Reaktion #1065132

Reaktionsgleichung

Sodium hydride

1-benzyl-2,4-dioxopiperidine

carbon disulfide

cis-1,2-dichloroethylene

→

1-benzyl-3-(1,3-dithiol-2-ylidene)-2,4- dioxopiperidine

Lösungsmittel

dimethylsulfoxide

dimethylsulfoxide

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture is stirred at room temperature for 1.5 hour and further at 50° C. for 1 hour
2. 2
   workup.ADDITIONThe reaction mixture is poured onto water
3. 3
   Extraktionextracted with benzene
4. 4
   WaschenThe extract is washed with water
5. 5
   Sonstigedried
6. 6
   workup.DISTILLATIONdistilled
7. 7
   Sonstigeto remove the solvent
8. 8
   SonstigeThe residue is recrystallized from isopropyl alcohol

Vorschrift

Sodium hydride (60% despersion in oil) (432 mg) is suspended in dimethylsulfoxide (10 ml), and to the suspension is added dropwise a solution of 1-benzyl-2,4-dioxopiperidine (1.0 g) and carbon disulfide (0.33 ml) in dimethylsulfoxide (20 ml). The mixture is stirred for 2 hours, and thereto is added dropwise a solution of cis-1,2-dichloroethylene (0.42 ml) in dimethylsulfoxide (5 ml). The mixture is stirred at room temperature for 1.5 hour and further at 50° C. for 1 hour. The reaction mixture is poured onto water and extracted with benzene. The extract is washed with water, dried and then distilled to remove the solvent. The residue is recrystallized from isopropyl alcohol to give 1-benzyl-3-(1,3-dithiol-2-ylidene)-2,4- dioxopiperidine (486 mg) as pale yellow needles. m.p. 122°-124° C.

Quelle