Lawesson's reagent → HCID 22401664, compound

HRID 260518Notes

Reaction equation

HRID 260518 reaction equation
[CH3:1][N:2]1[C:6]2[N:7]=[C:8]3[S:14][CH2:13][CH2:12][N:9]3[C:10](=O)[C:5]=2[CH:4]=[N:3]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:24])=CC=1>C1(C)C=CC=CC=1>[CH3:1][N:2]1[C:6]2[N:7]=[C:8]3[S:14][CH2:13][CH2:12][N:9]3[C:10](=[S:24])[C:5]=2[CH:4]=[N:3]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 10198195HCID 10198195, compound

Product 1

HCID 22401664HCID 22401664, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In 50 ml of toluene was dissolved 2.08 g (10.0 mmol) of Compound 2 prepared in Example 2, and 4.45 g (11.0 mmol) of Lawesson's reagent was added to the solution, followed by heating under reflux for 30 minutes. After cooling, the precipitated crystals were collected by filtration, and then washed with toluene. The crystals were subjected to silica gel column chromatography and eluted with chloroform to give 1.90 g (85%) of Compound 39. The compound was recrystallized from chloroform/ethanol for purification.

Workup

  1. additionwas added to the solution
  2. temperatureby heating
  3. temperatureunder reflux for 30 minutes
  4. temperatureAfter cooling
  5. filtrationthe precipitated crystals were collected by filtration
  6. washwashed with toluene
  7. washeluted with chloroform

Sources & evidence

ORD record
ord-03ca14de10564175b3e33b211afe2b16
Source dataset
uspto-grants-1996_06
Patent number
US05527908

Reaction notes

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