Diphosgene → HCID 19597845, compound

HRID 2257188Notes

Reaction equation

HRID 2257188 reaction equation
[CH3:1][S:2][C:3]1[C:8]([NH2:9])=[C:7]([S:10][CH3:11])[CH:6]=[C:5]([CH3:12])[N:4]=1.Cl[C:14](OC(Cl)(Cl)Cl)=[O:15]>O1CCOCC1>[CH3:1][S:2][C:3]1[C:8]([N:9]=[C:14]=[O:15])=[C:7]([S:10][CH3:11])[CH:6]=[C:5]([CH3:12])[N:4]=1

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 99903926-Methyl-2,4-bis-methylsulfanylpyridin-3-ylamine

Product 1

HCID 19597845HCID 19597845, compoundYield 140.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 800 mg (4 mmol) 2,4-bis(methylthio)-3-amino-6-methylpyridine and 0.4 ml (2.3 mmol) trichloromethyl chloroformate in 20 ml anhydrous dioxane was refluxed under nitrogen overnight. The reaction mixture was cooled and filtered and the filtrate was concentrated to dryness in vacuo yielding 730 mg of the title compound (81% yield) as a tan colored solid.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-fbe2a506888d4ed5baff0148fa6b0368
Source dataset
uspto-grants-1997_08
Patent number
US05656634

Reaction notes

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