2-chloro-4,6-bis(3-methylphenyl)-1,3,5-Triazine synthesis

Yield:78941-29-4 68%

Reaction Conditions:

Stage #1: meta-bromotoluenewith n-butyllithium in tetrahydrofuran at -70; for 1 h;Inert atmosphere;
Stage #2: 1,3,5-trichloro-2,4,6-triazine in tetrahydrofuran; for 2 h;

Steps:

2 Example 2

Under nitrogen, 400ml of tetrahydrofuran and 3-methylbromobenzene (40g; 0.23mol) were sequentially added to a 1000ml three-necked flask. Turn on the stirring, lower the temperature to -70°C, react for 0.5 hours, then add n-butyllithium (120ml, 0.3mol) dropwise, keep the temperature at -70°C and react for one hour, then quickly add cyanuric chloride (22g, 0.12mol), keep warm React for two hours.Post-treatment: The reaction solution was heated to -40°C by adding 400ml of 1mol/L dilute hydrochloric acid to quench the reaction, the system was extracted with 400ml of ethyl acetate, the organic phase was separated, the organic phase was dried and concentrated under reduced pressure (the organic phase was dried with anhydrous magnesium sulfate After dehydration, use a Buchner funnel to remove magnesium sulfate, the liquid is concentrated with a rotary evaporator under negative pressure to remove the solvent, and the solid product is obtained after concentration), and recrystallized with petroleum ether (the crude product is added to a 1000ml round bottom flask Then add petroleum ether ten times the mass of the crude product, then heat up to 50°C to dissolve the crude product. After the dissolution is clear, the temperature is lowered to 0°C to precipitate crystals. After suction filtration with a suction filter, an off-white solid is obtained. After drying in a vacuum oven at 60°C, the product 2-chloro-4.6-bis(m-tolyl)-1.3.5-triazine was obtained as a white solid powder, yielding 24.1 g. HPLC=99%, the yield was 68%.

References:

CN113024477,2021,A Location in patent:Paragraph 0070-0072