Category: 96784-54-2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., name: 3-Methyl-4-nitrobenzonitrile

C. To a stirred, 25 C. solution of 3-methyl-4-nitrobenzonitrile (24 g, 0.148 mol) in acetic acid (250 mL) under nitrogen was added dropwise a solution of SnCl2.2H2 O (133.57 g., 0.592 mol) in concentrated HCl (250 mL). After stirring for 3 hours, the reaction mixture was added carefully to excess cold ammonium hydroxide. The reaction mixture was extracted several times with ethyl ether. The organic extracts were then combined, dried (Na2 SO4) and evaporated under reduced pressure to afford 12 g (61%) of the title compound, 4-cyano-2-methylaniline, as a white solid; m.p. 64-66 C.

The synthetic route of 96784-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Syntex (U.S.A.) Inc.; US5034410; (1991); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H6N2O2

To a mixture of 3-methyl-4-nitrobenzonitrile (20g, 12.3 mmol), 3-trifluoromethyl-2,2,2- trifluoroacetophenone (33g, 13.6mmol) and i-Pr2NEt (32g, 24.6mmol) in 40m1 of THF was added TBAF (160g, 61.5 mmol) at room temperature. After the addition, the mixture was refluxed for 24h. Then, the reaction mixture was poured into water and extracted with ethyl acetate three times. The combined organic layers were dried over sodium sulfate, filtered and concentrated under vacuum. The residue was purified by column chromatography on silica gel to give the title compound (36 g, 80% yield). 1H NMR (300Mz, DMSO-d6): delta 3.90 (d, 1H), 4.13 (d, 1H), 7.32 (d, 1H), 7.75-7.79 (m, 3H), 7.88-7.90 (m, 1H), 7.93-8.00 (m, 2H).

The synthetic route of 96784-54-2 has been constantly updated, and we look forward to future research findings.

96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C8H6N2O2

4-Cyano-2-methylaniline was synthesized as previously described (J. Med. Chem. (1991), 34, 3295): To a solution of 3-methyl-4-nitrobenzonitrile (2.0 g, 12.34 mmol) in acetic acid (20 L) was added dropwise a solution of SnCl2 (9.6 g, 49.38 mmol) in conc. HCl (20 mL). After stirring for 3 h, the mixture was added carefully to a saturated NH4OH solution (120 mL) at 0 C. The resulting mixture was extracted with EtOAc (4¡Á30 mL). The combined organic layers were sequentially washed with H2O (30 mL) and a saturated NaCl solution (30 mL), dried (Na2SO4), and concentrated under reduced pressure. The residue was purified by flash chromatography (10% EtOAc/hex) to give 4-cyano-2-methylaniline as a white solid (1.48 g, 92%): TLC (30% EtOAc in hexane) Rf0.23. This material was used without further purification

The synthetic route of 96784-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Corporation; US6353006; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 96784-54-2, A common heterocyclic compound, 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, molecular formula is C8H6N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A. 4-Amino-3-methyl benzonitrile To a solution of 3-methyl-4-nitrobenzonitrile (2.0 g, 12.3 mmol) in 100 mL of EtOH is added SnCl2 (13.9 g, 61.7 mmol). The resulting solution is heated at reflux. After 2 h, the solution is cooled to ambient temperatures. The solution is poured into 150 mL of ice water. The pH of the solution is adjusted to >7 with a solution of saturated NaHCO3. The solution is diluted with EtOAc and the resulting mixture is filtered through Celite. The filtered solution is separated. The organic layer is dried over MgSO4, filtered and concentrated to give the title compound (1.57 g, 8.7 mmol) as an off-white solid. 1 H NMR (CDCl3, 300 MHz) delta7.30 (m, 2H), 6.63 (d, 1H), 4.10 (bs, 2H), 2.15 (m, 2H). EI MS, [M]+ =132.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US5731315; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 96784-54-2, These common heterocyclic compound, 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirring 100 mL solution of THF at room temperature, added 9.89 g (61 mmol, 1 eq) of the benzonitrile. Then added 1 g palladium over 10% carbon. Then added 25 mL of methanol. The system was then put under 50 psi of pressure in a hydrogenator. After no more hydrogen consumption was observed, the reaction was stopped and filtered over celite. Performed column chromatography using 1:1 hexane:dichloromethane as the mobile phase. Obtained 7.5 g of a beige powder. Yield was 93%. 1H-NMR (DMSO): delta 2.27 (3H, s), 6.06 (2H, s), 6.41 (1H, d), 6.46 (1H, s), 7.30 (1H, d).

Statistics shows that 3-Methyl-4-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 96784-54-2.

Reference:
Patent; NITTO DENKO CORPORATION; Gu, Tao; Rachwal, Bogumila; Siddiqui, Ozair; Rachwal, Stanislaw; Kitahara, Isamu; Simavoryan, Sergey; Wang, Peng; Yamamoto, Michiharu; (44 pag.)US2017/44373; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, molecular formula is C8H6N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 3-Methyl-4-nitrobenzonitrile

4-cyano-3- methylnitrobenzene, 264 (1.5 g, 9.25 mmols) was suspended in 20 ml of water, sodium azide (0.661 g, 10.18 mmols) and zinc bromide (2.08 g, 9.25 mmols) were added. The reaction mixture was refluxed for 24 h with vigorous stirring. 15 ml of 3N HC1 and ethyl acetate (50 ml) were added, vigorous stirring was continued until no solid was present and the aqueous layer had a pH of 1. Phases were separated and the aqueous layer extracted with EtOAc (2 x 50 ml). The combined organic layers were evaporated under vacuum. The residue was dissolved in 100 ml of 0.25 N NaOH, and the mixture stirred for 30 min, until the original precipitate dissolved and a suspension of zinc hydroxide formed. The suspension was filtered, and the solid washed with 10 ml of 1 N NaOH. The filtrate was treated with 20 ml of 3 N HC1; the precipitated tetrazole was filtered, washed with 3 N HC1 (2 x 20 ml) and dried under vacuum. Yield 1.6 g (84 %). 1 H NMR (400 MHz, CDCl3) d 8.02 (d, 7 = 8.3 Hz, 1H), 7.68 (s, 1H), 2.63 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 96784-54-2, its application will become more common.

Reference:
Patent; ELEX BIOTECH, INC.; THAINASHMUTHU, Josephrajan; SIBRIAN-VAZQUEZ, Martha; BOATMAN, Douglas; (129 pag.)WO2019/191502; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts