Category: nitriles-buliding-blocks

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. 16213-85-7, name is 2-(2,5-Dimethylphenyl)acetonitrile, A new synthetic method of this compound is introduced below., name: 2-(2,5-Dimethylphenyl)acetonitrile

To a stirred solution of sodium ethoxide (21% in ethanol, 5.34 mL, 68.9 mmol) was added methyl 2-methoxyacetate (5.34 mL, 51.7 mmol) and 2-(2,5-dimethylphenyl)acetonitrile (5.00 g, 34.5 mmol). The resulting reaction mixture was heated to reflux for 14 hours. The reaction was cooled, concentrated, diluted with ethyl acetate (80 mL), and washed with hydrochloric acid (2N). The combined organic layer was dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography provided the title molecule as a pale yellow oil (4.00 g, 53%) : ESIMS m/z 218 ([M+H]+).

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; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; BAUM, Erich W.; FISCHER, Lindsey G.; GOLDSMITH, Miriam E.; CROUSE, Gary D.; RENGA, James M.; SPARKS, Thomas C.; (234 pag.)WO2016/99929; (2016); A1;,
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Electric Literature of 395675-23-7, 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. 395675-23-7, name is 2-Chloro-5-fluorophenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-(2-Chloro-5-fluorophenyl)-tetrahydropyran-4-carbonitrile 6.76 g of (2-chloro-5-fluorophenyl)-acetonitrile and 5.7 ml of 2,2-dichlorodiethyl ether are dissolved in 100 ml of dimethylformamide and mixed within 2.5 hours with 3.7 g of sodium hydride (60%) while being cooled with ice. After 3 hours at 0 C. and 16 hours at room temperature, it is mixed with ice water and ethyl acetate, acidified with 1 M hydrochloric acid, and the ethyl acetate phase is washed with water, dried (Na2SO4) and concentrated by evaporation. After chromatography on silica gel, 6.2 g of 4-(2-chloro-5-fluorophenyl)-4-pyranylcarbonitrile, flash point 91-93 C., is obtained.

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-Chloro-5-fluorophenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jaroch, Stefan; Lehmann, Manfred; Schmees, Norbert; Buchmann, Bernd; Rehwinkel, Harmur; Droescher, Peter; Skuballa, Werner; Krolikiewicz, Konrad; Hennekes, Hartwig; Schaecke, Heike; Schottelius, Arndr; US2002/77356; (2002); 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. 2141-62-0, name is 3-Ethoxypropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 3-Ethoxypropanenitrile

ethyl cyanoacetate 9 bar of O2 were injected into a solution of 3.0 g (0.030 mol) of 3-ethoxypropionitrile, 1.0 g (6.13 mmol) of NHPI and 116 mg (0.47 mmol) of Co(CH3COO)2.4H2O in 30 g of acetonitrile. The mixture was stirred at 190 C. for 7 h.

The synthetic route of 2141-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lonza AG; US6700010; (2004); B1;,
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Adding a certain compound to certain chemical reactions, such as: 80517-21-1, name is 4-Fluoro-2-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 80517-21-1, Formula: C7H3FN2O2

EXAMPLE 151Preparation of 2-(2-nitro-4-pyrrolidin-1-ylphenyl)-4,5,6,7-tetrahydro-1 ,3- benzothiazol-7-ol and 2-(7-methoxy-4,5,6,7-tetrahydro-1 ,3-benzothiazol-2-yl)-5-pyrrolidin-1- ylaniline2 Preparation of 2-(2-nitro-4-pyrrolidin-1-ylphenyl)-4,5,6,7-tetrahydro-1 ,3- benzothiazol-7-ol Step A: 2-Nitro-4-pyrrolidin-1-ylbenzonitrileA mixture of 4-fluoro-2-nitrobenzonitrile (1.0 g, 6.02 mmol) and 1.5 mL of pyrrolidine in 25 mL of tetrahydrofuran is stirred at room temperature for 2 hours, then concentrated. The residue is diluted with ethyl acetate, and then washed with saturated sodium chloride (x 3). The organic layer is dried over magnesium sulfate and then filtered through Magnesol. Concentration provides 2-nitro-4-pyrrolidin-1-ylbenzonitrile as a brick red solid (1.05 g). MS: m/z 218.1 (M+ H).

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

Reference:
Patent; WYETH; WO2009/120826; (2009); A1;,
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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. 69975-66-2, name is 3-Oxo-indan-5-carbonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C10H7NO

[00286] To a solution of 3-oxo-2,3-dihydro-lH-indene-5-carbonitrile (200 mg, 1.27 mmol) in acetic acid (6 mL) was added nicotinaldehyde (0.14 g, 1.27 mmol), ethyl 2-cyanoacetate (0.2 g, 1.78 mmol) and ammonium acetate (0.98 g, 12.7 mmol). The reaction mixture was heated to 80 C and stirred at that temperature for 10 min under microwave irradiation. Then the reaction mixture was cooled to RT. Water (20 mL) was added to the reaction vessel, which resulted in the formation of a precipitate. The precipitate was filtered, washed with water (3 x 5 mL), ether (3 x 5 mL) and then purified by flash column chromatography with a gradient elution of EtOAc (30%) and Hex (70%) to EtOAc (70%) and Hex (30%) to provide 2-oxo-4-(pyridin-3-yl)-2,5- dihydro-lH-indeno[l,2-b]pyridine-3,8-dicarbonitrile (20 mg, 0.06 mmol) as a yellow solid. LC/MS [M+H]+ = 311.3.

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; SUNOVION PHARMACEUTICALS INC.; NEWCOM, Jason, S.; SPEAR, Kerry, L.; WO2015/88564; (2015); A1;,
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These common heterocyclic compound, 453566-15-9, name is Methyl 3-bromo-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. category: nitriles-buliding-blocks

To methyl 3-bromo-5-carbamoyl-benzoate (2.8 g, 10.8 mmol, 1.0 eq) was added POCI3 (30 mL) and the reaction heated at 100 C overnight. The POCI3 was removed under reduced pressure, water was added and the aqueous layer extracted with EtOAc. The combined organic extracts were dried (Na2SC>4), filtered and evaporated in vacuo to afford a crude residue which was purified by column chromatography (petroleum ethenEtOAc, 20:1 ) to give methyl 3-bromo-5-cyano-benzoate (2.5 g, 96 %). This material was dissolved in THF (30 mL) and LiOH.H20 (1.7 g, 41.6 mmol, 1.54 eq) and H20 (10 mL) were added. The mixture was stirred at room temperature overnight. The THF was removed under reduced pressure and the aqueous phase acidified with diluted HC1 and extracted with EtOAc. The combined organic extracts were dried (Na2SC>4), filtered and evaporated in vacuo. The residue obtained was purified by column chromatography (CH2C12: MeOH, 50: 1) to give the title compound as a white solid (2 g, 85 %).LC-MS: m z 248.0, 249.9 [M+Na1H NMR (400 MHZ, DMSO) delta 13.67 (br s, 1H), 8.40 (s, 1H), 8.24 (s, 1H), 8.24 (s, 1H).

The synthetic route of Methyl 3-bromo-5-cyanobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FOVEA PHARMACEUTICALS; FEUTRILL, John; LERICHE, Caroline; MIDDLEMISS, David; WO2013/37705; (2013); A2;,
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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. 320-41-2, name is 4-Chloro-2-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H3ClF3N

Add 4-chloro-2-trifluoromethyl-benzonitrile to formic acid (96percent) (15 mL) and water (3 mL). Add nickel-aluminun alloy (1260 mg). Heat at 100 0C overnight. Dilute with ethyl acetate and filter through Celite.(R).. Extract the filtrate with 1 N sodium hydroxide and saturated aqueous sodium chloride, dry (sodium sulfate), filter, and concentrate to give 4-chloro-2-trifluoromethylbenzaldehyde (555 mg, 87percent): 1HNMR (400 MHz, MeOH-d4) delta 10.29 (m, IH), 8.10 (d, IH, J = 8.4 Hz), 7.91 (d, IH, J = 1.6 Hz)5 7.85 (dd, IH, J = 8.4, 1.6 Hz).

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; ELI LILLY AND COMPANY; WO2006/44454; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1885-29-6, name is 2-Aminobenzonitrile, 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 1885-29-6, Quality Control of 2-Aminobenzonitrile

Bromine (110 mmol, 5.6 mL) was added dropwise to an acetic acid solution (150 mL) of 2-aminobenzonitrile (50 mmol, 5.9 g) in an argon atmosphere, and the mixture was stirred at room temperature for 5 hours. The reaction solution was poured into ice water (200 mL), and the resulting solid was collected by filtration and washed with water.The residue was recrystallized from ethyl acetate to obtain 2-amino-3,5-dibromobenzonitrile (6.9 g, yield 50%).The obtained 2-amino-3,5-dibromobenzonitrile (10.0 mmol, 2.75 g), tetrabutylammonium fluoride trihydrate (5.0 mmol, 1.58 g), trimethylsilyl azide (TMSN3) (15 0.0 mmol, 2.0 mL) was stirred at 85 C. for 2 hours under an argon atmosphere. Ethyl acetate was added to the reaction solution, and the mixture was extracted 3 times with 1M hydrochloric acid (5 mL), and then the organic layer was dried over magnesium sulfate and dried under reduced pressure.Ethyl acetate was distilled off. The residue was subjected to silica gel column chromatography (ethyl acetate: ethanol = 10: 1), and 2,4-dibromo-6- (1H-tetrazol-5-yl) aniline (1.40 g, yield 44%) was white. Obtained as a solid.

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

Reference:
Patent; Tohoku University; Uozumi, Nobuyuki; Arisawa, Mieko; Suzuki, Futoshi; Endo, Akira; Hamamoto, Susumu; Ikenokami, Yoshiaki; (20 pag.)JP2019/137678; (2019); A;,
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Reference of 69797-49-5,Some common heterocyclic compound, 69797-49-5, name is 2-Amino-3-methylbenzonitrile, molecular formula is C8H8N2, 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. 2-[1-Oxo-5-(2-propenyl)-2-cyclopenten-3-yl]amino3-pentylbenzonitrile (Formula II, A=formula Ia, X=>C-H, n=1, Ra=pentyl, Rb=2-propenyl) A procedure similar to that described in Example 11b was followed using the following changes and substitutions: 2-amino-3-pentylbenzonitrile (1.51 g) from Example 10e instead of the nitrile from Example 1d, and 4-(2-propenyl)-1,3-cyclopentanedione (1.30 g instead of the amount indicated in Example 11b) in toluene (10 ml instead of the amount indicated in Example 11b). Following a heating interval of 5.5 hours, excess toluene was distilled off and the residue cooled to ambient temperature. Partitioning of the residue between saturated aqueous NaHCO3 and ethyl acetate was followed by separation of the layers and washing of the ethyl acetate layer with brine. After drying and concentrating the material, the crude product was chromatographed over silica gel using ethyl acetate:hexane (1:1) as the eluent. There was obtained the title product (1.21 g, 49%) as a yellow gum; tlc, Rf =0.23, silica gel, ethyl acetate:hexane (1:1).

The synthetic route of 69797-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICI Americas Inc.; US4975435; (1990); 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. 61272-77-3, name is 2-Amino-5-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 61272-77-3

Synthesis Example 13 1-benzyl-6-fluoro-2,3-dihydro-1H-pyrrolo [2,3-b] quinoline-4-ylamine hydrochloride Phosphorus oxychloride (0.51 ml) was added to a solution of 1-benzyl-2-pyrrolidone (0.84 ml) in chloroform (3 ml). The solution was stirred at room temperature for 30 minutes, and 2-amino-5-fluorobenzonitrile (0.65 ml) was added thereto. The reaction mixture was refluxed for 3 hours while heating and then ice-water was added thereto. Further, the mixture was neutralized by adding 20% aqueous sodium hydroxide solution and extracted with chloroform. The extract was washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to give 5-fluoro-2-{(1-benzyl-2-pyrrolidinylidene) amino} benzonitrile (1.68 g).

According to the analysis of related databases, 61272-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tarui, Naoki; Santo, Takashi; Mori, Masaaki; Watanabe, Hiroyuki; US2003/139442; (2003); A1;,
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