1,1-Bis(methylthio)-2-nitroethylene → N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1-(methylthio)-2-nitroethenamine

HRID 1043515Notes

Reaction equation

HRID 1043515 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][CH:10]=[CH2:11])=[CH:4][CH:3]=1.[CH3:12][S:13][C:14](SC)=[CH:15][N+:16]([O-:18])=[O:17]>C(O)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH2:10][CH3:11])[C:14]([S:13][CH3:12])=[CH:15][N+:16]([O-:18])=[O:17])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 86658943HCID 86658943, compound

Product 1

HCID 54422628N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1-(methylthio)-2-nitroethenamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-((6-chloropyridin-3-yl)methyl)ethenamine and 1,1-dimethylthio-2-nitroethene is dissolved in ethanol and refluxed for 4-8 hours. After completion, the mixture is concentrated and purified by column chromatography to obtain N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1-(methylthio)-2-nitroethenamine.

Workup

  1. temperaturerefluxed for 4-8 hours
  2. concentrationAfter completion, the mixture is concentrated
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-6bc09805537549f8830da3c2baad82a1
Source dataset
uspto-grants-2013_10
Patent number
US08563546B2

Reaction notes

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