Carbon Disulfide → HCID 178527832, compound

HRID 972369Notes

Reaction equation

HRID 972369 reaction equation
[C:1](=[N:9]O)([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:11](=[S:13])=[S:12].C[O-].[Na+]>C(O)C>[SH:13][C:11]1[S:12][N:9]=[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:8]=1

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 69186N'-HydroxybenzenecarboximidamideHCID 10942334Sodium Methoxide

Product 1

HCID 178527832HCID 178527832, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of benzamidoxime (270 parts) carbon disulphide (152 parts), 5-normal sodium methoxide (40 parts) and ethanol (200 parts) were heated at reflux for 16 hours. The solution was evaporated to dryness and the residue washed with 3-normal hydrochloric acid to give 5-mercapto-3-phenyl-1,2,4-thiadiazole (152 parts, 39% yield), melting point 147°-148° C.

Workup

  1. temperaturewere heated
  2. temperatureat reflux for 16 hours
  3. customThe solution was evaporated to dryness
  4. washthe residue washed with 3-normal hydrochloric acid

Sources & evidence

ORD record
ord-ff824f61733247c4a3c571d50a41088a
Source dataset
uspto-grants-1977_10
Patent number
USRE029439

Reaction notes

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