Reaktion #96245

Reaktionsgleichung

Trans-1,2-diamino-7-bromo-1,2,3,4-tetrahydronaphthalene

carbon disulfide

→

trans-8-bromo-3a,4,5,9b-tetrahydronaphth[1,2-d]imidazoline-2-thione

Ausbeute 70.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthey were heated
2. 2
   Temperaturunder reflux for 5.5 hours
3. 3
   TemperaturThe reaction mixture was cooled in an ice bath
4. 4
   Sonstigecrystals precipitated
5. 5
   Filtrationwere collected by filtration

Vorschrift

Trans-1,2-diamino-7-bromo-1,2,3,4-tetrahydronaphthalene (6.75 g, 28.0 m mol) was dissolved in ethanol (70 ml) and carbon disulfide (1.9 ml, 31.7 m mol) was added to the solution. After stirring at room temperature for 20 minutes, they were heated under reflux for 5.5 hours. The reaction mixture was cooled in an ice bath and crystals precipitated were collected by filtration, whereby trans-8-bromo-3a,4,5,9b-tetrahydronaphth[1,2-d]imidazoline-2-thione (5.57 g) was obtained in 70% yield. The crystals were recrystallized from methanol-acetonitrile to give pale-yellow crystals melting at 259.5°-260.5° C. (decomposition). The product gave the following data on spectroscopy and elemental analysis.

Quelle