Potassium Carbonate → HCID 44274504, compound

HRID 1283816Notes

Reaction equation

HRID 1283816 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:9]2[O:13][N:12]=[C:11]([C:14]3[O:15][CH:16]=[CH:17][CH:18]=3)[N:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].C(=O)([O-])[O-].[K+].[K+].[C:25]1([O:31][C:32](Cl)=[O:33])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>O1CCOCC1>[Cl:8][C:7]1[CH:6]=[CH:5][C:4]([C:9]2[O:13][N:12]=[C:11]([C:14]3[O:15][CH:16]=[CH:17][CH:18]=3)[N:10]=2)=[CH:3][C:2]=1[NH:1][C:32](=[O:33])[O:31][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 21390701HCID 21390701, compound

Product 1

HCID 44274504HCID 44274504, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of 5-(3-amino-4-chlorophenyl)-3-(2-furanyl)-1,2,4-oxadiazole (0.75 and 0.58 g of potassium carbonate in 30 ml of dioxane is added 0.94 g of phenylchloroformate. 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 mixture extracted three times with chloroform. The extracts are dried over magnesium sulfate, filtered and concentrated. The residue is recrystallized from benzene to yield 0.62 g of the title compound, melting point 177°-178°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 mixture extracted three times with chloroform
  6. dry with materialThe extracts are dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe residue is recrystallized from benzene

Sources & evidence

ORD record
ord-4d8a8d4bc88745ee9f186829ff4038ea
Source dataset
uspto-grants-1976_08
Patent number
US03976657

Reaction notes

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