Category: nitriles-buliding-blocks

Related Products of 26830-95-5, 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. 26830-95-5 name is 4-Methyl-2-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.

4-methyl-2-nitrobenzonitrile (0 ¡¤ 2mmol, 32 ¡¤ 4mg) ,tetrahydroxydiboron (0.6mmol, 53.8 mg), glacial acetic acid (0.24mmol, 14.5mg), cuprous chloride (0.04mmol, 4.0mg), Benzaldehyde (0¡¤24mmol, 25¡¤4mg), methanol (1ml), water (1ml) were added to the test tube, reacted at 60 C for 3h, after the completion of reaction, the reaction solution was extracted with ethyl acetate three times, the combined organic phases are concentrated to dryness, separated through column chromatography (petroleum ether: ethyl acetate =4:1), Yield:(34.8mg,73%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Methyl-2-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; China Three Gorges University; Zhou Haifeng; Sui Yuebo; Jiang Xiaolan; Yang Bing; Yu Tao; (16 pag.)CN108558778; (2018); A;,
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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. 34667-88-4, name is 2-Fluoro-4-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H3FN2O2

Production Example 6-1 2-(6-bromo-2-naphthyloxy)-4-nitrobenzonitrile After heating to reflux 2-fluoro-4-nitrobenzonitrile (1 g), 6-bromo-2-naphthol (1.41 g), potassium fluoride/alumina (0.7 g) and 18-crown-6 (0.16 g) in acetonitrile, the mixture was reacted for 12 hours. It was then cooled to room temperature, the insoluble portion was filtered using celite, the ethyl acetate layer was washed with water and saturated saline and then dried over magnesium sulfate, and the solvent was distilled off. Methanol was added to the residue for crystallization to obtain 1.43 g of 2-(6-bromo-2-naphthyloxy)-4-nitrobenzonitrile. 1H-NMR (CDCl3) delta:7.31 (1H, dd, J=2.4, 8.8 Hz), 7.54 (1H, d, J=2.0 Hz), 7.62-7.70 (3H, m), 7.88 (1H, s), 7.90 (1H, s), 8.01 (1H, dd, J=2.0, 8.4 Hz), 8.08 (1H, s).

The synthetic route of 34667-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Satoh, Takashi; Okamoto, Yasushi; Asano, Osamu; Watanabe, Nobuhisa; Nagakura, Tadashi; Saeki, Takao; Inoue, Atsushi; Sakurai, Masahiro; US2003/181766; (2003); A1;,
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Electric Literature of 159847-81-1, These common heterocyclic compound, 159847-81-1, name is Methyl 2-amino-5-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.

A mixture of A [(2. 0] g, 7.37 [MMOL),] oxalyl chloride (10 mL), and [CH2CL2] (4 mL) was treated with DMF (ca. [2GEL).] The mixture was stirred at room temperature for 1 hr and then heated to reflux for 5 h. The yellow solution was cooled and concentrated in vacuo to give crude acid chloride that was redissolved in [CH2C12] (2 mL) and added slowly to a mixture of methyl [2-amino-5-cyanobenzoate] (1.28 g, 7.37 mmol) in dry pyridine (10 mL). The red mixture was stirred at room temperature for lh and then heated to reflux for 3 h under N2. The reaction mixture was cooled to room temperature, diluted with H20 (2 mL), and concentrated in vacuo to a slurry mixture that was diluted with ethyl acetate. The mixture was filtered. The solids were washed with H20 and dried in a vacuum oven to give 2.02 g (64 % yield) of product: mp 184- [185 C] : MS (ESI+) for [C2OH19N306S] [M/Z] 429.9 [(M+H) +.] IR (diffuse reflectance) 3457,3362, 2224,1642, 1551,1485, 1401,1306, 1261,1178, 1156,900, 858, [821,] 634 [CM~L.] MS (CI) m/z [(REL.] intensity) 244 (M+, 0), 245 (12), 244 (99), 127 (9), 118 (9), 117 (72), 90 (75), 84 (11), 64 (14), 63 (42), 62 (13). Anal. Calcd for [C7HSIN2] : C, 34.45 ; H, 2.07 ; N, 11.48.Found: C, 34.57 ; H, 2.08 ; N, 11. 48.

Statistics shows that Methyl 2-amino-5-cyanobenzoate is playing an increasingly important role. we look forward to future research findings about 159847-81-1.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18461; (2004); A2;,
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Related Products of 77668-42-9, These common heterocyclic compound, 77668-42-9, name is 2,3-Dichlorobenzoyl cyanide, 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.

5. Synthesis of lamotrigine via the tetrafluoroborate saltA solution of aminoguanidinium tetrafluoroborate was freshly prepared from aminoguani- dinium bicarbonate (2.42 g, 17.8 mmol) and anhydrous tetrafluoroboric acid, 53% (v/v) in diethylether (6.18 g), and diluted with acetonitrile (8 mL). 2,3-dichlorobenzoyl cyanide (1.50 g, 7.50 mmol) was added and the reaction mixture was heated to 45 C for 4 hours.In analogy to example 2 the reaction mixture was poured into ice water, yielding the tetrafluoroborate salt of compound II as a suspension which was cooled down to 10 C and filtrated. The filter cake was directly dissolved from the filter at room temperature using essentially pure acetonitrile without any additional solvent. The subsequent cyclization step was performed as described in example 2.

Statistics shows that 2,3-Dichlorobenzoyl cyanide is playing an increasingly important role. we look forward to future research findings about 77668-42-9.

Reference:
Patent; LONZA AG; WO2008/19798; (2008); A1;,
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Related Products of 13544-06-4, 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. 13544-06-4, name is 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 155 Methyl-[2-(6-trifluoromethyl-1H-indol-3-yl)-cyclopropylmethyl]-amine The commercially available (2-nitro-4-trifluoromethylphenyl) acetonitrile (14.0 g, 60.8 mmol) was dissolved in 9:1 EtOH:H2O (50 mL) and glacial acetic acid (1.4 mL). This mixture was hydrogenated over 10% Pd/C (5.0 g) at 50 psi for 16 h at room temperature. The reaction was filtered over celite and evaporated in vacuo. The residue was partitioned between saturated aqueous sodium carbonate and dichloromethane (2*200 mL) and the combined organic extract was dried over sodium sulfate, filtered, and concentrated in vacuo. The crude material was purified by silica gel column chromatography (hexanes/ethyl acetate, 20:1, 9:1, 5:1) to afford 12.9 g (65% yield) of 6-trifluoromethyl-1H-indole as a yellow solid: 1H NMR (400 MHz, CDCl3) 8.36, (1H, br s), 7.72 (2 H, m), 7.37 (2 H, m), 6.63 (1 H, m); MS m/e 184 (M-H)-. Anal calcd. for C9H6F3N: C, 58.38; H, 3.26; N, 7.56. Found: C, 58.30; H, 2.92; N, 7.49.

The synthetic route of 2-(2-Nitro-4-(trifluoromethyl)phenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mattson, Ronald J.; Denhart, Derek John; Deskus, Jeffrey A.; Ditta, Jonathan L.; Marcin, Lawrence R.; Epperson, James R.; Catt, John D.; King, Dalton; Higgins, Mendi A.; US2003/73849; (2003); A1;,
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630-18-2, name is Pivalonitrile, 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. Product Details of 630-18-2

A solution of 2-bromobenzo[h]quinoline (1.52 g, 5.89 mmol) in THF (36 ml) was cooled to -78 oC and after 10 minutes a solution of 2.5 M of n-butyllithium in n-hexane (2.47 ml, 6.18 mmol) was added slowly. The resulting dark red solution was stirred at this temperature for 1 hour and then a solution of 2,2-dimethylpropanonitrile (0.78 ml, 7.04 mmol) in THF (5 ml) was added drop-wise. The solution was stirred for a further hour at -78 oC and finally allowed to warm slowly to ambient temperature. A solution of 1 M H2SO4 (25 ml, 25 mmol) was then added and the mixture was heated under reflux for 3 hours: After cooling, the organic phase was separated and the aqueous phase was extracted with Et2O (3 x 15 ml). The organic phases were combined, dried over anhydrous Na2SO4 and the solvent evaporated under reduced pressure. The residue was purified by flash chromatography (eluent: petroleum ether /acetate = 9/1) to give 1.24 g (80% yield) of 1-(benzo[h]quinolin-2-yl)-2,2-dimethylpropanone in the form of a yellow solid; melting point: 88-90 oC. Elemental analysis (%) calculated for C18H17NO: C, 82.10; H, 6.51; N, 5.32. Found: C, 82.10; H, 6.51; N, 5.32. 1H NMR (CDCl3): delta 9.20 (d, J= 7.8 Hz, 1H), 8.13 (s, 2H), 7. 84 (d, J= 7. 8 Hz, 1H), 7.80-7.73 (m, 2H), 7. 73-7. 62 (m, 1H), 7.56 (d, J= 9 Hz, 1H), 1.67 (s, 9H). 13C{1H} NMR (CDCl3): delta 206.7, 152.1, 144.5, 136.3, 133.7, 131.8, 129.5, 128.4, 127.9, 127.5, 124.9, 124.5, 121.2, 44.3, 28.0.

The synthetic route of 630-18-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universita’ Degli Studi di Udine; RIGO, Pierluigi; BARATTA, Walter; SIEGA, Katia; CHELUCCI, Giorgio Adolfo; BALLICO, Maurizio; MAGNOLIA, Santo; EP2178843; (2013); B1;,
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Adding a certain compound to certain chemical reactions, such as: 846023-24-3, name is 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide, 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 846023-24-3, Product Details of 846023-24-3

EXAMPLE 20 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(3-iodo-4-methoxyphenyl)amino]prop-2-enamide To a suspension of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (5.00 g, 19.30 mol) in 400 mL of iso-propanol, under N2, was added 3-iodo-p-anisidine (5.80 g, 23.16 mmol). This mixture was heated to reflux to give a clear yellow solution. To this solution, triethylorthoformate (8.60 mL, 52.11 mmol) was added dropwise and the reaction mixture was heated at reflux overnight. An additional 10 mL of triethylorthoformate was added and the mixture was heated at reflux overnight. The mixture was allowed to cool to room temperature and the white solid was collected by filtration, washed with isopropanol, and dried overnight at ~40 C. under reduced pressure. Purification by suspension in hot ethyl acetate followed by addition of cold hexanes gave 8.50 g (85%) of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(3-iodo-4-methoxyphenyl)amino]prop-2-enamide as a yellow solid, mp 289-290 C.; MS (ES) m/z 516.7 (M-H)- Analysis for C18H14Cl2IN3O3; Calcd: C, 41.73; H, 2.72; N, 8.11. Found: C, 40.66; H, 2.94; N, 7.90.

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-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wyeth Holdings Corporation; US2005/43537; (2005); A1;,
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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. 21524-39-0, name is 2,3-Difluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 21524-39-0

A mixture of 3 -methyl- lH-pyrazole-4-carbaldehyde (5 g, 45.41 mmol), potassium carbonate (9.41 g, 68.11 mmol), 2,3-difluorobenzonitrile (6.06 mL, 54.5 mmol) and dimethylformamide (50 mL) is stirred at 100C for 5 hr. and then at room temperature overnight. Water is added and a precipitated is formed. The precipitate is filtered. The aqueous solution filtered is extracted in ethyl acetate. Organic layer is washed with brine, dried over magnesium sulfate and solvent is evaporated. Both the solid precipitated and the solid recovered from organic layer after evaporation are combined and 10.4 g of the title compound is obtained and used with no further purification (the title compound is contaminated with the other pyrazole regioisomer in a ratio 90: 10). MS (m/z): 230 (M+l).

The synthetic route of 21524-39-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; BENITO COLLADO, Ana Belen; DIAZ BUEZO, Nuria; JIMENEZ-AGUADO, Alma Maria; LAFUENTE BLANCO, Celia; MARTINEZ-GRAU, Maria Angeles; PEDREGAL-TERCERO, Concepcion; TOLEDO ESCRIBANO, Miguel Angel; WO2011/60217; (2011); A1;,
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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 766-84-7 as follows. Recommanded Product: 766-84-7

Synthesis of Intermediate (1)(1)Molecular Weight: 137.6 Molecular Weig ht: 171.6[00269] In a 3-neck 2 L round-bottomed flask, equipped with anoverheadmechanicalstirrer, slurry of sodium hydrosulfide hydrate (90.9 g, 1.226 mmol) and magnesium chloride hexahydrate (125.86 g, 0.620 mmol) in 1 L of DMF was added 3-Chlorobenzonitrile (85 g, 0.620 mmol) in one portion, and the reaction mixture was stirred at room temperature for 2 h. The progress of reaction was followed by TLC analysis on silica gel using ethyl acetate: hexane (1 : 1) as mobile phase. The resulting green slurry was poured in 5000 mL water, and the resulting precipitates were collected by filtration. The crude product was re-suspended in 1 N HCl and stirred for 45 min, then filtered and washed with water to give intermediate- 1 (63 g, 75%).Mass/LCMS: 180.0;NMR confirmed.

According to the analysis of related databases, 766-84-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon; WO2011/109799; (2011); A1;,
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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 6609-57-0 as follows. Safety of 2-Ethoxybenzonitrile

2-Ethoxybenzonitrile was prepared from 2-ethoxybenzamide 5 according to the method reported by Nowakowski23 in 89% yield (lit.23 yield 92%); Rf (hexane/EtOAc 9:1) 0.45; nmax (crystal): 2231 cm 1 (C^N). 1H NMR (CDCl3, d ppm): 7.57e7.51 (m, 2H, 4-H and 5-H of C6H4), 7.01 (d, J 7.3 Hz, 1H, 6-H of C6H4), 6.97 (d, J 8.8 Hz, 1H, 3-H of C6H4), 4.17 (q, J 7 Hz, 2H, OCH2), 1.49 (t, J 7.1 Hz, 3H, CH3). Ethyl 2-ethoxybenzimidate hydrochloride was synthesized by passing dry HCl(gas) through the solution of 2- ethoxybenzonitrile in anhydrous ethyl alcohol. This compound was obtained as a white solid (46%); mp 49e54 C; Rf (hexane/ EtOAc 7:3) 0.36. 1H NMR (CDCl3, d ppm): 13.01 (br s, 1H, NH), 10.14 (br s, 1H, NH), 8.04 (dd, J 1.7 and 8 Hz, 1H, 6-H of C6H4), 7.74e7.70 (m, 1H, 4-H of C6H4), 7.18e7.14 (m, 2H, 3-H and 5-H of C6H4), 5.04 (q, J 7 Hz, 2H, NCOCH2), 4.39 (q, J 7 Hz, 2H, OCOCH2), 1.63 (t, J 7.1 Hz, 3H, NCOCH2CH3), 1.57 (t, J 6.8 Hz, 3H, OCOCH2CH3). 2- Ethoxybenzamidine hydrochloride 6 was prepared from ethyl 2- ethoxybenzimidate hydrochloride and NH3/methanol. Crude product was purified by crystallization (methanol/ethyl ether) to provide 6 as a white solid crystal (96%); mp 190e192 C; (lit.24 yield 91%, mp 195e196 C); Rf (n-butanol/acetic acid/water 4:4:1) 0.31; 1H NMR (CDCl3thDMSO-d6, d ppm): 9.76 (br s, 2H, NH), 8.41 (br s, 2H, NH), 7.80 (d, J 7.8 Hz, 1H, 6-H of C6H4), 7.55e7.51 (m, 1H, 4-H of C6H4), 7.06 (t, J 7.6 Hz, 1H, 5-H of C6H4), 7.0 (d, J 8.3 Hz, 1H, 3-H of C6H4), 6.69 (br s, 2H, NH2), 4.15 (q, J 7 Hz, 2H, OCH2), 1.43 (t, J 7.1 Hz, 3H, CH3). nmax (crystal): 1662 cm 1 (C]N). MS (ESI, matrix DHB): [MthH]th found: 165.1. C9H12N2O requires 165.095.

According to the analysis of related databases, 6609-57-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Olszewska, Teresa; Gajewska, Ewa P.; Milewska, Maria J.; Tetrahedron; vol. 69; 2; (2013); p. 474 – 480;,
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