Lawesson's reagent → 1-(Pyridazin-3-yl)ethan-1-ol

HRID 473007Notes

Reaction equation

HRID 473007 reaction equation
CON(C)[C:4]([C:6]1[N:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5].[CH3:13]OC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=S)=CC=1>O1CCOCC1>[N:8]1[CH:9]=[CH:10][CH:11]=[C:6]([CH:4]([OH:5])[CH3:13])[N:7]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 58197546N-methoxy-N-methylpyridazine-3-carboxamide

Product 1

HCID 151975111-(Pyridazin-3-yl)ethan-1-olYield 328.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
150 °C

Procedure

A suspension of compound 2 (20 mg, 0.049 mmol) and Lawesson's Reagent (20 mg, 0.049 mmol) in anhydrous dioxane (1 mL) was stirred at 150° C. for 35 min in a CEM microwave reactor. The mixture was concentrated in vacuo, and the residue was purified by prep-TLC to give compound 3 (20 mg, 96%) as a yellow solid.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was purified by prep-TLC

Sources & evidence

ORD record
ord-dfd39761ee6c4f078bf0a40437218a27
Source dataset
uspto-grants-2014_01
Patent number
US08633212B2

Reaction notes

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