Benzyl Chloride → HCID 178527897, compound

HRID 2291210Notes

Reaction equation

HRID 2291210 reaction equation
C[O-].[Na+].[SH:4][C:5]1[N:9]=[C:8]([SH:10])[NH:7][N:6]=1.[CH2:11](Cl)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CO>[CH2:11]([S:4][C:5]1[N:9]=[C:8]([SH:10])[NH:7][N:6]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 10942334Sodium MethoxideHCID 178527982HCID 178527982, compound

Product 1

HCID 178527897HCID 178527897, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium methoxide (35.1 g) was added portionwise to 3,5-dimercapto-1,2,4-triazole (86.4 g) in methanol (400 ml) with stirring and cooling to 5° to 15° C. under nitrogen. After stirring for 5 minutes, the formed derivative was treated dropwise with benzyl chloride (79.7 g) at 5° to 10° C. over a period of 1 hour. The mixture was then stirred for about 20 hours at ambient temperature, then filtered. The precipitate was washed with a little ice-cold methanol, and then with water, to give 83.2 g of desired product, mp 199°-201° C.

Workup

  1. temperaturecooling to 5° to 15° C. under nitrogen
  2. stirringAfter stirring for 5 minutes
  3. stirringThe mixture was then stirred for about 20 hours at ambient temperature
  4. filtrationfiltered
  5. washThe precipitate was washed with a little ice-cold methanol

Sources & evidence

ORD record
ord-ce1926502c4f46d896122f3d13167eba
Source dataset
uspto-grants-1989_01
Patent number
US04795483

Reaction notes

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