Month: January 2021

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

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 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

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

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

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

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 77326-36-4, 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. 77326-36-4, name is 2-Amino-6-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-amino-6-isobutoxybenzonitrile Sodium hydride (60% suspension in oil, 25.0 g, 0.625 mol) was suspended in anhydrous THF (1000 mL) under nitrogen and heated to an internal temperature of 40 C. to 45 C. 2-methylpropan-1-ol (61.2 mL, 0.661 mol) was then added slowly and portionwise. The mixture was heated at 40 C. to 45 C. for 1 hour, then cooled to 35 C. 2-amino-6-fluorobenzo-nitrile (50.0 g, 0.367 mol) was added and refluxed for 21 hours. The mixture was cooled to r.t., then ice (250 g), ice water (750 mL), and hexanes (1000 mL) was added. Insoluble solids were filtered out and the organic layer was separated. The aqueous layer was extracted once more with a mixture of diethyl ether (250 mL) and hexanes (250 mL). The combined organic layer was washed twice with a solution of citric acid (53 g) in water (500 mL), then washed with 80% brine (300 mL), then dried with magnesium sulfate, filtered and concentrated under reduced pressure. The residue was dissolved in methanol (500 mL), and the immiscible oil carried through from the sodium hydride suspension was separated off in a separatory funnel. The solvent was evaporated under vacuum, and the residue was washed with hexanes (250 mL), after which the product 2-amino-6-isobutoxybenzonitrile was obtained as a viscous oil (46 grams, yield: 66%). 1H NMR (400 MHz, DMSO-d6) delta 7.16 (t, J=8.0 Hz, 1H), 6.33 (d, J=8.0 Hz, 1H), 6.17 (d, J=8.0 Hz, 1H), 5.97 (s, 2H), 3.75 (d, J=7.2 Hz, 2H), 2.00 (m, 1H), 0.97 (d, J=6.8 Hz, 6H) ppm. MS 191 (MH+).

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-Amino-6-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SENOMYX, INC.; Tachdjian, Catherine; Karanewsky, Donald; Tang, Xiao Qing; Liu, Hanghui; US2015/245642; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

2042-37-7, name is 2-Bromobenzonitrile, 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 2042-37-7

General procedure: Phenylboronic acid (1.5mmol), aryl chloride (1.0mmol), K2CO3 (2.0mmol), PEPPSI-type palladium-NHC catalyst (0.01mmol, 1mol%) (2a-f) and mixture of isopropanol/water (1:3; v/v) (4mL) were added to a small round bottom flask in air. The mixture was stirred at 50C for 2h. At the end of the reaction, the cooled solution to room temperature was extracted with a mixture of EtOAc/n-hexane (1:5, v/v). The organic phase was separated and dried over anhydrous MgSO4, the solution passed through the micro silica gel column was concentrated. Product characterizations were performed by GC. The reaction yields were determined by GC based on aryl chloride.

The synthetic route of 2042-37-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kalo?lu, Nazan; Oezdemir, ?smail; Tetrahedron; vol. 75; 15; (2019); p. 2306 – 2313;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 87376-25-8, The chemical industry reduces the impact on the environment during synthesis 87376-25-8, name is 2-Amino-4-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

Step 1. 2-(Ethoxycarbonylamino)-4-nitrobenzonitrile The title compound was prepared according to the procedure described in step 1 of Example 1 (Method B) from 2-amino-4-nitrobenzonitrile. tlc: Rf=0.45 (33% ethyl acetate in hexanes)

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

Reference:
Patent; Pfizer Inc.; US6300363; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts