Methanethiol → 5-(Methylthio)-2-nitroaniline

HRID 616094

Reaction equation

HRID 616094 reaction equation
[OH-].[Na+].[CH3:3][SH:4].CN(C)C=O.[NH2:10][C:11]1[CH:16]=[C:15](Cl)[CH:14]=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19]>O>[NH2:10][C:11]1[CH:16]=[C:15]([S:4][CH3:3])[CH:14]=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19]

Participants

6

Reactant 4

HCID 878MethanethiolHCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 742185-Chloro-2-nitroaniline

Product 1

HCID 105354825-(Methylthio)-2-nitroaniline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2 g. sodium hydroxide, 2.4 g. methylmercaptan and 20 ml. dimethylformamide is stirred at room temperature for two hours. 3.0 g. 2-amino-4-chloro-1-nitrobenzene is added and the mixture stirred for 1 1/2 hours. Water is added and the crude product filtered off. Recrystallization from methanol yields pure 2-amino-4-methylthio-1-nitrobenzene.

Workup

  1. additionA mixture of 2 g
  2. filtrationthe crude product filtered off
  3. customRecrystallization from methanol

Sources & evidence

ORD record
ord-43643d142c7d4c63805eee68d7c23fa8
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Linked notes

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