Réaction #96245

Équation de réaction

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

Rendement 70.0%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Températurethey were heated
2. 2
   Températureunder reflux for 5.5 hours
3. 3
   TempératureThe reaction mixture was cooled in an ice bath
4. 4
   Autrecrystals precipitated
5. 5
   Filtrationwere collected by filtration

Mode opératoire

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.

Source