Category: nitriles-buliding-blocks

Electric Literature of 60702-69-4, The chemical industry reduces the impact on the environment during synthesis 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

Phenol (3.66 g, 39 mmol) dissolved in DMF (30 mL),It was treated with NaH 60% (1.56 g, 39 mmol) dispersed in oil in small portions until gas evolution ceased. The reaction mixture was stirred at room temperature for 10 minutes,Then 2-chloro-4-fluorobenzonitrile (2-A, 5.0 g, 32.5 mmol) was added. The mixtureStir for 3 hours at room temperature until completion (LCMS).Volatiles were removed in vacuo and the crude product was partitioned between DCM / water.The organic phase is separated, washed with saturated aqueous salt solution,Dried over Na2SO4.Concentration gave 7.5 g of an off-white solid.

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-4-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Arqule, Inc; Lapierre, Jean-Marc; Eathiraj, Sudharshan; Namdev, Nivedita; Momose Takayuki, Brian; Ota, Yusuke; Momose, Takayuki; Tsunemi, Tomoyuki; Inagaki, Hiroaki; Nakayama, Kiyoshi; (35 pag.)JP2020/59741; (2020); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 15666-97-4, 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 15666-97-4 as follows.

Under argon gas protection, to a two-ported flask filled with 3T(OEH-BDT)3T(CHO)2 (360 mg, 0.2 mmol), octyl cyanoacetate (10-fold molar equivalent) and 100 mL of dry trichloromethane was added dropwise several drops of triethylamine. The mixture was stood at room temperature overnight. The mixture was poured into 100 mL of water and extracted with dichloromethane (30 mL¡Á3). The organic phase was washed with water (60 mL), saturated saline (60 mL) and water (60 mL), successively. The organic phase was dried over anhydrous sodium sulfate. After the solvent was removed under reduced pressure, the resultant product was separated with chromatographic column, in which petroleum ether-dichloromethane (1:2) was eluant, to give a brown solid (yield: 91%). MALDI-TOF MS (m/z): C106H148N2O4S8 [M]+, calculated: 1800.91; found: 1800.90.

According to the analysis of related databases, 15666-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NANKAI UNIVERSITY; Chen, Yongsheng; Wan, Xiangjian; Liu, Yongsheng; Li, Zhi; Zhou, Jiaoyan; Wang, Fei; He, Guangrui; Long, Guankui; US9184315; (2015); B2;,
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. 64248-64-2, name is 2,5-Difluorobenzonitrile, A new synthetic method of this compound is introduced below., Product Details of 64248-64-2

Example 41 5-Fluoro-2-(2-methyl-4-pyrrolidin-1-yl-quinolin-7-ylmethoxy)-benzonitrile The title compound was produced in accordance with the general method of example 6 from (2-methyl-4-pyrrolidin-1-yl-quinolin-7-yl)-methanol (example 2) and 2,5-difluorobenzonitrile. Light yellow solid, ISP-MS: m/e=362.3 ([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; Klug, Michael G.; Mattei, Patrizio; Mueller, Werner; Neidhart, Werner; Nettekoven, Matthias Heinrich; Pflieger, Philippe; Plancher, Jean-Marc; US2003/158179; (2003); 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. 1220630-83-0, name is 3-Amino-4-(trifluoromethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H5F3N2

(a) 3-lsothiocvanato-4-trifluoromethyl-benzonitrileA mixture of 3-amino-4-trifluoromethyl-benzonitrile (1.0 g, 5.4 mmol), di-(2- pyridyl)thionocarbonate (1.87 g, 8.06 mmol) and THF (50 mL) was stirred at rt overnight. The mixture was concentrated and the residue was purified by column chromatography.Yield: 760 mg (62%).

According to the analysis of related databases, 1220630-83-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; KUELZER, Raimund; MACK, Juergen; PFAU, Roland; STENKAMP, Dirk; PELCMAN, Benjamin; ROENN, Robert; LUBRIKS, Dimitrijs; SUNA, Edgars; WO2012/76672; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 14447-18-8, These common heterocyclic compound, 14447-18-8, name is Benzyl cyanoacetate, 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.

2-Cyano-4,4,8-trimethyl-non-2-enoic acid benzyl ester: To a mixture of 2,2,6-Trimethyl-heptanal (1.05 g, 6.73 mmol), piperidine (0.19 mL, 2.01 mmol) and benzyl cyanoacetate (1.29 g, 7.4 mmol) in toluene (50 mL) was added glacial acetic acid (0.72 g, 12.1 mmol). The flask was fitted with a Dean-Stark trap, and the mixture was heated at reflux for 18. The mixture was cooled, treated with dilute HCl, and the layers were separated. The organics were washed with a saturated sodium bicarbonate solution followed by brine, and dried (MgSO4), filtered and concentrated. The residual oil was purified by silica gel chromatography (98/2 hexane/EtOAc) to give 1.3 g of 2-Cyano-4,4,8-trimethyl-non-2-enoic acid benzyl ester m/z 314 (M+)

The synthetic route of 14447-18-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Field, Mark John; Williams, Richard Griffith; US2005/65176; (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. 2032-34-0, name is 3,3-Diethoxypropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C7H13NO2

A mixture of 3,3-diethoxypropanenitrile (1.80 mL, 12.00 mmol), 2-amino-4- bromobenzaldehyde (2 g, 10.00 mmol) and p-toluenesulfonic acid monohydrate (0.380 g, 2.000 mmol) in toluene (30 mL) was heated under reflux using Dean-Stark apparatus for 3 h. The reaction was cooled, evaporated under reduced pressure, and the residue was dissolved in a small amount of DMF, diluted with chloroform, and washed with aq. sodium bicarbonate solution. The aqueous layer was extracted with chloroform, and the combined extracts were washed with brine, dried (Na2S04), and concentrated in vacuo. Purification by flash chromatography (0-3% methanol in dichloromethane) followed by trituration in diethyl ether provided the title compound (1.75 g, 75%). 1H NMR (400 MHz, DMSO-de) delta ppm 7.95 (dd, J=8.72, 1.89 Hz, 1 H) 8.08 (d, J=8.84 Hz, 1 H) 8.38 (d, J=2.02 Hz, 1 H) 9.13 (d, J=1.52 Hz, 1 H) 9.21 (d, 1 H).

The synthetic route of 2032-34-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; GHERGUROVICH, Jonathan, Michael; MOORE, Michael, Lee; PARRISH, Cynthia, Ann; RIDGERS, Lance, Howard; YU, Hongyi; WO2013/28447; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 621-50-1, 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. 621-50-1, name is 2-(3-Nitrophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 50-mi. round-bottom flask, was placed a mixture of 2-(3-nitrophenyl)acetonitrile24.67 mmol, 1.00 equiv), water (8 mL), sulfuric acid (8 mL), and acetic acid (8 mL). The resulting solution was stirred overnight at 1100 C, and then it was diluted with water. The resulting solution was extracted with ethyl acetate, and the combined organic layers wereconcentrated under vacuum to yield 4.2 g (94%) of 2-(3-nitrophenyl)acetic acid as a yellow solid

The synthetic route of 2-(3-Nitrophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; BRAMELD, Kenneth A.; VERNER, Erik; WO2014/182829; (2014); 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. 327-74-2, name is 2-Amino-5-cyanobenzotrifluoride, A new synthetic method of this compound is introduced below., Product Details of 327-74-2

81.70 g (439 mmol) 4-amino-3-trifluoromethyl-benzonitrile are dissolved in 1000 ml of methanol, cooled to 0 C. Within 1.2 hours hydrochloric acid is added in gaseous form. Then the reaction mixture is refluxed for 5 hours with stirring, then diluted with water, cooled to 3 C. and suction filtered. The precipitate is washed with water and dried. Yield: 73.10 g (76% of theoretical)

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; Breitfelder, Steffen; Maier, Udo; Hoenke, Christoph; Joergensen, Anne T.; Pautsch, Alexander; Brandl, Trixi; Grauert, Matthias; Hoffmann, Matthias; Scheuerer, Stefan; Erb, Klaus; Pieper, Michael; Pragst, Ingo; US2007/238730; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 17823-40-4,Some common heterocyclic compound, 17823-40-4, name is 4-Bromo-2,3,5,6-tetrafluorobenzonitrile, molecular formula is C7BrF4N, 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 4-bromo-2,3,5,6-tetrafluorobenzonitrile (2.2 g, 5.53 mmol), 2-cyanopyridine-5-boronic acid pinacol ester (2.0 g, 5.53 mmol), Pd2(dba)3 (0.18 g, 0.2 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.16 g, 0.4 mmol) and K3PO4 (2.2 g, 10 mmol) in anhydrous toluene (100 ml) was degassed and heated at 115 C for 16 hours. The resulting mixture was poured into ethyl acetate (100 ml), after filtered off precipitate, the solution was loaded on silica gel and purified by flash column using eluents of ethyl acetate/hexane (10% to 30%). The desired fractions were collected and concentrated to give white solid (Compound25) (0.18 g, in 6% yield).

The synthetic route of 17823-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NITTO DENKO CORPORATION; ZHENG, SHIJUN; BASIAGO, ADAM; (86 pag.)JP2016/526025; (2016); A;,
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. 766-84-7, name is 3-Chlorobenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 3-Chlorobenzonitrile

EXAMPLE 13; 5-(1-chloroethyl)-3-(3-chlorophenyl)-1,2,4-oxadiazole; (i) 3-chloro-N’-hydroxybenzenecarboximidamide; Sodium hydroxide (8.2 g in 50 mL water) and hydroxylamine hydrochloride (16 g in 20 mL water) were added to a solution of 3-chloro-benzonitrile (28 g, 203.5 mmol) at 80 C. in ethanol (50 mL). The resulting mixture was stirred for 2 h. at 80 C. The solvent was removed in vacuo. to afford the title compound (29.82 g, 85.9%). 1H NMR (300 MHz, CDCl3): delta (ppm) 7.65 (s, 1H), 7.52 (d, 1H), 7.41 (d, 1H), 7.35 (t, 1H), 4.86 (br, 2H), 1.68 (br, 1H).

The synthetic route of 766-84-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/37820; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts