Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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 501-00-8, Recommanded Product: 2-(3-Fluorophenyl)acetonitrile

Step A: Preparation of 4-(3-Fluorophenyl)-tetrahydro-2H-pyran-4-carbonitrile; [0561] Potassium tert-butoxide (5.48 g, 48.8 mmol) was added to a stirred solution of 2-(3-fluorophenyl)acetonitrile (2.58 mL, 22.2 mmol) in DMF (30 mL) at 00C under a nitrogen atmosphere. The mixture was stirred for 10 minutes at 00C before l-chloro-2-(2-chloroethoxy)ethane (2.86 mL, 24.4 mmol) was added dropwise via syringe. The reaction mixture was allowed to warm to room temperature and stirred for 6 hours. The reaction mixture was then cooled to 00C and quenched with 10% HCl. The aqueous mixture was extracted with EtOAc (2x). The combined organic layers were washed with brine, dried (MgSO4), and concentrated in vacuo to give the product as an orange oil (7.53 g)-

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 288251-96-7, name is 2-Isobutyl-5-nitrobenzonitrile, molecular formula is C11H12N2O2, 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. SDS of cas: 288251-96-7

(2) 5-amino-2-isobutylbenzonitrile Under an argon gas atmosphere, the compound obtained in the Example 59(1) (500 mg) was dissolved in the mixed solution of ethanol (5 ml) and ethyl acetate (5 ml), and Pt/C (sulfided) (50 mg) was added to the mixture. The atmosphere was substituted with hydrogen, and the mixture was stirred at room temperature for 6 hours. After filtration of the reaction solution on Celite, the resulting filtrate was removed under reduced pressure to obtain the target compound (447 mg) as a pale black oily substance or solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288251-96-7, its application will become more common.

Reference:
Patent; MEIJI SEIKA PHARMA CO., LTD.; YOSHIDA, Satoshi; NINOMIYA, Tomohisa; US2013/217663; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 330793-38-9, 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. 330793-38-9 name is 4-Bromo-2-methoxybenzonitrile, 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.

General procedure: To a stirred solution of Ar-X 9 (1.0 mmol) in THF(4.5 ml) was added dropwise a solution of i-PrMgCl in Et2O (2.0 M, 0.53 ml, 1.06 mmol) at ?40 °C under Ar and the resulting mixture was stirred at ?40 °C for 3 h and cooled to ?78 °C. To a stirred solution of dibromodifluoromethane in THF (2.46 M, 0.49 ml, 1.2 mmol) was added dropwise the prepared solution of Ar-MgCl 10 in THF via cannula at ?78 °C and the resulting mixture was gradually warmed to room temperature over 8 h. The reaction was quenched with saturated aqueous NH4Cl (10 ml) and extracted with EtOAc (10 ml x 3). The combined extracts were dried over Na2SO4. Concentration of the solvent in vacuo afforded a residue, which was purified by silica gel column chromatography and recycle GPC to give Ar-CF2Br 11.

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

Reference:
Article; Shiosaki, Masahiro; Inoue, Munenori; Tetrahedron Letters; vol. 55; 50; (2014); p. 6839 – 6843;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 766-84-7, 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. 766-84-7 name is 3-Chlorobenzonitrile, 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.

The appropriate quantity of stock solution A was added to a 4 mL vial containing the aryl chloride (1.00 mmol) and NaOtBu (230 mg, 2.40 mmol), unless otherwise stated, in 1.5 mL of DME. The thiol (1.00 mmol) was then added, and the vial sealed with a cap containing a PTFE septum. The mixture was heated at 110 0C until the chloroarene was consumed, as determined by GC. Silica gel (0.5 g) was added, and the solvents were evaporated under reduced pressure. The crude residue was purified by column chromatography on silica gel using hexane or mixtures of hexane and ethyl acetate as eluent. Aryl sulfides were isolated in the yields reported in Tables 5 and 6.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chlorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; YALE UNIVERSITY; WO2007/64869; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 40497-11-8, 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. 40497-11-8 name is Ethyl 2,3-dicyanopropanoate, 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.

In a 250 mL round bottom three-necked flask0.01 mol of 4-methoxyaniline and a small amount of ethanol,3.0 mL (0.035 mol) of concentrated hydrochloric acid was added dropwise under ice-cooling with stirring.0.018 mol of sodium nitrite was dissolved in 10 mL of water,Slowly dropping into the flask,After the reaction was completed 0.5h yellow diazonium salt solution.0.01 mol of ethyl 2,3-dicyanopropionate was added to a three-necked flask,The prepared diazonium salt solution was dropped into the flask,After dropping the reaction 2 h.Adding ammonia,Adjust the pH to 9-10,Reaction at room temperature for 2h.After completion of the reaction, the reaction mixture was extracted with 40 mL of dichloromethane,The organic layer was washed with water (2 x 30 mL)Washed with saturated sodium chloride solution (1 x 40 mL)Dried over anhydrous magnesium sulfate,Partial distillation of the solvent under reduced pressure gave 1.15 g of product,The yield was 53.6%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2,3-dicyanopropanoate, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Wang, Xinlin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (13 pag.)CN105820167; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 3032-92-6,Some common heterocyclic compound, 3032-92-6, name is 4-Ethynylbenzonitrile, molecular formula is C9H5N, 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.

General procedure: Polymer supported metal catalyst (25mg, 21×10-3mmol) in water (5mL) was taken in a 50mL round bottom flask. Then phenylacetylene (1mmol), sodium azide (1.2mmol) and benzyl bromide (1mmol) were added and stirred at room temperature for 180 min. After the completion of the reaction, the catalyst was filtered off and washed with water followed by acetone and dried in oven. The filtrate was extracted with ethyl acetate (3×20ml) and the combined organic layers were dried with anhydrous Na2SO4 by vacuum. All the prepared compounds were confirmed by 1H and 13C NMR.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Ethynylbenzonitrile, its application will become more common.

Reference:
Article; Molla, Rostam Ali; Roy, Anupam Singha; Ghosh, Kajari; Salam, Noor; Iqubal, Md Asif; Tuhina; Islam, Sk Manirul; Journal of Organometallic Chemistry; vol. 776; (2015); p. 170 – 179;,
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. 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, A new synthetic method of this compound is introduced below., name: 4-Cyano-3-trifluoromethylaniline

4-Isocyanato-2-trifluoromethyl-benzonitrile (8a) To a solution of 5-amino-2-cyanobenzotrifluoride (1a) (2.0 g, 10.7 mmol) in ethyl acetate (6 mL) at 0 C. under argon, was added dropwise a 2.0 M solution of phosgene in toluene (6.5 mL, 12.9 mmol). The solution was stirred 30 min at 0 C. and allowed to return at room temperature. Toluene (3 mL) was then added to the ethyl acetate and the resulting solution was refluxed for 3 hrs using a Dean-Stark apparatus, equipped with an HCl trap (solid NaOH). The first 6 mL of distilled solvent was removed and replaced by toluene (6 mL). The solution was then filtrated and evaporated to give compound 8a (1.6 g) as an orange oil which was directly used for the next step. IR: 2268 (strong), 2232 (weak) cm-1.

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; Labrie, Fernand; Breton, Rock; Singh, Shankar Mohan; Maltais, Rene; US2006/287327; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 115279-57-7, 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. 115279-57-7, name is 2-(4-Aminophenyl)-2-methylpropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

10210] 4,6-dichloro- 1 ,5-naphthyridine-3-carboxylate ethyl (5.9 g, 21.9 mmol) and 2-(4-aminophenyl)-2-methyl propanenitrile (3.5 g, 21.9 mmol) were dissolved in 100 mE tert-butanol. To the resulting mixture was added potassium carbonate (6.0 g, 43.8 mmol). The reaction mixture was heated to reflux and reacted for 15 hrs. The reaction was cooled to room temperature, and then concentrated in a reduced pressure. To the residue was added 100 mE water and 100 mE DCM. The phases were separated. The aqueous phase was extracted with 100 mE DCM. The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated. The resulting crude product is separated by silicagel column chromatography (EtOAc/PE=0-1/2) to obtain a pale yellow solid of 6-chloro-4-((4-(2-cyanopropan- 2-yl)phenyl)amino)-1 ,5-naphthyridine-3-carboxylate ethyl(6.9g).

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-(4-Aminophenyl)-2-methylpropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; XUANZHU PHARMA CO., LTD.; Wu, Frank; Shu, Chutian; US2015/239885; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 1813-33-8,Some common heterocyclic compound, 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile, molecular formula is C8H3ClF3N, 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.

General procedure: A mixture of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol), appropriate amine (NR2, 2.00 mmol),and DBU (2.5 mmol) were dissolved in 1,4-dioxane (8 ml). Themixture was stirred for 12 h at 50 C. The reaction was quenched with water and extracted with EtOAc twice. The combined organicextracts were dried over MgSO4, filtered, and concentrated invacuo. The residue was purified by flash column chromatographyon silica gel using EtOAc/hexane (1:7-1:10) eluant condition.(NR2 = 4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloridefor 17).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-4-(trifluoromethyl)benzonitrile, its application will become more common.

Reference:
Article; Ann, Jihyae; Jung, Aeran; Kim, Mi-Yeon; Kim, Hyuk-Min; Ryu, Hyungchul; Kim, Sunjoo; Kang, Dong Wook; Hong, Sunhye; Cui, Minghua; Choi, Sun; Blumberg, Peter M.; Frank-Foltyn, Robert; Bahrenberg, Gregor; Stockhausen, Hannelore; Christoph, Thomas; Lee, Jeewoo; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6844 – 6854;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts