Dimethyl-p-toluidine → HCID 22713506, compound

Participants

Reaction Steps

3(-3-Cyclopropyl-[1,2,4]oxadiazol-5-yl)-8-bromo-4,5-dihydro-2,5,10b-triaza-benzo[e]azulene-6-one (1.1 g, 20.3 mmol) and N,N-dimethyl-p-toluidine (881 μL, 6.1 mmol) were mixed in chlorobenzene (8 mL) under Argon. Phosphorus oxychloride (279 μL, 3.1 mmol) was then added at room temperature and the resulting mixture heated under reflux for 2.5 h. After cooling, the mixture was evaporated and then extracted with CH2Cl2 (50 mL) and water (25 mL). The organic layer was separated, dried (Na2SO4) and evaporated. Chromatography on silica gel eluting with CH2Cl2: Acetone (30:1). Yield: 550 mg (67%). m/z 403/405 (M—H−).

Provenance & Evidence