Potassium Carbonate → HCID 44274503, compound

HRID 1283818Notes

Reaction equation

HRID 1283818 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([C:13]3[O:14][CH:15]=[CH:16][CH:17]=3)[N:9]=2)=[C:4]([Cl:18])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[C:26]([O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:27]>O1CCOCC1>[Cl:18][C:4]1[CH:3]=[C:2]([NH:1][C:26](=[O:27])[O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:7]=[CH:6][C:5]=1[C:8]1[O:12][N:11]=[C:10]([C:13]2[O:14][CH:15]=[CH:16][CH:17]=2)[N:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 21516665HCID 21516665, compound

Product 1

HCID 44274503HCID 44274503, compoundYield 68.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of 5-(4-amino-2-chlorophenyl)--3-(2-furanyl)-1,2,4-oxadiazole (0.75 g) and 0.56 g of potassium carbonate in 30 ml of dioxane is added 0.94 g of phenyl chloroformate. The resulting mixture is heated at reflux for 2 hours and concentrated to dryness. 50 ml of water is added to the residue and the resulting mixture is extracted three times with 300 ml of chloroform. The residue is recrystallized from benzene to yield 0.75 g of the title compound, melting point 184°-185.5°C.

Workup

  1. temperatureThe resulting mixture is heated
  2. temperatureat reflux for 2 hours
  3. concentrationconcentrated to dryness
  4. addition50 ml of water is added to the residue
  5. extractionthe resulting mixture is extracted three times with 300 ml of chloroform
  6. customThe residue is recrystallized from benzene

Sources & evidence

ORD record
ord-21406d63fe8445e6bd8a368c362cc77d
Source dataset
uspto-grants-1976_08
Patent number
US03976657

Reaction notes

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