Water → HCID 178468955, compound

HRID 62861Notes

Reaction equation

HRID 62861 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8](O)[N:7]=1)=[O:5])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:22])=CC=1.O>C1COCC1>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([SH:22])[N:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 87949Lawesson's reagentHCID 178468940HCID 178468940, compound

Product 1

HCID 178468955HCID 178468955, compoundYield 119.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6-Hydroxy-pyridine-2-carboxylic acid ethyl ester (1.8 g, 10.7 mmol) was dissolved in THF (50 mL), and Lawesson's reagent (2.18 g, 5.35 mmol) was added thereto. The mixture was stirred at room temperature for 24 hours. After the termination of the reaction, the reactant was added with water and then extracted with DCM. The organic layer was separated, dried with MgSO4, concentrated under reduced pressure and then separated by column chromatography to obtain the title compound (1.17 g, 59%).

Workup

  1. customAfter the termination of the reaction
  2. extractionextracted with DCM
  3. customThe organic layer was separated
  4. dry with materialdried with MgSO4
  5. concentrationconcentrated under reduced pressure
  6. customseparated by column chromatography

Sources & evidence

ORD record
ord-0e7842b7021048ce90c6963b2f7cf1ef
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

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