Lawesson's reagent → HCID 86649596, compound

HRID 2282217Notes

Reaction equation

HRID 2282217 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 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-3ce7e0a2721b455e8bfe21c6c2051314
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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