Category: 13531-48-1

Synthetic Route of 13531-48-1, These common heterocyclic compound, 13531-48-1, name is Methyl 3-cyanobenzoate, 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.

General procedure: To a round-bottom flask (25 mL) was added phenylhydrazine hydrochloride 1a (43 mg, 0.3 mmol), benzonitrile 2a (0.3 mL, 3 mmol), t-BuONO (53 muL, 0.45 mmol), I2 (38 mg, 0.15 mmol), the mixture was well stirred for 6 h at 25 oC (the whole process was closely monitored by TLC). Then the reaction mixture was purified by a flash silica gel column chromatography (eluent: Petroleum ether (PE)/Ethyl acetate (EA) = 10:1) to give N-phenylbenzamide 3a as a white solid (38 mg, 64%).

Statistics shows that Methyl 3-cyanobenzoate is playing an increasingly important role. we look forward to future research findings about 13531-48-1.

Reference:
Article; Zhang, Zhiguo; Li, Xiang; Li, Yinghua; Guo, Yan; Zhao, Xunan; Yan, Yan; Sun, Kai; Zhang, Guisheng; Tetrahedron; vol. 75; 26; (2019); p. 3628 – 3635;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 13531-48-1, name is Methyl 3-cyanobenzoate, 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 13531-48-1, Quality Control of Methyl 3-cyanobenzoate

A solution of 2 g (0.01 mol) of methyl-3-cyanobenzoate in 32 ml of THF and 8 ml of water was charged with 2.3 g (0.012 mol) of diethyl dithiophosphate and heated at 80 C. for 24 h. THF was removed and the residue was taken in ethyl acetate. The extract was washed with water and concentrated to afford methyl 3-carbamothioylbenzoate (2.0 g) as a pale yellow solid.

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; Carter, Percy H.; Cherney, Robert J.; Batt, Douglas G.; Duncia, John V.; Gardner, Daniel S.; Ko, Soo S.; Srivastava, Anurag S.; Yang, Michael G.; US2005/54627; (2005); 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. 13531-48-1, name is Methyl 3-cyanobenzoate, A new synthetic method of this compound is introduced below., Product Details of 13531-48-1

EXAMPLE 24 3-(3,4,8,9-Tetrahydro-6-methoxy-3,3,8,8-tetramethylfuro[2,3-h]isoquinolin-1-yl)benzoic acid methyl ester Conc. sulfuric acid (1.8 mL) was added to a solution of methyl 3-cyanobenzoate (2.42 g, 15.0 mmol) in toluene (15 mL) and acetic acid (8 mL) with cooling in ice and then a solution of 2,3-dihydro-7-methoxy-2,2-dimethyl-5-(2-methyl-1-propenyl)benzofuran (3.49 g, 15.0 mmol) in toluene (15 mL) was added to the mixture. The mixture was stirred at 80 C for 1 hour. The reaction mixture was cooled with ice, combined with an aqueous solution containing sodium acetate (6.69 g, 81.6 mmol), and then neutralized with conc. aqueous ammonia and extracted twice with ethyl acetate. The combined organic layer was washed with water and extracted with 1 M hydrochloric acid3 times. The combined aqueous layer was neutralized with cone. aqueous ammonia and extracted twice with ethyl acetate. The combined organic layer was washed with water and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was subjected to a column chromatography on a basic silica gel (hexane/ethyl acetate 10:1) and crystallized from ethyl acetate-hexane to obtain the title compound (2.18 g, Yield: 37%). Melting point: 137-138 C. 1H NMR (CDCl3) delta 1.26 (6H, s), 1.30 (6H, s), 2.16 (2H, s), 2.70 (2H, s), 3.92 (3H, s), 3.93 (3H, s), 6.63 (1H, s), 7.48 (1H, t, J = 7.8 Hz), 7.62 (1H, dt, J = 7.8, 1.5 Hz), 8.05-8.12 (2H, m).

The synthetic route of 13531-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1270577; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 13531-48-1,Some common heterocyclic compound, 13531-48-1, name is Methyl 3-cyanobenzoate, molecular formula is C9H7NO2, 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 solution of 3-Cyanobenzoic acid methyl ester (50g, 310 mmol) in ethanol(500 mL) was added 50% aqueous hydroxylamine (41 mL, 620 mmol) at room temperature. The reaction mixture was stirred for 1 h at 100 0C and the solvents were removed under reduced pressure. The oily residue was dissolved in 20/80 ethanol/toluene (50 mL x 2) and then concentrated again. The desired ester (6 Ig, quan. yield) was obtained as a white powder with 98% purity (LC/UV). 1H-NMR (CDCl3) delta 9.76 (IH), 8.24 (IH), 7.82 (2H), 7.51 (IH), 5.92 (2H), 3.82 (3H).

The synthetic route of 13531-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; WO2006/110483; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 13531-48-1, These common heterocyclic compound, 13531-48-1, name is Methyl 3-cyanobenzoate, 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 solution of 3-Cyanobenzoic acid methyl ester (5Og, 310 mmol) in ethanol(500 mL) was added 50% aqueous hydroxylamine (41 mL, 620 mmol) at room temperature. The reaction mixture was stirred for 1 h at 100 0C and the solvents were removed under reduced pressure. The oily residue was dissolved in 20/80 ethanol/toluene (50 mL x 2) and then concentrated again. The desired ester (6 Ig, quan. yield) was obtained as a white powder with 98% purity (LC/UV). 1H-NMR (CDCl3) delta 9.76 (IH), 8.24 (IH), 7.82 (2H), 7.51 (IH), 5.92 (2H), 3.82 (3H).

The synthetic route of 13531-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; WO2008/45566; (2008); 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. 13531-48-1, name is Methyl 3-cyanobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 3-cyanobenzoate

Into a 1000-mL round-bottom flask, was placed methyl 3-cyanobenzoate (20 g, 124.10 mmol, 1.00 equiv), methanol (200 mL), and 50% NH2OH (10 mL). The resulting solution was stirred for 1.5 h at 70 oC in an oil bath. The resulting mixture was concentrated under vacuum. This resulted in 24 g (100%) of methyl (Z)-3-(N’- hydroxycarbamimidoyl)benzoate as a tan solid.

According to the analysis of related databases, 13531-48-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas, D.; PADILLA, Fernando; SKALITZKY, Donald, J.; TOOGOOD, Peter, L.; VANHUIS, Chad, A.; (172 pag.)WO2018/39539; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 13531-48-1, These common heterocyclic compound, 13531-48-1, name is Methyl 3-cyanobenzoate, 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.

General procedure: To a round-bottom flask (25 mL) was added phenylhydrazine hydrochloride 1a (43 mg, 0.3 mmol), benzonitrile 2a (0.3 mL, 3 mmol), t-BuONO (53 muL, 0.45 mmol), I2 (38 mg, 0.15 mmol), the mixture was well stirred for 6 h at 25 oC (the whole process was closely monitored by TLC). Then the reaction mixture was purified by a flash silica gel column chromatography (eluent: Petroleum ether (PE)/Ethyl acetate (EA) = 10:1) to give N-phenylbenzamide 3a as a white solid (38 mg, 64%).

Statistics shows that Methyl 3-cyanobenzoate is playing an increasingly important role. we look forward to future research findings about 13531-48-1.

Reference:
Article; Zhang, Zhiguo; Li, Xiang; Li, Yinghua; Guo, Yan; Zhao, Xunan; Yan, Yan; Sun, Kai; Zhang, Guisheng; Tetrahedron; vol. 75; 26; (2019); p. 3628 – 3635;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

13531-48-1, name is Methyl 3-cyanobenzoate, 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. HPLC of Formula: C9H7NO2

General procedure: To a solution of cyanide (8.0 mmol) in 20 mL ethanol was added hydroxylamine (solution 50% in water) (4.0 mL) at room temperature. Thereaction mixture was stirred atreflux for 3 to 4 hours until the nitriles were completed converted(monitored by TLC). The mixture solution was evaporated and extracted withdichloromethane (10 mL¡Á3). The combined organic layers were washed with brine(10 mL), dried over anhydrous Na2SO4, filtered andconcentrated to give the crude product, which was further purified by columnchromatography to afford compounds 4and 8.

The synthetic route of 13531-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Han, Mei; Li, Shan; Ai, Jing; Sheng, Rong; Hu, Yongzhou; Hu, Youhong; Geng, Meiyu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5679 – 5684;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 13531-48-1,Some common heterocyclic compound, 13531-48-1, name is Methyl 3-cyanobenzoate, molecular formula is C9H7NO2, 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.

General procedure: The reaction was carried out in a 100-mL stainless steel autoclave. Phenylcyanide (0.10 g, 1.00 mmol) was added to a mixture of ethylenediamine (0.12 g, 2.00 mmol), CoCl26H2O (0.24 g, 1.00 mmol) and Zn (0.07 g, 1.00 mmol) and the vessel was placed in an autoclave. For some of the reactions that were carried out in solvent, 5 mL of solvent was also added. The autoclave was pressurized to 5.00 atm with O2. The mixture was stirred in a preheated oil bath at 120 C for 12 h. Then, the reaction mixture was cooled to room temperature and the product was purified by column chromatography on silica gel using n-hexane:CH2Cl2 (1:1) to give the benzamide(88 % yield).

The synthetic route of 13531-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Keshipour, Sajjad; Shaabani, Ahmad; Research on Chemical Intermediates; vol. 41; 8; (2015); p. 5071 – 5078;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts