Lawesson's reagent → HCID 86750965, compound

HRID 1683808Notes

Reaction equation

HRID 1683808 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][C:11](=O)[N:10]([CH2:14][CH2:15][CH3:16])[N:9]=2)=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:26])=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][C:11](=[S:26])[N:10]([CH2:14][CH2:15][CH3:16])[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 67692481HCID 67692481, compound

Product 1

HCID 86750965HCID 86750965, compoundYield 131.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.0 g (3.8 mmol) of 3-(4-chlorophenyl)-1-propyl-4, 5-dihydropyrazol-5-one, 1.2 g (3.0 mmol) of Lawesson's reagent, and 10 ml of toluene was heated under reflux for 2 hours. The reaction solution was concentrated and the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=10/1 (v/v)) to give 1.0 g of the object compound as a yellow oil (yield 94%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe reaction solution was concentrated
  4. customthe residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=10/1 (v/v))

Sources & evidence

ORD record
ord-9220a7b35c03457bba263e4af4bfdaa8
Source dataset
uspto-grants-1997_06
Patent number
US05639776

Reaction notes

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