Category: 4513-77-3

Synthetic Route of 4513-77-3, These common heterocyclic compound, 4513-77-3, name is 2-Oxocyclohexanecarbonitrile, 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 triphenylphosphine (29.9 g, 114 mmol) in 500 ml_ of THF, cooled to 0 0C, was slowly added a 40% solution of diethyl azodicarboxylate in toluene (52.2 ml_, 114 mmol), ethyl glycolate (10.8 ml_, 114 mmol) and 2- oxocyclohexanecarbonitrile (10 g, 81.3 mmol). The resulting solution was stirred at room temperature for 20 hours. Then 50% sodium hydride (11 g, 229 mmol) was added and the mixture was stirred at room temperature for 5 hours. The reaction mixture was cooled to 0 0C and a pH 7.8 phosphate buffer (Na2HPO4/KH2PO4) solution (375 ml_) was added. THF was evaporated and the resulting aqueous solution was extracted with EtOAc. The organic phase was dried over Na2SO4 and concentrated to dryness. The resulting crude product was chromatographed on silica gel using hexane/EtOAc mixtures of increasing polarity as eluent, to afford 8.5 g of the desired compound (yield: 50%). LC-MS (Method 2): tR = 1.97 min; m/z = 210 (MH+).

Statistics shows that 2-Oxocyclohexanecarbonitrile is playing an increasingly important role. we look forward to future research findings about 4513-77-3.

Reference:
Patent; PALAU PHARMA, S. A.; WO2009/56551; (2009); A1;,
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Electric Literature of 4513-77-3, 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. 4513-77-3, name is 2-Oxocyclohexanecarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-oxocyclohexanecarbonitrile (250 mg, 2.03 mmol) in EtOH (20 mL) was added CHCI3 (1 mL) and Pt02 (55.3 mg, 0.244 mmol) and the reaction mixture was stirred under hydrogen atmosphere (3 atm) for 67 h. Subsequently the reaction mixture was filtered over Celite and 4N HCI in dioxane was added to the filtrate, which was then concentrated to afford the title compound. The product was used in the next step without further purification.

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

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige, Liliane, Jeanne; MAIBAUM, Juergen, Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan, Andreas; VULPETTI, Anna; WO2014/2054; (2014); A1;,
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Reference of 4513-77-3, These common heterocyclic compound, 4513-77-3, name is 2-Oxocyclohexanecarbonitrile, 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.

Compound 5 (0.50 g, 0.004 mol) and methyl-sulfanylacetate 6 (1.73 g, 0.016 mol) were mixed in dry Et2O (8 mL) and molecular sieve 5A (0.10 g) was added. The mixture was stirred at room temperature and gaseous hydrogen chloride was continually bubbled through the reaction mixture for 1h. The reaction mixture was then stirred at room temperature for 5.5h, until 2-oxocyclohexanecarbonitrile was observed by GC-MS analysis. Methanol (0.26 g, 0.016 mol) was added and the gaseous hydrogen chloride was continually bubbled through the reaction mixture for further 30 minutes. The mixture was stirred overnight (23h) at room temperature. The solvent was evaporated and the organic residue was mixed with CH2Cl2 (40 mL) and extracted by 0.5M NaOH (2×25 mL), distilled water (20 mL) and finally dried over MgSO4. The solvent was removed under vacuum to obtain a desired product as a yellowish oil (608 mg, 72%). deltaH (CDCl3): 1.63 – 1.78 (m, 4H, H4 and H5), 2.31 – 2.35 (m, 2H, H6), 2.39 – 2.43 (m, 2H, H3), 3.57 (s, 2H, SCH2COOCH3), 3.76 (s, 3H, SCH2COOCH3); deltaC (CDCl3): 21.1 and 22.3 (2CH2 – C4 and C5), 28.9 (CH2 – C6), 29.8 (CH2 – C3), 32.7 (SCH2COOCH3), 52.8 (SCH2COOCH3), 110.0 (Ckv – C2), 117.9 (Ckv – C?N), 150.3 (Ckv – C1), 169.5 (SCH2COOCH3); IR (film): 818, 1007, 1155, 1196, 1300, 1435, 1587, 1739 (ester), 2204 (C?N), 2864, 2945; MS (EI, 70 eV): m/z (%) = 32 (20), 45 (20), 58 (10), 71 (10), 77 (20), 91 (20), 104 (10), 118 (10), 123 (35), 151 (100), 179 (20), 211 (M+, 40).

Statistics shows that 2-Oxocyclohexanecarbonitrile is playing an increasingly important role. we look forward to future research findings about 4513-77-3.

Reference:
Article; Tenora, Luka?; Buchlovi?, Marian; Man, Stanislav; Pota?ek, Milan; Tetrahedron Letters; vol. 52; 3; (2011); p. 401 – 403;,
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Electric Literature of 4513-77-3, 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. 4513-77-3, name is 2-Oxocyclohexanecarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of 2-oxocyclohexanecarbonitrile (59, 2.57 g, 20.9 mmol) and ethyl hydrazineoxalate (60, 4.70 g, 31.3 mmol) in ethanol(40 mL) was stirred at reflux for 18 h, cooled to room temperature and thesolvent removed under reduced pressure.The residue was diluted with methylene chloride (150 mL) and saturatedaqueous sodium bicarbonate (100 mL) was added.The organic layer was separated and the aqueous layer was furtherextracted with methylene chloride (2 ×100 mL).The combined organic layers were washed with brine (50 mL), dried (MgSO4),filtered and concentrated under reduced pressure. The resulting residue was further purified byflash column chromatography on silica gel, eluting with methanol/methylenechloride (gradient of 2:98 to 4:96) to afford 2-ethyl-4,5,6,7-tetrahydro-2H-indazol-3-amine (61) as a while solid(2.73 g, 79%)

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

Reference:
Article; Rynearson, Kevin D.; Buckle, Ronald N.; Barnes, Keith D.; Herr, R. Jason; Mayhew, Nicholas J.; Paquette, William D.; Sakwa, Samuel A.; Nguyen, Phuong D.; Johnson, Graham; Tanzi, Rudolph E.; Wagner, Steven L.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 16; (2016); p. 3928 – 3937;,
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Application of 4513-77-3, These common heterocyclic compound, 4513-77-3, name is 2-Oxocyclohexanecarbonitrile, 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. Preparation of 3-amino-2-(4-chlorophenyl)-4,5,6,7-tetrahydro-2H-indazole A mixture of 3.6 parts of 4-chlorophenylhydrazine and 2.0 parts of triethylamine in 20.0 parts of toluene was stirred at room temperature for fifteen minutes. To the mixture was added 2.5 parts of 2-cyanocyclohexanone, prepared from commercial 2-chlorocyclohexanone and potassium cyanide [von R. E. Meyer, Helv. Chim. Acta., 16, 1291 (1933)], and a few drops of acetic acid. After refluxing for two hours, followed by stirring at room temperature overnight, the reaction mixture was evaporated to remove toluene and was treated with water, extracted with diethyl ether, dried over anhydrous magnesium sulfate and concentrated. Recrystallization from ethanol/water gave 2.6 parts of the compound, m.p. 140-142.

The synthetic route of 4513-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4059434; (1977); A;,
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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. 4513-77-3, name is 2-Oxocyclohexanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H9NO

General procedure: The corresponding 2-hydrazino-benzoic acid or methyl-2-hydrazinobenzoate (1.1 mmol) and the alpha-oxo-cyano compound (1 mmol) were suspended in dry ethanol (5.5 ml) and refluxed for 3 h. After cooling, the product was precipitated, filtered, and dried in vacuo to yield the title products.

According to the analysis of related databases, 4513-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kovacs, Daniel; Molnar-Toth, Judit; Blasko, Gabor; Fejes, Imre; Nyerges, Miklos; Synthetic Communications; vol. 45; 14; (2015); p. 1675 – 1680;,
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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. 4513-77-3, name is 2-Oxocyclohexanecarbonitrile, A new synthetic method of this compound is introduced below., Safety of 2-Oxocyclohexanecarbonitrile

To a solution of (2-methylphenyl) hydrazine hydrochloride (464 mg, 2.92 mmol) in ethanol (2 mL) was added 2-oxocyclohexanecarbonitrile (300 mg, 2.44 MMOL), and the mixture was heated to 60C and stirred for 16 h. The flask was then cooled to rt and the solvent was evaporated to give a solid. The crude residue of 2-(2-methylphenyl)-4, 5,6, 7- tetrahydro-2H-indazol-3-amine hydrochloride (449 mg, 70%) was used in the next step with no further purification. ES-MS m/z 228.2 (MH+) ; HPLC RT (min) 1.22.

The synthetic route of 4513-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2004/50650; (2004); A1;,
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Reference of 4513-77-3, The chemical industry reduces the impact on the environment during synthesis 4513-77-3, name is 2-Oxocyclohexanecarbonitrile, I believe this compound will play a more active role in future production and life.

General procedure: The corresponding 2-hydrazino-benzoic acid or methyl-2-hydrazinobenzoate (1.1 mmol) and the alpha-oxo-cyano compound (1 mmol) were suspended in dry ethanol (5.5 ml) and refluxed for 3 h. After cooling, the product was precipitated, filtered, and dried in vacuo to yield the title products.

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-Oxocyclohexanecarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kovacs, Daniel; Molnar-Toth, Judit; Blasko, Gabor; Fejes, Imre; Nyerges, Miklos; Synthetic Communications; vol. 45; 14; (2015); p. 1675 – 1680;,
Nitrile – Wikipedia,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4513-77-3 as follows. COA of Formula: C7H9NO

2-Oxocyclohexane carbonitrile (5) (3.0 g, 0.024 mol), methyl-2-sulfanyl- acetate (6) (3.1 g, 0.029 mol) and p-toluenesulfonic acid (3.3 g, 0.024 mol) were dissolved in anhydrous acetic acid (100 mL) and the solution was stirred at room temperature for 40 h. The solvent was removed and the organic residue was dissolved in chloroform (150 mL) and then the mixture was washed with 2M NaOH (100 mL) and distilled water (3×50 mL). The organic phase was dried over MgSO4 and the solvent was evaporated. The product contained a mixture of two diastereoisomers (2:1). The pure major diastereoisomer was obtained after addition of Et2O (10 mL), subsequent sonification (5 min) and cooling down the solution in a freezer. The filtration of the precipitate offered a white solid, 3.00 g (63%). Mp 110-111 C; deltaH (CDCl3): 1.26 – 1.58 (2m, 2H, H7), 1.72 – 2.07 (2m, 4H, H8 and H9), 2.13 – 2.21 (m, 2H, H10), 3.03 – 3.07 (dd, J = 4.0, 10.7 Hz, 1H, H6), 3.74 (d, J = 16.8 Hz, 1H, one of H2), 4.04 (d, J = 16.8 Hz, 1H, one of H2); deltaC (CDCl3): 22.6 and 23.0 (2CH2 – C4 and C5), 27.9 (CH2 – C6), 32.4 (CH2 – C3), 39.5 (CH2 – C8), 42.2 (CH – C2), 91.0 (Ckv – C1), 118.5 (Ckv – C?N), 171.1 (Ckv – C10); IR (KBr): 935, 1016, 1061, 1117, 1196, 1227, 1255, 1350, 1404, 1446, 1618, 1782, 2243 (C?N), 2860, 2933, 2956, 2987; MS (EI, 70 eV): m/z (%) = 32 (80), 42 (40), 55 (55), 96 (30), 108 (10), 124 (100), 129 (35), 197 (M+, 35).

According to the analysis of related databases, 4513-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tenora, Luka?; Buchlovi?, Marian; Man, Stanislav; Pota?ek, Milan; Tetrahedron Letters; vol. 52; 3; (2011); p. 401 – 403;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts