Month: February 2021

Related Products of 127946-77-4, 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. 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (S)-2-((ieri-butoxycarbonyl)amino)-3-(3-chloro-4-(trifluoromethoxy)- phenyl)propanoic acid (example la; 3.52 g, 9.17 mmol, Eq: 1) in DMF (40 ml) 1- aminocyclopropanecarbonitrile hydrochloride (1.31 g, 11 mmol, Eq: 1.2), HATU (6.98 g, 18.3 mmol, Eq: 2) and /Pr2Net (4.15 g, 5.61 ml, 32.1 mmol, Eq: 3.5) were added at 0 C under an Argon atmosphere. The mixture was stirred for 3h, during that time to the mixture was warmed up to 25 C. After that the mixture was diluted with EtOAc. The organic phase was extracted with water (2x) and brine (3x), dried over Na2S04, filtered, and evaporated to dryness. The mixture was purified by flash chromatography (Si02; CH2Cl2/EtOAc, gradient from 100:0 to 0: 100 within 40 min) to yield the title compound (3.14 g; 76.4%) as a yellow solid. MS (ESI): m/z = 446.1 [M-H] .

The synthetic route of 1-Amino-1-cyclopropanecarbonitrile hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GIROUD, Maude; HAAP, Wolfgang; KUHN, Bernd; MARTIN, Rainer E.; (75 pag.)WO2017/89389; (2017); A1;,
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Electric Literature of 97165-77-0,Some common heterocyclic compound, 97165-77-0, name is 3,5-Dibromobenzonitrile, molecular formula is C7H3Br2N, 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 round-bottomed flask was charged with 3,5-dibromobenzonitrile (15.65 g, 60.00 mmol), sodium azide (7.80 g, 120.00 mmol) and zinc bromide (27.00 g, 120.00 mmol). After degassed, DMF (100 mL) was added. The reaction mixture was heated to 120 C and stirred at this temperature until complete. The reaction was cooled to rt and then in an ice-water bath. 300 mL of IN aqueous HCl was added. The white precipitate formed was collected by suction filtration, washed with water, and dried together with phosphorous pentoxide under vacuum to afford 17.32 g (95 %) of product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromobenzonitrile, its application will become more common.

Reference:
Patent; DENOVAMED INC.; WU, Fan; LU, Erhu; BARDEN, Christopher J.; WO2012/116452; (2012); A1;,
Nitrile – Wikipedia,
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Reference of 60702-69-4, These common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, 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.

The mixture of 2-chloro-3-fluorobenznitrile (28) (2.00 g,12.9 mmol), L-leucine (27a, 2.02 g, 15.4 mmol) and cesium carbonate(5.45 g, 16.7 mmol) in DMSO (60 mL) was stirred at 90 C for12 h. The mixture was extracted with aqueous NaHCO3 twice andaqueous phase was combined. The aqueous phase was acidifiedwith citric acid and extracted with EtOAc twice. The organic layerswere combined, washed with brine, dried over MgSO4 and concentratedin vacuo to give 29a (3.43 g, 12.9 mmol, 100%) as a brownoil. 1H NMR (300 MHz, CDCl3) d 0.96 (3H, d, J = 6.0 Hz), 1.01 (3H,d, J = 6.2 Hz), 1.65-1.88 (3H, m), 4.06-4.16 (1H, m), 4.50-4.62(1H, m), 6.50 (1H, dd, J = 8.6, 2.4 Hz), 6.65 (1H, d, J = 2.5 Hz), 7.42(1H, d, J = 8.5 Hz).

Statistics shows that 2-Chloro-4-fluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 60702-69-4.

Reference:
Article; Aikawa, Katsuji; Asano, Moriteru; Ono, Koji; Habuka, Noriyuki; Yano, Jason; Wilson, Keith; Fujita, Hisashi; Kandori, Hitoshi; Hara, Takahito; Morimoto, Megumi; Santou, Takashi; Yamaoka, Masuo; Nakayama, Masaharu; Hasuoka, Atsushi; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3330 – 3349;,
Nitrile – Wikipedia,
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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. 612-24-8, name is 2-Nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H4N2O2

General procedure: SAC (300mg) and NaBH4 (4.0mmol) were added to a solution of nitroarenes (1.0mmol) in EtOH/water (1/1) (20ml). The reaction mixture was stirred for 4h at the temperature indicated in Table3. At the end of the reaction, the catalyst was removed by filtering and the filtrate was extracted with 3¡Á70ml EtOAc. The combined organic layers were dried over MgSO4 and concentrated in a vacuum.

According to the analysis of related databases, 612-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Genc, Hayriye; Catalysis Communications; vol. 67; (2015); p. 64 – 67;,
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Adding a certain compound to certain chemical reactions, such as: 41963-20-6, name is 4-Bromo-3-methylbenzonitrile, 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 41963-20-6, COA of Formula: C8H6BrN

Example 4Reductive Elimination from Pd-F ComplexesGeneral Procedure. In a nitrogen-filled glovebox, a screw-cap NMR tube was charged with (BrettPhos)Pd(Ar)(F) complex, aryl bromide (where applicable) and toluene. The tube was capped and taken out of the box and standard (p-fluorotoluene) was added via syringe. In a Varian 500 spectrometer, a broadband gXH probe was tuned to 19F and heated to 100¡ã C. Over the course of 2-3 h, a 19F-NMR spectrum was obtained every 5 minutes with 5 minutes acquisition time per spectrum. Every spectrum was normalized to the standard to account for differences in the tuning of the NMR probe. Reductive Elimination of 5. See FIG. 14. a) 10 mg (BrettPhos)Pd(2-Me,4-CNC6H3)(F) (13 mummol), 1 mL toluene. The fitted curve shows t1/2=14 min. b) 10 mg (BrettPhos)Pd(2-Me,4-CNC6H3)(F) (13 mummol), 12.5 mg ArBr (64 mummol, 5 eq), 0.6 mL toluene. c) The fitted curve shows t1/2=18 min.

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; Massachusetts Institute of Technology; US2011/15401; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 39581-21-0, The chemical industry reduces the impact on the environment during synthesis 39581-21-0, name is N-Butyl-2-cyano-acetamide, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution of the cyanoacetamide (2.0mmol) in EtOH (3mL), the ketone or aldehyde (2.0mmol) was added and dissolved. Then, triethylamine (Et3N) (2.0mmol) and S8 (0.25mmol) were added and the reaction mixture was refluxed overnight. Afterwards, it was diluted with EtOAc (25mL) and washed with water (2¡Á25mL) and brine (2¡Á25mL). The combined organic layers were dried over MgSO4, filtrated and the solvent was removed under reduced pressure. Further purification by flash chromatography, with heptane:EtOAc 3:1 (v/v) as eluent, was performed when needed.

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, N-Butyl-2-cyano-acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Eleftheriadis, Nikolaos; Poelman, Hessel; Leus, Niek G.J.; Honrath, Birgit; Neochoritis, Constantinos G.; Dolga, Amalia; Doemling, Alexander; Dekker, Frank J.; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 786 – 801;,
Nitrile – Wikipedia,
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Related Products of 1953-99-7, 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. 1953-99-7 name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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 100 ml flask, 3,4,5,6-tetrachlorophthalonitrile (5 g), 2-butylphenol (4.75 g), K2CO3 (3.9 g) N,N-dimethylformamide (25 ml) was added and stirred while heating to 70 ¡ã C. After completion of the reaction, the reaction mixture is extracted with EA (ethyl acetate). After extraction and concentration, a solid can be obtained. The solid thus obtained is dissolved in a small amount of dichloromethane, washed with hexane several times, filtered and vacuum dried to obtain 3,4,6-trichloro-5-(2-butyl-phenoxy)-phthalonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Samsung SDI Co., Ltd; Seo Hye-won; Shin Myeong-yeop; Jeong Ui-su; Han Gyu-seok; (56 pag.)KR2019/11995; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 151-18-8,Some common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, molecular formula is C3H6N2, 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 DMF (1.6 mL) solution of 3-(2-[[3-(trifluoromethyl)phenyl]amino][1,2,4]triazolo[1,5-a]pyridin-8-yl)benzoic acid (80 mg, 0.201 mmol) obtained in Reference Example 122, 3-aminopropanenitrile (0.016 mL, 0.221 mmol), HATU (91.6 mg, 0.241 mmol), and N,N-diisopropylethylamine (0.042 mL, 0.241 mmol) was stirred for 3 hours at room temperature. Water was poured into the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off at reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) and recrystallized from hexane and ethyl acetate to give 68.4 mg of the titled compound (yield 76%) in solid form. Melting point: 214-215 C.1H-NMR (DMSO-d6) delta: 2.81 (2H, t, J=6.5 Hz), 3.55 (2H, q, J=6.5 Hz), 7.15-7.26 (2H, m), 7.53 (1H, t, J=8.0 Hz), 7.65 (1H, t, J=8.0 Hz), 7.89-7.97 (3H, m), 8.21 (1H, br s), 8.34-8.41 (1H, m), 8.49 (1H, t, J=1.6 Hz), 8.89 (1H, dd, J=6.7, 1.0 Hz), 8.99 (1H, t, J=5.7 Hz), 10.22 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Aminopropanenitrile, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; US2010/41891; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6393-40-4,Some common heterocyclic compound, 6393-40-4, name is 4-Amino-3-nitrobenzonitrile, molecular formula is C7H5N3O2, 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 solution of 4-amino-3-nitrobenzonitrile (1) (3.0 g) in ethanol (80 mL) was sparged for 5 minutes with nitrogen. Palladium on carbon (10%, 300 mg) was added and the mixture was saturated with hydrogen. The mixture was stirred under a hydrogen balloon for seven hours. The mixture was sparged with nitrogen and filtered through celite. The filtrate was concentrated in vacuo to provide the title compound, 3,4- diaminobenzonitrile (2).

The synthetic route of 6393-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACOPEIA , INC.; WO2008/60301; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 21423-81-4, 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 21423-81-4 as follows.

Example 45 Preparation of 4-(Bromomethyl)-3-chlorobenzonitrile (CI10) To a stirred solution of 3-chloro-4-methylbenzonitrile (5 g, 25.4 mmol) in carbon tetrachloride (CCl4; 50 mL) under an argon atmosphere was added NBS (5.16 g, 29 mmol), and the mixture was degassed for 30 min. To this was added azobisisobutyronitrile (AIBN; 0.3 g, 1.8 mmol), and the resultant reaction mixture was heated at reflux for 4 h. The reaction mixture was cooled to ambient temperature, washed with water, and extracted with CH2Cl2. The combined CH2Cl2 layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The crude compound was purified by flash column chromatography (SiO2, 100-200 mesh; 5% EtOAc in n-Hexane) to afford the title compound as a white solid (4.8 g, 68%): mp 87-88 C.; 1H NMR (400 MHz, CDCl3) delta 7.71 (s, 1H), 7.59 (s, 2H), 4.60 (s, 2H); ESIMS m/z 229.77 ([M+H]+); IR (thin film) 2235, 752, 621 cm-1.

According to the analysis of related databases, 21423-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US9211280; (2015); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts