Category: 78881-21-7

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. 78881-21-7, name is 4-Amino-3-methylbenzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Amino-3-methylbenzonitrile

In a round-bottomed flask 4-amino-3-methylbenzonitrile (Alfa Aesar, Avocado, Lancaster; 10.88 g, 82 mmol), and Et3N (22.95 mL, 165 mmol) were stirred in DCM (200 mL) at O0C. TFAA (13.95 ml_, 99 mmol) was added slowly via a dropping funnel and the mixture stirred at room temperature for 30 min. The reaction mixture was poured into 2M HCI (150 ml_). The organic layer was then collected and then washed with a saturated solution of sodium bicarbonate (150 ml_), dried (MgSC^), filtered and the solvent was removed to give a dark yellow solid (19.37 g); m/z (ES”) 227 (M-1 );1 H NMR (400MHz, CDCI3): delta 8.43 (1 H, d), 7.91 (1 H, br s), 7.59 (1 H, dd). 7.56 (1 H, s). 2.37 (3H, s).

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; GLAXO GROUP LIMITED; WO2009/127678; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 78881-21-7, 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. 78881-21-7 name is 4-Amino-3-methylbenzonitrile, 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.

step 1-To a solution of 26a (1 mmol) in IPA was added 4-methyl-4-amino-benzonitrile (104, 1 mmol) then concentrated HCl (5 drops). The solution was stirred at 100 C. overnight. The reaction mixture was cooled and the resulting precipitate was filtered and washed thoroughly with IPA to afford 0.204 g (80%) of 106a.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Roche Palo Alto LLC; US2008/146595; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 78881-21-7, 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. 78881-21-7 name is 4-Amino-3-methylbenzonitrile, 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.

General procedure: Phosphorus trichloride (1.0 mmol) is added to a stirred solution of 8-hydroxyquinoline-7-carboxylic acid (1.0mmol) and aniline (1.00mmol) in chlorobenzene (3 mL). The resulting solution is heated at 150 oC for 1 hour via microwave irradiation. The cooled solution is evaporated to dryness sunder reduced pressure. The residue was suspended between EtOAc, 1M NaOH and brine solution (25 mL), filtered and triturated in a warm mixture of EtOH and MeOH (40 mL). The collected mixture was filtered and dried under reduced pressure to give the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Chae, Hee-Don; Cox, Nick; Capolicchio, Samanta; Lee, Jae Wook; Horikoshi; Kam, Sharon; Ng, Andrew A.; Edwards, Jeffrey; Butler, Tae-Leon; Chan, Justin; Lee, Yvonne; Potter, Garrett; Capece, Mark C.; Liu, Corey W.; Wakatsuki, Soichi; Smith, Mark; Sakamoto, Kathleen M.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2307 – 2315;,
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. 78881-21-7, name is 4-Amino-3-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

A mixture of 6-chloro-4-isopropyl-N- (tetrahydro-pyran-4-ylmethyl)-nicotinamide (Description 24) (100mg), 4-amino-3-methyl benzonitrile (2eq), cesium carbonate (168mg), tris (dibenzylideneacetone) palladium (0) (Pd2 (dba) 3) (3.4mg), 4,5-bis (diphenylphosphino)-9, 9- dimethylxanthene (Xantphos) (2.3mg) in 1, 4-dioxane (lml) was irradiated under microwave conditions at 150C for 30 minutes. Further quantities of cesium carbonate (168mg), Pd2 (dba) 3 (3.4mg) and Xantphos (2.3mg) were added and the mixture was again subjected to microwave conditions at 150C for 30 minutes. Ethyl acetate was added and the mixture was washed with water. The ethyl acetate layer was dried (sodium sulphate) and the solvent was removed under reduced pressure. The residue was purified using MDAP to give the title compound (20mg) NMR (MeOD) 8 1.25 (6H, d), 1.29-1. 43 (2H, m), 1. 70 (2H, d), 1.81-1. 93 (1H, m), 2.3393H, s), 3. 2 1- 3.50 (5H, m), 3.98 (2H, dd), 7.01 (1H, s), 7.49 (1H, dd), 7.55 (1H, bs), 8.02 (1H, d), 8.09 (1H, s) LC/MS, t = 2.89 min, Molecular ion observed [MH+] = 393 consistent with the molecular formula C23H28N402

According to the analysis of related databases, 78881-21-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; DOUGHTY, Jennifer, Margaret; WO2005/74939; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 78881-21-7, name is 4-Amino-3-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H8N2

A solution of sodium nitrite (0.52 g, 7.57 mmol) in water (3 ml.) was added dropwise to a cold (0C) mixture of 4-amino-3-methylbenzonitrile (1 g, 7.57 mmol) and concentrated HCI (12 ml.) keeping the internal temperature below 0C. After 5 min stirring, tin dichloride dihydrate (3.75 g, 16.6 mmol) in concentrated HCI (4 ml.) was added at 0C. The reaction mixture was allowed to warm to rt and stirred for 2 h. The resulting precipitate was collected by vacuum filtration and dried to provide 500 mg of the title compound. tR: 0.24 min (LC-MS 2); ESI-MS: 148 [M+H]+(LC-MS 2).

The synthetic route of 78881-21-7 has been constantly updated, and we look forward to future research findings.

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. 78881-21-7, name is 4-Amino-3-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H8N2

In a round-bottomed flask 4-amino-3-methylbenzonitrile (Alfa Aesar; 10.88 g, 82 mmol), and Et3N (22.95 mL, 165 mmol) were stirred in DCM (200 mL) at 0C. TFAA (13.95 mL, 99 mmol) was added slowly via a dropping funnel and the mixture stirred at room temperature for 30 min. The reaction mixture was poured into 2M HCI (150 mL). The organic layer was then collected and then washed with a saturated solution of sodium bicarbonate (150 mL), dried (MgSC^), filtered and the solvent was removed to give a dark yellow solid (19.37 g);m/z (ES”) 227 (M-1 ); H NMR (400 MHz, CDCI3): delta 8.43 (1 H, d), 7.91 (1 H, bs), 7.59 (1 H, dd), 7.56 (1 H, s), 2.37 (3H, s).

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 78881-21-7.

Reference:
Patent; PROXIMAGEN LIMITED; DINNELL, Kevin; LIGHTFOOT, Andrew; MORTON, Gillian Elizabeth; WO2011/45353; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 78881-21-7, These common heterocyclic compound, 78881-21-7, name is 4-Amino-3-methylbenzonitrile, 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 mixture of [6-CHLORO-4-ISOPROPYL-N- (TETRAHYDRO-PYRAN-4-YLMETHYL)-NICOTINAMIDE] (Description 8) (100mg), 4-amino-3-methyl benzonitrile (2eq), cesium carbonate (168mg), tris [(DIBENZYLIDENEACETONE)] palladium (0) (Pd2 (dba) [3)] (3.4mg), 4,5-bis (diphenylphosphino)- 9, 9-dimethylxanthene (Xantphos) (2.3mg) in 1,4-dioxane [(1ML)] was irradiated under microwave conditions at [150C] for 30 minutes. Further quantities of cesium carbonate (168mg), Pd2 (dba) 3 (3.4mg) and Xantphos (2.3mg) were added and the mixture was again subjected to microwave conditions at [150C] for 30 minutes. Ethyl acetate was added and the mixture was washed with water. The ethyl acetate layer was dried (sodium sulphate) and the solvent was removed under reduced pressure. The residue was purified using MDAP to give the title compound (20mg) NMR [(MEOD)] [8] 1.25 (6H, d), 1.29-1. 43 (2H, m), 1.70 (2H, d), 1.81-1. 93 [(1 H,] m), 2.3393H, s), 3.21-3. 50 (5H, m), 3.98 (2H, dd), 7.01 (1 H, s), 7.49 (1 H, dd), 7.55 (1 H, bs), 8.02 (1 H, d), 8.09 [(1H,] s) LC/MS, t = 2.89 min, Molecular ion observed [[MH+]] = 393 consistent with the molecular formula [C23H28N402]

The synthetic route of 78881-21-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/29026; (2004); 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. 78881-21-7, name is 4-Amino-3-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 78881-21-7

To the ice-cold trifluoroacetic anhydride (60 mL) was added 4-amino-3-methyl-benzonitrile (14.33 g, 0.108 mol) in portion. The resulting white slurry was stirred at 0 C. for 30 min. Then ammonium nitrate (17.28 g, 0.216 mol) was added. The reaction mixture was allowed to stir at 0 C. for 1 h and at room temperature for 14 h. After removal of most solvent, the reaction mixture was cooled with ice and quenched with ice. The yellow precipitate was filtered, washed with cold water, and dried under vacuum. The crude product (15.5 g, 52% yield, and ca. 80% pure) was used for the next step without purification. 1H NMR (300 MHz, CD3OD) delta 8.05 (1H, s), 7.74 (1H, s), 2.30 (3H, s). LRMS (neg. ESI, (M-H)-) m/z 272.

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 78881-21-7.

Reference:
Patent; Wittman, Mark D.; Balasubramanian, Neelakantan; Velaparthi, Upender; Zimmermann, Kurt; Saulnier, Mark G.; Liu, Peiying; Sang, Xiaopeng; Frennesson, David B.; Stoffan, Karen M.; Tarrant, James G.; Marinier, Anne; Roy, Stephan; US2004/44203; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts