Month: July 2021

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. 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 59997-51-2

At room temperature 4,4-dimethyl-3-oxopentanenitrile (J-ll) (1 equivalents, 5 g) was taken up in ethanol (100 mL), mixed with hydrazine hydrate (2 equivalents, 4.42 g) and refluxed for 3 h. The residue obtained after removal of the ethanol by distillation was taken up in water (100 mL) and extracted with ethyl acetate (300 mL). The combined organic phases were dried over sodium sulphate, the solvent was removed under vacuum and the product (J-lll) (5 g, 89 % yield) was obtained as a light red solid after recrystallisation from n- hexane (200 mL).

The synthetic route of 59997-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 117482-84-5, name is 3-Chloro-4-fluorobenzonitrile, 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 117482-84-5, Recommanded Product: 117482-84-5

A 1 L flask was charged with the product E obtained above (27.2 g 122.3 mmol, 1.0 equiv), 23.13 g 3-chloro-4-fluorobenzonitrile (122.3 mmol, 1.0 equiv), 49.8 g cesium carbonate (152.9 mmol, 1.25 equiv) and 200 mL DMF. The flask was equipped with a reflux condenser, and then placed into a preheated 110 C bath with stirring for 1 h under a dry N2 atmosphere. The resulting suspension was then cooled, diluted with H20 and extracted with 50% EtOAc/ Et20. The organics were washed with brine, dried with Na2S04 and concentrated under reduced pressure. Purification of the residue by flash chromatography (Si02, 20% EtOAc/Hexane) provided 33 g of the product as a white solid (90.4 mmol). ‘H NMR (500 MHz, CDC13): 8 1.86 (s, 3H), 2.82 (s, 1H), 6.80 (J= 8.5 Hz, 1H), 7.33 (dd, J = 8.5,1.5 Hz, 1 H), 7.59 (d, J= 8.5 Hz, 2H), 7.64 (s, 1H), 7.73 (d, J= 8.5 Hz, 2H).

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.; WO2005/110980; (2005); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 34667-88-4, 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 34667-88-4 as follows.

Reference Example 114 4-Amino-2-fluorobenzonitrile To a solution of 2-fluoro-4-nitrobenzonitrile (2.51 g) in methanol (125 mL) was added 10% palladium carbon (50% containing water, 237 mg), and the mixture was stirred under a hydrogen atmosphere for 3 hr. The reaction mixture was filtrated, and the filtrate was concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: hexane-ethyl acetate=1:1) to give the title compound as a pale-yellow solid (yield 1.43 g, 70%). 1H-NMR (CDCl3)delta: 4.31 (2H, brs), 6.37-6.45 (2H, m), 7.31-7.36 (1H, m).

According to the analysis of related databases, 34667-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Kajino, Masahiro; Hasuoka, Atsushi; Tarui, Naoki; Takagi, Terufumi; EP2336107; (2015); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 2286-54-6, A common heterocyclic compound, 2286-54-6, name is 3,3-Diphenylpropanenitrile, molecular formula is C15H13N, 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.

General procedure: Gaseous hydrogen chloride was bubbled through a solution of 35.8 g (0.185 mol) of 3,4,5-trimetoxy-benzonitrile and 15 mL of anhydrous ethanol in 150 mL of diethyl ether cooledto 0-5C until a gain in weight of 8 g. The mixture was kept for 48 h at 3-5C, and the precipitate was filtered off and washed with diethyl ether (3 × 20 mL). Yield of 1a hydrochloride 45.7 g (89%). The product was mixed with 100 mL of water and 150 mL of diethyl ether, the mixture was cooled to 4-8C, and 15 g of sodium hydrogen carbonate was added with stirring. The mixture was stirred for 10 min, the organic phase was separated and dried over anhydrous sodium sulfate, and the solvent was distilled off. Yield 38g (85%).

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:
Article; Khromova, N. Yu.; Fedorov; Malekin; Kutkin; Russian Journal of Organic Chemistry; vol. 52; 10; (2016); p. 1490 – 1495; Zh. Org. Khim.; vol. 52; 10; (2016); p. 1497 – 1502,6;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, molecular formula is C3H7ClN2, 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. name: 2-(Methylamino)acetonitrile hydrochloride

54.5 g of ethyl chloroformate was then poured dropwise into the resulting mix, with the temperature being maintained at between 0° and 5° to form a mixed anhydride. When the addition operation was concluded, agitation was effected for a further period of 30 minutes at 5° C. At the same time, 400 cc of chloroform and 55.5 g of triethylamine were introduced into a one liter balloon flask provided with an agitator and the mixture was cooled in an ice bath. 59 g of methylamino acetonitrile hydrochloride in finely divided form was then added gradually. The solution thus obtained was then gradually added to the solution of mixed anhydride which was produced previously, with the temperature being maintained at between 5° and 10°. At the end of the addition operation, agitation was effected for a further period of 1 hour at 5°C. The temperature of the reaction mix was permitted to rise and the reaction medium was left overnight. The chloroform was then distilled off under a slight vacuum. The residue was dissolved in water and the last traces of chloroform were removed by entrainment with water. The remaining product crystallized out. A few drops of soda lye were then added to make the medium slightly alkaline and then the product obtained was drained, washed with water until the Cl- ions were removed, and dried at 40°. Weight obtained=92 g MP=128° C. Yield=72.5percent

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25808-30-4, its application will become more common.

Reference:
Patent; Societe d’Etudes Scientifiques et Industrielles de l’Ile-de-France; US4703055; (1987); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 115279-57-7, name is 2-(4-Aminophenyl)-2-methylpropanenitrile, 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 115279-57-7, Safety of 2-(4-Aminophenyl)-2-methylpropanenitrile

Step 1. 2-[4-(4,5-dichloro-2-nitroanilino)phenyl]-2-methylpropanenitrile The title compound was prepared according to the procedure described in step 3 of Example 1 from 2,4,5-trichloronitroaniline and 2-(4-aminophenyl)-2-methylpropanenitrile (Axton, C. A.; et al. J.Chem.Soc.Perkin Trans.], 1992, 17, 2203). 1H-NMR (CDCl3) delta9.38 (1H, br), 8.31 (1H, s), 7.54 (2H, d, J=8.58 Hz), 7.30-7.22 (3H, m), 1.75 (6H, s).

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; Audoly, Laurent; Okumura, Takako; Shimojo, Masato; US2002/77329; (2002); 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. 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

General procedure: To a solution of 2a (1 equiv.) and amine (1.2 equiv.) in dichloromethane was added triethylamine (2 equiv.) as outlined in reaction Scheme 1. The reaction mixture was cooled to 0C and propylphosphonic acid anhydride (T3P) (2.5 equiv.) was added. The reaction mixture was then warmed to room temperature and stirred for 16 h. After the completion of reaction, the reaction mixture was diluted with dichloromethane and washed successively with saturated sodium bicarbonate solution, water, brine and dried over anhydrous Na2S04. The solvent was then removed under reduced pressure to yield the crude product, which was purified over silica gel using 30%-60% ethyl acetate in pet-ether as eluant to yield the pure IIj in 35 to 40% yields.

The synthetic route of 53312-81-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ST. JUDE CHILDREN’S RESEARCH HOSPITAL; MMV MEDICINES FOR MALARIA VENTURE; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; GUY, Rodney Kiplin; ZHU, Fangyi; CLARK, Julie Anne; GUIGUEMDE, Wendyam Armand; FLOYD, David; KNAPP, Spencer; STEIN, Philip; CASTRO, Steve; WO2013/27196; (2013); 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. 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-Cyano-3-trifluoromethylaniline

2-ethoxy-6-pentadecyl-benzoyl chloride was condensed with 4-Amino-2-trifluromethyl benzonitrile in dichloromethane in presence of triethylamine as acid scavenger to, yield N-(4-Cyano-3-trifluoromethyl-phenyl)-2-ethoxy-6-pentadecyl-benzamide. The reaction mixture was then concentrated in vacuo and the residue was extracted into ethyl acetate. The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid, then dried over sodium sulphate and finally concentrated in vacuo. The residue obtained was chromatographed over silica gel to afford the desired product. m/z: 545.5 (M+1),359.6, 331.6, 213.3, 175.1, 149.1, 107.1,91,55.1

According to the analysis of related databases, 654-70-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kundu, Tapas Kumar; Balasubramanyam, Karanam; Swaminathan, Vankatesh; US2006/167107; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 1813-33-8, 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. 1813-33-8 name is 2-Chloro-4-(trifluoromethyl)benzonitrile, 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: A mixture of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol), appropriate boronic acid (1.20 mmol)were dissolved in toluene/dioxane:2 N Na2CO3 (2:1:1) solution(6 ml). Tetrakis(triphenyl-phosphine)palladium(0) (0.10 mmol)and 1,10-Ferrocenediyl-bis(diphenylphosphine) (0.20 mmol) wasadded to the mixture and it was refluxed for 12 h. After cooleddown to ambient temperature, the reaction was filtered over celiteand extracted with EtOAc twice. The combined organic extractswere dried over MgSO4, filtered, and concentrated in vacuo. Theresidue was purified by flash column chromatography on silicagel using EtOAc/hexanes (1:10) eluant condition. (R-B(OH)2 =1-pentenyl boronic acid for 53, 1-cyclohexenylboronicacid for 54).

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

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

Electric Literature of 939-79-7, 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. 939-79-7, name is 4-Methyl-3-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Step A 2-Methyl-5-(4H-[1,2,4]triazol-3-yl)-phenylamine Hydrogen chloride was bubbled through a solution of 3-nitro-p-tolunitrile (0.49 g, 3 mmol) in 40 mL of EtOH at room temp for 10 min. The solution was stirred at room temp for 60 min, and the solvent was then evaporated under vacuum to dryness to give a white solid. The intermediate so obtained was dissolved in 20 mL of EtOH, neutralized with sodium ethoxide solution, and the resulting precipitate was removed by filtration. To the filtrate at rt. was added formic hydrazide (0.2 g, 3 mmol), stirring of the solution was then continued at room temp for 2 h, then the solvent was evaporated under vacuum. The residue was dissolved in 30 mL of m-xylene and refluxed at 150 C. for 16 h. The solvent was then evaporated under vacuum and the crude product was purified by flash chromatography to afford 0.26 g of nitro intermediate. (Yield: 43%). MS (m/z) calcd for C9H8N4O2 (MH+) 205.2, found, 205.1.

The chemical industry reduces the impact on the environment during synthesis 4-Methyl-3-nitrobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Leftheris, Katerina; Wrobleski, Stephen T.; Dyckman, Alaric J.; US2005/43306; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts