymethyl)sulfanyl]-2-nitrophenyl}acetamide

Product 1

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

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.4 G. of 1-acetamido-2-nitro-4-methoxymethylthiobenzene is treated in 6 ml. of methanol with 3 ml. of 5N aqueous sodium hydroxide solution and refluxed for 15 minutes. The solvent is removed under vacuum and the residue diluted with water and extracted with chloroform. Evaporation of the chloroform yields 2-nitro-4-methoxymethylthioaniline as reddish crystals.

Workup

  1. customThe solvent is removed under vacuum
  2. additionthe residue diluted with water
  3. extractionextracted with chloroform
  4. customEvaporation of the chloroform

Sources & evidence

ORD record
ord-6969ff45c7594b088393cf6bc626321d
Source dataset
uspto-grants-1978_03
Patent number
US04080461

Reaction notes

Loading…