Category: 89001-53-6

Synthetic Route of 89001-53-6, A common heterocyclic compound, 89001-53-6, name is 2-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.

b) Preparation of 5,6-Dihydro-5-oxo-9-nitro-indeno[1,2-c]isoquinoline (53a); To a refluxing 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 AIBN (0.325 g) and the resultant reaction mixture was refluxed for 4 hours. The reaction mixture was treated with AIBN (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 C., then cooled and filtered. The resultant solid was washed with DMF (100 ml) and dried under vacuum to provide Compound 53a as a pale yellow solid (18.310 g, 33%). 1H-NMR (DMSO-d6): delta, 4.09 (s, 2H), 7.56 (m, 1H), 7.81-7.82 (m, 2H), 8.17 (d, J=8.4 Hz, 1H), 8.26-8.34 (m, 2H), 8.44 (s, 1H), 12.47 (s, 1H).

The synthetic route of 89001-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Inotek Pharmaceuticals Corporation; US2006/287313; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 89001-53-6, name is 2-Methyl-4-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H6N2O2

(b) Synthesis of 4-amino-2-methylbenzonitrile Tin chloride dihydrate (18.5 g, 82.0 mmol) was added to a solution of 2-methyl-4-nitrobenzonitrile (3.80 g, 23.4 mmol) in ethanol (140 ml), and the resulting mixture was stirred for 3 hours under refluxing conditions. After completion of the reaction, the solvent was distilled off and the resulting residue was diluted with ethyl acetate and washed with a saturated aqueous sodium hydrogencarbonate solution. After the precipitate obtained during the washing was filtered by the use of Celite, the filtrate was extracted with ethyl acetate and the extract solution was dried over magnesium sulfate and filtered. The filtrate was concentrated to obtain 4-amino-2-methylbenzonitrile (2.89 g, 94%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 89001-53-6.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1500643; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 89001-53-6, name is 2-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. Formula: C8H6N2O2

A degassed solution of 2-methyl-4-nitrobenzonitrile (10 g, 61.7 mmol), N- bromosuccinimide (13.2 g (74.17 mmol, 1.2 eq.) and azobisisobutyronitrile (AIBN) (2.0 g, 12.18 mmol, 0.2 eq) in 300 ml CCI4 was heated at reflux for 3 days. After solvent was evaporated the residue was taken in ethyl acetate and washed 2x with aq. NaHCO3 , aq. Na2S2theta3, brine, dried over MgSO4, filtered, concentrated and purified chromatography using 15% ethyl acetate in hexane to provide 1 1.7 g of 2-bromomethyl-4-nitrobenzonitrile.

The synthetic route of 2-Methyl-4-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; CHELLIAH, Mariappan, V.; CHACKALAMANNIL, Samuel; GREENLEE, William, J.; EAGEN, Keith, A.; GUO, Zhuyan; CLASBY, Martin, C.; XIA, Yan; JAYNE, Charles, L.; DWYER, Michael; KEERTIKAR, Kartik, M.; CHAN, Tin-Yau; WANG, Li; WO2011/17296; (2011); A1;,
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. 89001-53-6, name is 2-Methyl-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 89001-53-6

3-Methyl-4-oxazol-5-yl-phenylamine was prepared in two steps from 2-methyl-4- nitrobenzaldehyde in analogy to intermediate 1. 2-Methyl-4-nitrobenzaldehyde was preparedaccording to the following procedure:2-methyl-4-nitrobenzonitrile (1 g, 6.1?7 mmol) was dissolyed in dry toluene (24.0 ml). After cooling to 0C, a solution of DIBAL-H (4.35 ml, ?7.4 mmol) in toluene was added drop wise oyer 10 min. The mixture was stirred for 2h at 0C. The mixture was quenched at 0C by addition of HC1 2N (1 ml). After warming to room temperature and addition of further HC1 2N (1 ml),sodium sulfate was added under yigorous stirring. Filtration of the solids and eyaporation yielded a crude, which was purified by flash chromatography (heptane/AcOEt), to yield 2- methyl-4-nitrobenzaldehyde as an orange solid (0.68 g, 67%)

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECCARELLI, Simona M.; JAGASIA, Ravi; JAKOB-ROETNE, Roland; PETERS, Jens-Uwe; WICHMANN, Juergen; WO2014/79850; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 89001-53-6, name is 2-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. Formula: C8H6N2O2

Step 3: To a stirred solution of 2-methyl-4-nitrobenzonitrile (407 mg, 2.510 mmol) in tetrahydrofuran was added 2 M borane-methyl sulfide complex in tetrahydrofuran (2.1 mL). The reaction mixture was stirred for 15 h at 70 C. The mixture was cooled to room temperature, then quenched by water. The mixture dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. (2-Methyl-4-nitrophenyl)methanamine (178 mg) was obtained as 43% yield.

The synthetic route of 2-Methyl-4-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

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.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 89001-53-6, name is 2-Methyl-4-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Methyl-4-nitrobenzonitrile

Intermediate IA: (?)-2-(2-(Dimethylammo)vinyl)-4-nitrobenzonitrile; [00186] A mixture of 2-methyl-4-nitrobenzonitrile (5.0 g, 31 mmol) and tert- butoxybis(dimethylamino)methane (12.2 mL, 59 mmol) in dry DMF (8 mL) was stirred at 70 C for 2 h under N2. After cooling to it, DMF was removed in vacuo and the crude product was triturated with hexanes/EtOAc (5:1). The solid was collected by filtration and washed with hexane to give Intermediate IA (6.5 g, 97%) as black solid. 1HNMR (400 MHz, CDCl3) delta 2.97 (s, 6H), 5.36 (d, J = 13.2 Hz, IH), 7.16 (d, J= 13.6 Hz, IH), 7.52 (d, J= 8.8 Hz, IH), 7.60 (m, IH), 8.11 (d, J= 1.8 Hz, IH).

According to the analysis of related databases, 89001-53-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/76431; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 89001-53-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89001-53-6, name is 2-Methyl-4-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3: To a stirred solution of 2-methyl-4-nitrobenzonitrile (407 mg, 2.510 mmol) in tetrahydrofuran was added 2M BH3-SMe2 in tetrahydrofuran (2.1 ml_). The reaction mixture was stirred for 15 h at 70 C. The mixture was cooled to room temperature, then quenched by water. The mixture dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography to give (2-methyl-4- nitrophenyl)methanamine (178 mg, 43 %).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Methyl-4-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/45447; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 89001-53-6, name is 2-Methyl-4-nitrobenzonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 89001-53-6, Quality Control of 2-Methyl-4-nitrobenzonitrile

To a refluxing mixture of 2-methyl-4-nitro-benzonitrile (32.4 g, 0.2 mol) and NBS (44.470 g, 0.25 mol) in CC14 (300 ml) was added AIBN (0.325 g) and the resultant reaction mixture was refluxed for 4 hours. The reaction mixture was treated with AIBN (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 C, then cooled and filtered. The resultant solid was washed with DMF (100 ml) and dried under vacuum to provide Compound 53a as a pale yellow solid (18.310 g, 33%). 1H-NMR (DMSO-d6): 8, 4.09 (s, 2H), 7.56 (m, 1H), 7. 81-7. 82 (m, 2H), 8.17 (d, J = 8.4 Hz, 1H), 8.26-8. 34 (m, 2H), 8.44 (s, 1H), 12.47 (s, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; INOTEK PHARMACEUTICALS CORPORATION; WO2005/82368; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 89001-53-6, name is 2-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. Product Details of 89001-53-6

solution of the 2-methyl-4-nitrobenzenecarbonitrile (160.0 g, 0.98 mol) in 80% sulfuric acid (700 mL) was heated in an oil bath at 100 C for 2 hours, cooled to room temperature and poured onto crushed ice. The resulting solid was filtered and used without purification in the next step.

The synthetic route of 2-Methyl-4-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/69245; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts