Carbon Disulfide → HCID 178527944, compound

HRID 880385Notes

Reaction equation

HRID 880385 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].[C:13](=S)=[S:14]>C(O)C>[C:2]1([C:1]2[O:8][C:13]([SH:14])=[N:10][N:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 11955BenzoylhydrazineHCID 14797Potassium Hydroxide

Product 1

HCID 178527944HCID 178527944, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 100 ml flask were added 2.7 g of benzoyl hydrazine, a solution of 1.2 g potassium hydroxide in ethanol (20 ml) and 3 g of carbon disulfide. The mixture was heated under reflux for 6 hours with stirring. After the reaction was completed, the solvent was distilled under reduced pressure and water was added to dissolve the solid. The pH was adjusted to 6-7 with 10% hydrochloric acid and a lot of solid was precipitated, which was filtrated, and recrystallized with anhydrous ethanol to give 5-phenyl-2-mercapto-1,3,4-oxadiazole. MP: 212-214° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. distillationthe solvent was distilled under reduced pressure and water
  4. additionwas added
  5. dissolutionto dissolve the solid
  6. customa lot of solid was precipitated
  7. filtrationwhich was filtrated
  8. customrecrystallized with anhydrous ethanol

Sources & evidence

ORD record
ord-2a8e43c90897463b9b05144949aab348
Source dataset
uspto-grants-2015_03
Patent number
US08993575B2

Reaction notes

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