1-Methylthio-1-methylamino-2-nitroethylene → HCID 70019858, compound

HRID 1280393Notes

Reaction equation

HRID 1280393 reaction equation
[CH3:1][NH:2][C:3](SC)=[CH:4][N+:5]([O-:7])=[O:6].[CH3:10][N:11]([C:13]1[C:18]([Cl:19])=[CH:17][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:15][N:14]=1)[NH2:12]>O1CCOCC1>[CH3:1][NH:2][C:3]([NH:12][N:11]([CH3:10])[C:13]1[C:18]([Cl:19])=[CH:17][C:16]([C:20]([F:22])([F:21])[F:23])=[CH:15][N:14]=1)=[CH:4][N+:5]([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 1235491-Methylthio-1-methylamino-2-nitroethyleneHCID 27367033-Chloro-2-(1-methylhydrazinyl)-5-(trifluoromethyl)pyridine

Product 1

HCID 70019858HCID 70019858, compoundYield 33.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

500 mg of N-methyl-1-methylthio-2-nitroetheneamine, 770 mg of 1-methyl-1-(3-chloro-5-trifluoromethyl-2-pyridyl)hydrazine and 7 ml of 1,4-dioxane were stirred for about 4 hours under heating and refluxing and then cooled to room temperature, and the solvent was distilled off under reduced pressure. The concentrated residue was purified by silica gel column chromatography to obtain 370 mg of N-methyl-1-(2-methyl-2-(3-chloro-5-trifluoromethyl-2-pyridyl)hydrazino)-2-nitroetheneamine (Compound No. 35) having a melting point of from 159 to 160° C. (decomposed).

Workup

  1. temperatureunder heating
  2. temperaturerefluxing
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe concentrated residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-6746119f033842d3b84ae240032f3406
Source dataset
uspto-grants-2002_09
Patent number
US06451792B1

Reaction notes

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