Author: Jessica.F

Related Products of 368-77-4, The chemical industry reduces the impact on the environment during synthesis 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: General Procedure for Preparation of Tetrazoles in Water(Method II). TBAHS (0.25 mmol) was added to a mixture of nitrile (1 mmol), sodium azide (1.5 mmol), and 2 mL H2O in around-bottomed flask. The reaction mixture was heated to 85 C. After completion of the reaction (as monitored by TLC), the crude reaction mixture was transferred into a separatory funnel, to which was added 1 N HCl (15 mL) extracted by ethylacetate (EtOAc, 10 mL × 5). The combined organic layers were washed with H2O and dried over anhydrous sodium sulfate, and were evaporated under reduced pressure to give pure 5-substituted-1H-tetrazole.

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, 3-(Trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Zengtao; Liu, Zhiguo; Cheon, Seung Hoon; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 198 – 202;,
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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. 179897-89-3, name is 5-Bromo-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2-fluorobenzonitrile

To a solution of tetrahydro-pyran-4-ol (3.3 g, 33.0 mmol) in DMF (60 ml) at 0C is added sodium hydride (1.4 g, 33.0 mmol). 5-Bromo-2-fluoro-benzonitrile (5.5 g, 27.5 mmol) in DMF (30 ml) is added dropwise at 0 C. The reaction is stirred at 45C for 16 h. The reaction is cooled to room temperature and quenched by pouring the reaction into water (500 ml). The precipitate is filtered and dried under vacuum; yield: 6.8 g 5-bromo-2-(tetrahydro-pyran-4-yloxy)-benzonitrile; HPLC/MS: 2.27 min, [M+H] = 283.

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; MERCK PATENT GMBH; EGGENWEILER, Hans-Michael; HOELZEMANN, Guenter; DORSCH, Dieter; WO2013/117285; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, 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 330793-38-9, Formula: C8H6BrNO

Preparation 17: 2-methoxy-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)benzamide; Step 1 : 4-bromo-2-methoxybenzamide; To a solution of 4-bromo-2-methoxybenzonitrile (Preparation 16, Step 1 , 2.0Og, 9,43 mmol) in ethanol (6 ml_) was added 10percent aqueous potassium hydroxide (5.30 ml_, 943 mmol). The reaction was heated to 8O0C for 16 h. An additional amount of 10percent aqueous potassium hydroxide (5.3OmL) was added to the reaction and the mixture was stirred for 8 h at 8O0C. The reaction was cooled to room temperature and a solid precipitated. The mixture was filtered to yield the title compound as a white solid 4 (658 mg, 30percent). 1H NMR (500 MHz, DMSO-Cf6) delta ppm 7.70 (d, 1 H), 7.60 (bs, 2H), 7.54 (s, 1 H), 7.22 (d, 1H), 3.90 (s, 3H).

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, 4-Bromo-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; ARHANCET, Graciela Barbieri; CASIMIRO-GARCIA, Agustin; CHEN, Xiangyang; HEPWORTH, David; MEYERS, Marvin Jay; PIOTROWSKI, David Walter; RAHEJA, Raj Kumar; WO2010/116282; (2010); A1;,
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Reference of 2338-75-2, 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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate (51 .1 ) tert-butyl 4-(cyano(4- (trifluoromethyl)phenyl)methylene)piperidine- 1 -carboxylateTo the solution of 4-(trifluoromethyl)phenylacetonitrile (2560.9 mg; 1 3.83 mmol; 1 .06 eq.) in ethanol (50 mL), 21 % sodium ethoxide (5.70 ml; 15.27 mmol; 1 .17 eq.) in ethanol was added dropwise at RT. After stirred for 30 min, a solution of 1 -boc-4- piperidone (2600.00 mg; 13.05 mmol; 1 .00 eq.) in ethanol (10 mL) was added slowly. The reaction mixture was stirred at room teperature for 4h. The reaction was quenched with 50mL of saturated aqueous NH4CI and concentrated to half volume. The aqueous solution was extracted with ether three times. The combined organic extracts were washed with brine, dried and then concentrated to give the crude product, which was purified by Biotage chromatography with EtOAc/Hexane (5-30%) to yield the desired product as light yellow solid (3200.00 mg, yield 66.9%).

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

Reference:
Patent; MERCK PATENT GMBH; LAN, Rouxi; HUCK, Bayard R.; CHEN, Xiaoling; DESELM, Lizbeth Celeste; XIAO, Yufang; QIU, Hui; NEAGU, Constantin; MOCHALKIN, Igor; JOHNSON, Theresa L.; WO2013/40044; (2013); A1;,
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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. 876-31-3, name is 4-(Cyanomethyl)benzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-(Cyanomethyl)benzonitrile

General procedure: To a solution of alpha,beta-unsaturated ketones 3 (0.30 mmol) in CH2Cl2 (0.6 mL) at room temperature was added pyrrolidine (0.060 mmol) followed by addition of 2-arylacetate or 2-arylacetonitrile 2 (0.45 mmol). The resulting solution was stirred at room temperature until complete consumption of alpha,beta-unsaturated ketones 3 was observed as determined by TLC. The resulting mixture was direct purified by silica gel chromatography to afford desired compounds 4 and 5.

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; Do, Jungho; Kim, Sung-Gon; Tetrahedron Letters; vol. 52; 18; (2011); p. 2353 – 2355;,
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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. 2941-29-9, name is Cyclopentanone-2-carbonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C6H7NO

1006801 Step B: Preparation of 2-(1-methyl-1H-pyrazol-4-yl)-2,4,5,6-tetrahydrocyclopenta- [clpyrazol-3-amine: To a solution of di-tert-butyl 1 -(i-methyl- 1H- pyrazol-4-yl)hydrazine- 1 ,2-dicarboxylate (103 mg, 0.330 mmol) in EtOH (1.65 mL, 0.330 mmol) was added concentrated HC1 (137 iL, 1.65 mmol). The mixture was stirred at ambient temperature for 5 minutes, then cooled in an ice bath followed by addition of 2- oxocyclopentanecarbonitrile (36.0 mg, 0.330 mmol). After stirring for 5 minutes, the reaction mixture was warmed to ambient temperature overnight. The reaction mixture was concentrated and partitioned in water and DCM. After phase-separation, the aqueous layer was basified (pH 10) and then extracted with DCM (3 x 10 mL). The combined organic extracts were dried with MgSO4, filtered and concentrated in vacuo. The crude material was purified by reverse-phase column chromatography, eluting with 0-100percent acetonitrile/water to afford the product as a yellow solid (4.5 mg, 6.7percent yield). MS (apci) mlz = 204.1 (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; ARRAY BIOPHARMA INC.; BLAKE, James F.; BRANDHUBER, Barbara J.; HAAS, Julia; NEWHOUSE, Brad; THOMAS, Allen A.; WINSKI, Shannon L.; WO2014/78331; (2014); A1;,
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Related Products of 327-74-2,Some common heterocyclic compound, 327-74-2, name is 2-Amino-5-cyanobenzotrifluoride, molecular formula is C8H5F3N2, 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.

4-Amino-3-trifluoromethylbenzonitrile (100mg, 0.54mmol) and lCl(1.1eq, 0.58mmol, 96.00mg) were added to methylene chloride. The mixture was stirred for 12hrs. The reaction mixture was purified accoding to step 2 of Example 8 to give the title compound (30.5mg, 18.10%). mp: 86~88 C; IR(KBr pellet, cm-1): 3371, 3080, 2924, 2226, 1125, 701; 1H NMR(400MHz, CDCl3): delta 8.02 (d, 1 H, J=1.6Hz), 7.35 (dd, 1 H, J=133.2, 1.6Hz), 7.65 (dd, 1H, J=10.0, 1.6Hz), 5.20 (d, 2H, J=22.0Hz).

The synthetic route of 327-74-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amorepacific Corporation; EP1862454; (2007); A1;,
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Electric Literature of 939-80-0, 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. 939-80-0 name is 4-Chloro-3-nitrobenzonitrile, 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.

Step A 3-nitro-4-vinylbenzonitrile To N,N-dimethylformamide (50 ml) were added 4-chloro-3-nitrobenzonitrile (2.81 g, 15.39 mmol), tri-n-butylvinyltin (5.23 g, 16.49 mmol) and bis(triphenylphosphine)palladium(II) dichloride (701 mg, 0.999 mmol), and the mixture was stirred with heating at 100 C. for 160 min. The reaction mixture was cooled, diluted with an ethyl acetate-hexane=1:1 mixed solvent, washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The insoluble material was filtered off, and the solution was concentrated under reduced pressure. The obtained oil was purified by silica gel column chromatography (ethyl acetate-hexane) to give the title compound (2.21 g, yield 82%) as a yellow solid. 1H-NMR (300 MHz, CDCl3); delta(ppm) 5.69 (d, J=11.3, 1H), 5.90 (d, J=17.3, 1H), 7.20 (dd, J=11.3, 17.3, 1H), 7.78 (d, J=8.1, 1H), 7.85 (dd, J=1.5, 8.1, 1H), 8.24 (d, J=1.5, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; US2012/196824; (2012); A1;,
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Synthetic Route of 658-99-1,Some common heterocyclic compound, 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, molecular formula is C8H5F2N, 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: To a stirring solution of substituted benzonitrile/phenylacetonitrile (1mmol) in anhydrous methanol (20mL) under N2 atmosphere was added hydroxylamine hydrochloride (1.2mmol). Triethylamine (2.5mmol) was added under continuous stirring condition and the mixture was then heated under reflux condition for overnight at 60C and continued until complete consumption of the starting material (monitored by TLC) [22,23]. The excess solvent was then removed under reduced pressure and the obtained residue was washed successively with water and brine, and extracted with ethylacetate (3×10mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. This reaction mixture was purified using silica gel column chromatography with a gradient solvent system of 10-20% ethylacetate to hexane to obtain the desired product with an average yield of 70-80%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3,4-Difluorophenyl)acetonitrile, its application will become more common.

Reference:
Article; Paul, Saurav; Roy, Ashalata; Deka, Suman Jyoti; Panda, Subhankar; Trivedi, Vishal; Manna, Debasis; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 364 – 375;,
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Related Products of 179898-34-1, 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. 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

5′-(3-Cyano-5-fluorophenyl)-spiro[cyclopentane-1,3′-[3H]indol]-2′(1’H)-one: A solution of 3-cyano-5-fluoro-bromobenzene (0.5 g, 2.6 mmol), and tetrakis (triphenylphosphine)palladium(0) (0.2 g) in ethylene glycol dimethyl ether (20 cm3) was stirred under N2 for 20 minutes. To this mixture was then (spiro[cyclopentane-1,3′-[3H]indol]-2′(1’H)-one-5-yl) boronic acid (0.9 g, 3.9 mmol) and sodium carbonate (0.8 g, 7.8 mmol) in water (5 cm3). The solution was brought to reflux for 18 hours and then cooled to room temperature, poured into 2N NaOH and extracted with EtOAc (×3). The combined extracts were washed with water, brine, dried (MgSO4), and evaporated. The residue was purified by column chromatography (SiO2, EtOAc, hexane) to afford the subtitled compound (0.35 g, 44%) as white needles. mp: 235-237 C.; 1H NMR (DMSO-d6) delta 10.5 (s, 1H), 8.1 (s, 1H), 8.0 (dt, 1H, J=1.7, 2.0, 7.0 Hz), 7.8-7.7 (m, 2H), 7.6 (dd, 1H, J=1.8, 6.4 Hz), 6.9 (d, 1H, J=8.1 Hz), 2.0-1.9 (m, 8H); MS (EI) M+ m/z 306.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-5-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6355648; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts