Acetone → HCID 21403852, compound

HRID 972371Notes

Reaction equation

HRID 972371 reaction equation
[SH:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[C:20]#[CH:21].CC(C)=O>O>[C:7]1([C:4]2[N:3]=[C:2]([S:1][CH2:21][C:20]#[CH:19])[O:6][N:5]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 178527831HCID 178527831, compound

Product 1

HCID 21403852HCID 21403852, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-mercapto-3-phenyl-1,2,4-oxadiazole (100 parts), potassium carbonate (39 parts), propargyl bromide (66 parts) and dry acetone (500 parts) was heated at reflux for one hour. The solution was cooled, poured into water and extracted with chloroform. The extract was washed and dried and the solvent evaporated off to give 3-phenyl-5-propargylthio-1,2,4-oxadiazole (90 parts, 74% yield), melting point 39.40° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for one hour
  3. temperatureThe solution was cooled
  4. extractionextracted with chloroform
  5. washThe extract was washed
  6. customdried
  7. customthe solvent evaporated off

Sources & evidence

ORD record
ord-386274c302ca4d1995005f67a1e0bab9
Source dataset
uspto-grants-1977_10
Patent number
USRE029439

Reaction notes

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