Lawesson's reagent → HCID 86643700, compound

HRID 1672812Notes

Reaction equation

HRID 1672812 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([C:8]2[N:12]([CH3:13])[C:11](=O)[O:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:24])=CC=1>C1(C)C=CC=CC=1>[I:1][C:2]1[CH:3]=[C:4]([C:8]2[N:12]([CH3:13])[C:11](=[S:24])[O:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 67348267HCID 67348267, compound

Product 1

HCID 86643700HCID 86643700, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-(3-Iodophenyl)-4-methyl-1,2,4-oxadiazol-5(4H)-one (400 mg, 1.32 mmol) obtained in Step 2 was dissolved in toluene (10 mL), and the mixture was heated to reflux for 7 days after adding Lawesson's reagent (801 mg, 1.98 mmol). The mixture was then purified by silica gel column chromatography to give 3-(3-iodophenyl)-4-methyl-1,2,4-oxadiazole-5(4H)-thione (401 mg, 95%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 7 days
  3. customThe mixture was then purified by silica gel column chromatography

Sources & evidence

ORD record
ord-ccbc2ff8926d4b168c2a3e6aee214957
Source dataset
uspto-grants-2011_08
Patent number
US07998954B2

Reaction notes

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