Water → 5-(3-iodophenyl)-3-methyl-1,3,4-oxadiazol-2 (3H)-one

HRID 1672847Notes

Reaction equation

HRID 1672847 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11](=[O:13])[NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:14](=O)([O-])[O-].[K+].[K+].CI.O>CN(C=O)C>[I:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11](=[O:13])[N:10]([CH3:14])[N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 21071758HCID 21071758, compound

Product 1

HCID 673486545-(3-iodophenyl)-3-methyl-1,3,4-oxadiazol-2 (3H)-oneYield 90.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-(3-Iodophenyl)-1,3,4-oxadiazol-2(3H)-one (778 mg, 2.70 mmol) obtained in Step 1 was dissolved in DMF (14 mL), and the mixture was stirred at room temperature for 1 hour after adding potassium carbonate (840 mg, 4.05 mmol) and methyl iodide (0.20 mL, 3.24 mmol). The mixture was stirred after adding water, and the precipitated solid was filtered off and dried to give 5-(3-iodophenyl)-3-methyl-1,3,4-oxadiazol-2 (3H)-one (736 mg, 90%).

Workup

  1. stirringThe mixture was stirred
  2. filtrationthe precipitated solid was filtered off
  3. customdried

Sources & evidence

ORD record
ord-ea7a6f97ad6f4354a0d3e8fbb083e0ae
Source dataset
uspto-grants-2011_08
Patent number
US07998954B2

Reaction notes

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