Water → Methyl (3-amino-4-nitrophenylsulfanyl)acetate

HRID 230734Notes

Reaction equation

HRID 230734 reaction equation
C(=O)([O-])[O-].[K+].[K+].Cl[C:8]1[CH:9]=[CH:10][C:11]([N+:15]([O-:17])=[O:16])=[C:12]([CH:14]=1)[NH2:13].[C:18]([O:22][CH3:23])(=[O:21])[CH2:19][SH:20].O>CN(C=O)C>[NH2:13][C:12]1[CH:14]=[C:8]([S:20][CH2:19][C:18]([O:22][CH3:23])=[O:21])[CH:9]=[CH:10][C:11]=1[N+:15]([O-:17])=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 742185-Chloro-2-nitroaniline

Product 1

HCID 57763320Methyl (3-amino-4-nitrophenylsulfanyl)acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

14.1 4.25 g (30.7 mmol) of potassium-carbonate are added to a solution of 2.65 g (15.4 mmol) of 5-chloro-2-nitroaniline and 1.66 g (1 5.4 mmol) of methyl thioglycolate in 14 ml of DMF, and the mixture is stirred at room temperature for 18 hours. The reaction mixture is introduced into water, and the resultant precipitate is filtered off, giving methyl (3-amino-4-nitrophenylsulfanyl)acetate as a yellow solid; ESI 243.

Workup

  1. filtrationthe resultant precipitate is filtered off

Sources & evidence

ORD record
ord-a540c4408b334c18b276a9bcca2dd678
Source dataset
uspto-grants-2009_07
Patent number
US07566789B2

Reaction notes

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