Lawesson's reagent → HCID 86750967, compound

HRID 1683815Notes

Reaction equation

HRID 1683815 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH2:11][C:10](=O)[N:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:8]=2)[CH:2]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:28])=CC=1>C1(C)C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH2:11][C:10](=[S:28])[N:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:8]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 3778426HCID 3778426, compound

Product 1

HCID 86750967HCID 86750967, compoundYield 116.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.2 g (4.5 mmol) of 3-(3-pyridyl)-1-phenyl-4, 5-dihydropyrazol-5-one, 1.4 g (3.4 mmol) of Lawesson's reagent and 10 ml of toluene was heated under reflux for 2 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=3/2 (v/v)) and recrystallized from ethanol to give 1.0 g of 3-(3-pyridyl)-1-phenyl-4, 5-dihydropyrazole-5-thione.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=3/2 (v/v))
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f11a00ccbc4b466b88bc8bd6505e7a03
Source dataset
uspto-grants-1997_06
Patent number
US05639776

Reaction notes

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