2,4,6-三溴甲基三甲基苯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 4,5-dichloroimidazole (3.00 g, 21.90 mmol) was dissolved in THF and brought to reflux. Potassium hydroxide (2.46 g, 43.80 mmol) was added to the solution and allowed to reflux for 30 min. 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (2.91 g, 7.30 mmol) was added to the solution and refluxed overnight. Solution was filtered while hot to remove the KBr precipitate and the filtrate returned to reflux. 1-(bromomethyl)naphthalene (4.84 g, 21.90 mmol) was added to the solution and refluxed for 3 h. The volatiles were removed in vacuo and the resulting waxy yellow solid was washed in ethyl ether. A resulting product will be collected and analyzed. to reflux to reflux for 30 min refluxed overnight Solution was filtered while hot to remove the KBr precipitate to reflux refluxed for 3 h The volatiles were removed in vacuo the resulting waxy yellow solid was washed in ethyl ether A resulting product will be collected

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 4,5-dichloroimidazole (3.00 g, 21.90 mmol) was dissolved in THF and brought to reflux. Potassium hydroxide (2.46 g, 43.80 mmol) was added to the solution and allowed to reflux for 30 min. 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (2.91 g, 7.30 mmol) was added to the solution and refluxed overnight. Solution was filtered while hot to remove the KBr precipitate and the filtrate returned to reflux. 1-(bromomethyl)naphthalene (4.84 g, 21.90 mmol) was added to the solution and refluxed for 3 h. The volatiles were removed in vacuo and the resulting waxy yellow solid was washed in ethyl ether. A resulting product will be collected and analyzed. to reflux to reflux for 30 min refluxed overnight Solution was filtered while hot to remove the KBr precipitate to reflux refluxed for 3 h The volatiles were removed in vacuo the resulting waxy yellow solid was washed in ethyl ether A resulting product will be collected

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 4,5-dichloroimidazole (3.00 g, 21.90 mmol) was dissolved in THF and brought to reflux. Potassium hydroxide (2.46 g, 43.80 mmol) was added to the solution and allowed to reflux for 30 min. 2-(bromoethyl)naphthalene (5.15 g, 21.90 mmol) was added to the solution and refluxed for 3 h. Solution was filtered while hot to remove the KBr precipitate and the filtrate was returned to reflux. 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (2.91 g, 7.30 mmol) was added to the solution and refluxed overnight. The volatiles were removed in vacuo and the resulting waxy yellow solid was washed in ethyl ether. A resulting product will be collected and analyzed. to reflux to reflux for 30 min refluxed for 3 h Solution was filtered while hot to remove the KBr precipitate to reflux refluxed overnight The volatiles were removed in vacuo the resulting waxy yellow solid was washed in ethyl ether A resulting product will be collected

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 4,5-dichloroimidazole (3.00 g, 21.90 mmol) was dissolved in THF and brought to reflux. Potassium hydroxide (2.46 g, 43.80 mmol) was added to the solution and allowed to reflux for 30 min. 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (2.91 g, 7.30 mmol) was added to the solution and refluxed overnight. Solution was filtered while hot to remove the KBr precipitate and the filtrate returned to reflux. 2-(bromomethyl)naphthalene (4.84 g, 21.90 mmol) was added to the solution and refluxed for 3 h. The volatiles were removed in vacuo and the resulting waxy yellow solid was washed in ethyl ether. A white precipitate was collected and analyzed. 1H NMR (300 MHz, DMSO-d6): δ 2.18, 4.86, 5.16, 7.33, 7.54, 7.92, 10.28. to reflux to reflux for 30 min refluxed overnight Solution was filtered while hot to remove the KBr precipitate to reflux refluxed for 3 h The volatiles were removed in vacuo the resulting waxy yellow solid was washed in ethyl ether A white precipitate was collected

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 1,3,5-tris(bromomethyl)-2,4,6-trimethyl-benzene (0.72 g, 1.8 mmol), 2,6-diamino-pyridine (1.20 g, 11 mmol), and K2CO3 (0.79 g) in CH3CN (100 mL) was stirred at room temperature for 24 h and then heated under reflux for 2 h. After filtration of the reaction mixture and evaporation of CH3CN, the obtained powder was suspended in CHCl3. The suspension was filtrated, the chloroform solution was washed several times with water, dried, and the solvent was removed under reduced pressure. The crude product was crystallized from THF/hexane. Yield 60%. M.p. 130-132° C.; 1H NMR (500 MHz, CDCl3): δ=2.38 (s, 9H), 4.01 (t, 3H, J=4.4 Hz), 4.15 (s, 6H), 4.35 (d, 6H, J=4.4 Hz), 5.81-5.84 (m, 6H), 7.24 (d, 3H). 13C NMR (125 MHz, CDCl3): δ=15.83, 41.65, 95.70, 96.81, 133.78, 136.84, 139.25, 157.68, 157.99. HR-MS calcd for C27H33N9: 483.2859; found: 483.2867. heated under reflux for 2 h After filtration of the reaction mixture and evaporation of CH3CN The suspension was filtrated the chloroform solution was washed several times with water dried the solvent was removed under reduced pressure The crude product was crystallized from THF/hexane

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 4,5-dichloroimidazole (3.00 g, 21.90 mmol) was dissolved in THF and brought to reflux. Potassium hydroxide (2.46 g, 43.80 mmol) was added to the solution and allowed to reflux for 30 min. 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (2.91 g, 7.30 mmol) was added to the solution and refluxed overnight. Solution was filtered while hot to remove the KBr precipitate and the filtrate returned to reflux. 1-(bromomethyl)naphthalene (4.84 g, 21.90 mmol) was added to the solution and refluxed for 3 h. The volatiles were removed in vacuo and the resulting waxy yellow solid was washed in ethyl ether. A resulting product will be collected and analyzed. to reflux to reflux for 30 min refluxed overnight Solution was filtered while hot to remove the KBr precipitate to reflux refluxed for 3 h The volatiles were removed in vacuo the resulting waxy yellow solid was washed in ethyl ether A resulting product will be collected

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 4,5-dichloroimidazole (3.00 g, 21.90 mmol) was dissolved in THF and brought to reflux. Potassium hydroxide (2.46 g, 43.80 mmol) was added to the solution and allowed to reflux for 30 min. 2-(bromoethyl)naphthalene (5.15 g, 21.90 mmol) was added to the solution and refluxed for 3 h. Solution was filtered while hot to remove the KBr precipitate and the filtrate was returned to reflux. 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (2.91 g, 7.30 mmol) was added to the solution and refluxed overnight. The volatiles were removed in vacuo and the resulting waxy yellow solid was washed in ethyl ether. A resulting product will be collected and analyzed. to reflux to reflux for 30 min refluxed for 3 h Solution was filtered while hot to remove the KBr precipitate to reflux refluxed overnight The volatiles were removed in vacuo the resulting waxy yellow solid was washed in ethyl ether A resulting product will be collected

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 4,5-dichloroimidazole (3.00 g, 21.90 mmol) was dissolved in THF and brought to reflux. Potassium hydroxide (2.46 g, 43.80 mmol) was added to the solution and allowed to reflux for 30 min. 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (2.91 g, 7.30 mmol) was added to the solution and refluxed overnight. Solution was filtered while hot to remove the KBr precipitate and the filtrate returned to reflux. 2-(bromomethyl)naphthalene (4.84 g, 21.90 mmol) was added to the solution and refluxed for 3 h. The volatiles were removed in vacuo and the resulting waxy yellow solid was washed in ethyl ether. A white precipitate was collected and analyzed. 1H NMR (300 MHz, DMSO-d6): δ 2.18, 4.86, 5.16, 7.33, 7.54, 7.92, 10.28. to reflux to reflux for 30 min refluxed overnight Solution was filtered while hot to remove the KBr precipitate to reflux refluxed for 3 h The volatiles were removed in vacuo the resulting waxy yellow solid was washed in ethyl ether A white precipitate was collected