Sodium Hydroxide → 4-[(Methylsulfanyl)methoxy]-2-nitroaniline

HRID 616106Notes

Reaction equation

HRID 616106 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][S:13][CH3:14])=[CH:7][C:6]=1[N+:15]([O-:17])=[O:16])(=O)C.[OH-].[Na+]>CO.O>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][S:13][CH3:14])=[CH:7][C:6]=1[N+:15]([O-:17])=[O:16]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 20362815N-{4-[(Methylsulfanyl)methoxy]-2-nitrophenyl}acetamide

Product 1

HCID 203628264-[(Methylsulfanyl)methoxy]-2-nitroaniline

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1.8 G. of 1 -acetamido-4-methylthiomethoxy-2-nitrobenzene is treated with sodium hydroxide in methanol, warmed briefly on a steam bath for about 15 minutes until the reaction is complete, diluted with water and extracted with dichloromethane to give 1-amino-4-methylthiomethoxy-2-nitrobenzene as a red oil.

Workup

  1. temperaturewarmed briefly on a steam bath for about 15 minutes until the reaction
  2. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-26002131e11c46b1b6d5ba160f5448a2
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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