Hydrochloric Acid → HCID 21071758, compound

HRID 1672846Notes

Reaction equation

HRID 1672846 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([NH:7][NH2:8])=[O:6].[C:12](N1C=CN=C1)(N1C=CN=C1)=[O:13].Cl.O>C1COCC1>[I:1][C:2]1[CH:3]=[C:4]([C:5]2[O:6][C:12](=[O:13])[NH:8][N:7]=2)[CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 6157743-Iodobenzohydrazide

Product 1

HCID 21071758HCID 21071758, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Iodobenzohydrazide (1.00 g, 3.82 mmol) obtained in Step 1 of Example 52 was dissolved in THF (19 mL), and the mixture was stirred at room temperature for 1 hour after adding 1,1′-carbonyldiimidazole (681 mg, 4.18 mmol). The mixture was stirred after adding 6 mol/L hydrochloric acid (20 mL) and water (20 mL), and the precipitated solid was filtered off and dried to give 5-(3-iodophenyl)-1,3,4-oxadiazol-2(3H)-one (779 mg, 71%).

Workup

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

Sources & evidence

ORD record
ord-126bd2f7b7834b71bbd68babdbb17880
Source dataset
uspto-grants-2011_08
Patent number
US07998954B2

Reaction notes

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