Réaction #523629

Équation de réaction

iodine

sodium ethoxide

sodium

3-cyano-4-methyl-6-phenyl-2-pyridinethiol

→

brownish crystals

bis(3-cyano-4-methyl-6-phenyl-2-pyridyl) disulfide

Solvants

ethanol

ethanol

Conditions de réaction

Traitement

1. 1
   Autrewas prepared
2. 2
   Autreto give a yellowish homogeneous solution
3. 3
   workup.ADDITIONTo this solution was added dropwise
4. 4
   workup.ADDITIONWith addition, colorless crystals
5. 5
   Autreto precipitate
6. 6
   Autrethere was obtained a suspension
7. 7
   workup.ADDITIONat the time of completion of the addition
8. 8
   workup.ADDITIONAfter completion of the addition
9. 9
   workup.STIRRINGstirring
10. 10
    workup.WAITwas continued for about 2 hours at room temperature
11. 11
    FiltrationThe reaction mixture was then filtered
12. 12
    Autrethe collected substance was dried

Mode opératoire

An ethanolic solution containing sodium ethoxide was prepared by dissolving 0.74 g of metallic sodium in 70 ml of ethanol. To the solution was added 7.28 g of 3-cyano-4-methyl-6-phenyl-2-pyridinethiol. The mixture was stirred at room temperature for about 20 minutes to give a yellowish homogeneous solution. To this solution was added dropwise with stirring at room temperature 60 ml of ethanol containing 4.09 g of iodine. With addition, colorless crystals began to precipitate and there was obtained a suspension at the time of completion of the addition. After completion of the addition, stirring was continued for about 2 hours at room temperature. The reaction mixture was then filtered and the collected substance was dried to give 7.00 g of brownish crystals. The obtained crystals were recrystallized from benzene. The crystals recrystallized had a melting point of 200°~201° C and were identified by the elemental analyses and IR spectrum as bis(3-cyano-4-methyl-6-phenyl-2-pyridyl) disulfide.

Source