甲灭酸杂质2

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

实验步骤: To a solution of 3-chloromethylbenzoyl chloride (2.0 g) in methylene chloride (20 mL) was added 2,3- dimethylphenylaniline (1.28 g) and triethylamine (1.47 mL). The solution was stirred 18 h, concentrated in vacuo, and the residue was partitioned between ethyl acetate and water. The ethyl acetate layer was extracted w/50 mL each of 2% potassium hydrogen sulfate, saturated sodium bicarbonate, saturated sodium chloride, dried over magnesium sulfate and concentrated in vacuo. Upon concentration a precipitated formed which was collected and dried to obtained the product. NMR (300 MHz, DMSO-d6) δ 10.0 (1H, s), 8.02 (1H, s), 7.94 (1H, d, J=7 Hz), 7.63 (1H, d, J=7 Hz), 7.52 (1H, t, J=7 Hz). 7.10 (3H, s), 4.83 (2H, s), 2.27 (3H, s), 2.07 (3H, s). concentrated in vacuo the residue was partitioned between ethyl acetate and water The ethyl acetate layer was extracted w/50 mL each of 2% potassium hydrogen sulfate, saturated sodium bicarbonate, saturated sodium chloride dried over magnesium sulfate concentrated in vacuo Upon concentration a precipitated formed which was collected dried to obtained the product

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

实验步骤: Starting with 3-nitrobenzaldehyde (0.50 g) and 2,3-dimethylphenylaniline (0.40 mL) the method described in Step 3. of Example 1 was used to prepare the above compound. NMR (300 MHz, CDCl3) δ 8.25 (1H, s), 8.12 (1H, d, J=7 Hz), 7.72 (1H, d, J=7 Hz), 7.50 (1H, t, J=8 Hz), 6.95 (1H, t, J=8 Hz), 6.62 (1H, d, J=7 Hz), 6.36 (1H, d, J=7 Hz), 4.50 (2H, s), 4.09 (1H, s), 2.30 (3H, s), 2.13 (3H, s). to prepare the above compound

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

实验步骤: A solution of 6 (0.140 g), 2,3 - dimethylphenyl aniline (0.065 mL), and triethyl-amine (0.142 mL) in acetonitrile (10 mL) was refluxed 18 h. The solution was concentrated in vacuo and the residue was partitioned between methylene chloride and 2% potassium hydrogen sulfate. The methylene chloride was washed with saturated sodium chloride, dried over magnesium sulfate, and concentrated in vacuo to afford the the product as a solid. NMR (300 MHz, CDCl3) δ 8.46 (1H, d, J=8 Hz), 8.30 (1H, d, J=8 Hz), 7.77 (1H, t, J=8 Hz), 7.24 (1H, s ), 7.22 (1H, d, J=2 Hz), 7.12 (1H, m), 5.18 (2H, s), 2.35 (3H, s), 2.14(3H, s). The solution was concentrated in vacuo the residue was partitioned between methylene chloride and 2% potassium hydrogen sulfate The methylene chloride was washed with saturated sodium chloride dried over magnesium sulfate concentrated in vacuo