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

HRID 1503427Notes

Reaction equation

HRID 1503427 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>C1(C)C=CC=CC=1>[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 193.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

A suspension of compound 2 (180 mg, 0.4 mmol) and Lawesson's Reagent (180 mg, 0.44 mmol) in dry toluene (4 mL) was heated under 130° C. for 35 min in a CEM microwave reactor. The mixture was concentrated in vacuo and the residue was purified by column (eluent:petroleum ether:ethyl acetate=5:1) to give compound 3 as a white solid (96 mg, 50%) as a white solid.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was purified by column (eluent:petroleum ether:ethyl acetate=5:1)

Sources & evidence

ORD record
ord-57c78b1a087642259a82a263dd17cf47
Source dataset
uspto-grants-2015_12
Patent number
US09212153B2

Reaction notes

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