Simple exploration of 2-Methyl-4-nitrobenzonitrile

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-4-nitrobenzonitrile, and friends who are interested can also refer to it.

Electric Literature of 89001-53-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 89001-53-6 name is 2-Methyl-4-nitrobenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 1; Preparation of Compound 6c6c; Step A: Preparation5,6-Dihydro-5-oxo-9-nitro-indeno[l,2-c]isoquinolineTo arefluxing mixture of 2-methyl-4-nitro-benzonitrile (32.4 g, 0.2 mol) and NBS (44.470 g, 0.25 mol) in CCl4 (300 ml) was added ATON (0.325 g) and the resultant EPO reaction mixture was refluxed for 4 hours. The reaction mixture was treated with ABBN (0.325 g, 31 mmol) and refluxed further for 4 hours. The reaction mixture was filtered, and the filtered succinimide was washed with CCl4. The filtrate was concentrated in vacuo to provide a bromo compound (46 g). The bromo compound was dissolved in MeCN (200 ml), and to the reaction mixture was added homophthalic anhydride (30.780 g, 0.19 mol) at room temperature and under inert atmosphere. The reaction mixture was then treated with a solution of triethylamine (84 ml, 0.6 mol) in acetonitrile (100 ml). The reaction mixture was refluxed for 8 hours. The precipitate that formed was removed by filtration and washed with MeCN (100 ml). The washed precipitate was suspended in DMF (300 ml), which was heated at 130 0C, then cooled and filtered. The resultant solid was washed with DMF (100 ml) and dried under vacuum to provide 5,6-Dihydro-5-oxo- 9-nitro-indeno[l,2-c]isoquinoline as a pale yellow solid (18.310 g, 33%). 1H-NMR (DMSO-d6): delta, 4.09 (s, 2H), 7.56 (m, IH), 7.81 – 7.82 (m, 2H), 8.17 (d, J = 8.4 Hz, IH), 8.26 – 8.34 (m, 2H), 8.44 (s, IH), 12.47 (s, IH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-4-nitrobenzonitrile, and friends who are interested can also refer to it.