Réaction #66210

Équation de réaction

ethyl 1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylate

Lawesson's reagent

→

1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carbothioic acid O-ethyl ester

Rendement 5.0%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   TempératureThe resulting suspension was heated
2. 2
   Températureto reflux under nitrogen for 24 hours
3. 3
   AutreSolvent was evaporated
4. 4
   Autreto give the crude product, which
5. 5
   Autrewas purified by column chromatography on silica gel eluting with MeOH-DCM (1:19)

Mode opératoire

To a solution of ethyl 1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxylate (0.51 g, 2 mmol) in toluene (20 mL) was added Lawesson's reagent (1.45 g, 3.6 mmol). The resulting suspension was heated to reflux under nitrogen for 24 hours. Solvent was evaporated to give the crude product, which was purified by column chromatography on silica gel eluting with MeOH-DCM (1:19) to give 1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carbothioic acid O-ethyl ester (27 mg); MS (ES): 273 (MH+).

Source