Lawesson's reagent → HCID 62409280, compound

HRID 1670370Notes

Reaction equation

HRID 1670370 reaction equation
[CH2:1]([N:5]1[C:9](=O)[CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[NH:6]1)[CH2:2][CH2:3][CH3:4].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:24])=CC=1>C1(C)C=CC=CC=1>[CH2:1]([N:5]1[C:9](=[S:24])[CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[NH:6]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 15144918HCID 15144918, compound

Product 1

HCID 62409280HCID 62409280, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5.00 g of 1-butyl-3-(trifluoromethyl)pyrazol-5-one (8-3), and 7.88 g of Lawesson's reagent were suspended in 300 ml of anhydrous toluene. The suspension was heated under reflux with stirring for 6 hours. The reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1) to produce 4.35 g of 1-butyl-3-(trifluoromethyl)pyrazol-5-thione (8-6).

Workup

  1. temperatureThe suspension was heated
  2. temperatureunder reflux
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-4e3f409f1ba04ca1bc70d56c770f0ac5
Source dataset
uspto-grants-2011_08
Patent number
US07994094B2

Reaction notes

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