Lawesson's reagent → HCID 86649596, compound

HRID 1530054Notes

Reaction equation

HRID 1530054 reaction equation
[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]([NH2:10])=O)[C:5]([CH3:11])=[N:4]1)[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:21])=CC=1>C1(C)C=CC=CC=1>[CH2:1]([N:3]1[CH:7]=[C:6]([C:8](=[S:21])[NH2:10])[C:5]([CH3:11])=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 49949164HCID 49949164, compound

Product 1

HCID 86649596HCID 86649596, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of 1-ethyl-3-methyl-1H-pyrazole-4-carboxamide (1.7 g, 11 mmol) produced in the above in toluene (80 mL) was added Lawesson's reagent (7.0 g, 17 mmol), and the mixture was heated under reflux for 1.5 hr. The reaction solution was cooled to room temperature and purified by basic silica gel column chromatography (ethyl acetate/hexane=0/100→20/80) to give the title compound (445 mg, 24%) as a yellow oil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1.5 hr
  3. custompurified by basic silica gel column chromatography (ethyl acetate/hexane=0/100→20/80)

Sources & evidence

ORD record
ord-c015e4199df84b3fa1780e2e724f026b
Source dataset
uspto-grants-2015_07
Patent number
US09090601B2

Reaction notes

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