The origin of a common compound about 69321-60-4

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2,6-Dibromotoluene.

Adding some certain compound to certain chemical reactions, such as: 69321-60-4, name is 2,6-Dibromotoluene, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 69321-60-4. 69321-60-4

6-Dimethylamino-3,4-dihydro-2H-isoquinolin-l-one (150mg, 0.789mmol), cuprous iodide (30mg, O.lbetammol) and potassium carbonate (109mg, 0.789mmol) were deposited in a sealed vessel. 3 mL DMSO and 2,6-dibromotoluene (395mg, 1.58mmol) were added. Argon was bubbled through the mixture for 2 minutes and the lid was tightly closed. This was heated at 1500C for 24 hours. Cuprous iodide (30mg, O.lbetammol) was added and the mixture was heated at 1500C for an additional 24 hours. This was diluted with dichoromethane and filtered through a pad of celite. The filtrate was partitioned between DCM and 5% aq. ammonium hydroxide. The DCM layer was washed with brine. The combined aqueous layers were washed with DCM. The combined DCM layers were dried over anhydrous magnesium sulfate, concentrated in vacuo, and purified by flash chromatography (gradient elution 25 to 50% ethyl acetate/hexanes) to yield 2-(3-Bromo-2-methyl-phenyl)-6-dimethylamino-3,4-dihydro-2H-isoquinolin-l-one (181mg, 0.504mmol). MS (ESI) 361.1 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2,6-Dibromotoluene.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/98144; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary