Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 60702-69-4, name is 2-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 60702-69-4, Computed Properties of C7H3ClFN

To a cooled suspension of NaH (60% in mineral oil, 6.24 g, 156 mmol) in DMF (100 mL) at 5 C was added 3,5-dimethylpyrazole 30 (15.0 g, 156 mmol) dropwise. After stirring at 5 C for 30 min, 2-chloro-4-fluorobenzonitrile (24.3 g, 156 mmol) was added dropwise, and the whole was stirred at 0 C for 1 h. The mixture was diluted with water. The resulting precipitates were collected by filtration, washed with water and hexane, and dried in air. The resulting solid was purified by silica gel column chromatography (NH silica gel, hexane-EtOAc). The product was recrystallized from hexane-EtOAc to afford 31 (21.0 g, 58%) as a colorless powder. 1H NMR (300 MHz, CDCl3) delta: 2.29 (3H, s), 2.42 (3H, s), 6.07 (1H, s), 7.51 (1H, dd, J = 8.5 and 2.1 Hz), 7.70-7.76 (2H, m).

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

Reference:
Article; Yamamoto, Satoshi; Tomita, Naoki; Suzuki, Yuri; Suzaki, Tomohiko; Kaku, Tomohiro; Hara, Takahito; Yamaoka, Masuo; Kanzaki, Naoyuki; Hasuoka, Atsushi; Baba, Atsuo; Ito, Mitsuhiro; Bioorganic and Medicinal Chemistry; vol. 20; 7; (2012); p. 2338 – 2352;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 654-70-6,Some common heterocyclic compound, 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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.

Synthesis of 4-isothiocyanato-2-(trifluoromethyl)-benzyl cyanide (compound 2) Into an aqueous suspension (50 mL) of thiophosgene (30.2 g, 262.4 mmol) compound 1 (10.0 g, 53.7 mmol) was slowly added in portions. The reaction mixture was stirred at room temperature (20C) for one hour and then extracted with ethyl acetate for three times (3 * 50mL). The organic layer was combined, washed with saturated brine (100 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to give a black solid. After purified by column chromatography, a white solid 2 (Compound 2, 11.24 g, yield 92%) was obtained. 1H NMR (CDCl3, 400MHz):delta(ppm)7.85(1H, d, J=8Hz), 7.59(1H, s), 7.48(1H, d, J=8.4Hz).MS: 229(M+H+).

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

Reference:
Patent; HC Pharmaceutical Co., Ltd.; CHEN, Yuanwei; EP2792674; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2042-37-7, name is 2-Bromobenzonitrile, 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 2042-37-7, SDS of cas: 2042-37-7

General procedure: In air, potassium phosphate (3mmol, 0.636g), catalyst 1 (0.08mol%, 0.0009g) and arylboronic acid (2mmol) were weighed into a 50mL glass vial that was sealed with a septum and purged with N2 (3¡Á). Dioxane (1mL) was then injected via syringe followed by the aryl bromide (1mmol) (if liquid). If the aryl bromide was a solid, it was introduced into the vial prior to purging with N2. At this time, the reaction stirred for 24h at 100C. The reaction mixture was concentrated in vacuo and directly purified via silica gel flash chromatography.

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-Bromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ren, Hui; Xu, Yong; Jeanneau, Erwann; Bonnamour, Isabelle; Tu, Tao; Darbost, Ulrich; Tetrahedron; vol. 70; 17; (2014); p. 2829 – 2837;,
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. 51762-67-5, name is 3-Nitrophthalonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H3N3O2

3-(2,4-Dimethyl-3-pentyloxy)phthalonitrile (1) was preparedas described previously with some modifications [41].Sodium hydride (1.92 g, 48 mmol, 60% dispersion in mineraloil) was added portion-wise to a cooled DMF (30 mL, 0 C)under argon, and then 2,4-dimethyl-3-pentanol (4.53 g, 39mmol) was added drop-wise, followed by stirring for 1 h. Asolution of 3-nitrophthalonitrile (5.19 g, 30 mmol) in DMF(10 mL) was added slowly to the above solution over 1 h. The resulting solution was warmed to room temperature, andstirred for 1 h. After the reaction, the reaction mixture waspoured into water (500 mL) and stirred for 1 h. The solidformed was recovered by filtration and washed with water(50 mL¡Á3). This crude product was purified by columnchromatography on silica gel using CHCl3 as eluent to givea white solid (4.83 g, 66% yield). 1H NMR (CDCl3, 500MHz): 0.95 (d, 6H), 1.01 (d, 6H), 2.13 (m, 2H), 4.05 (t, 1H),7.26 (d, 1H), 7.28(d, 1H), 7.57 (t, 1H).

The synthetic route of 51762-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Xiaoqing; Yu, Ze; Lai, Jianbo; Zhang, Yuchen; Lei, Ning; Wang, Dongping; Sun, Licheng; Science China Chemistry; vol. 60; 3; (2017); p. 423 – 430;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 2042-37-7, 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. 2042-37-7, name is 2-Bromobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 213 mg (1 mmol) Int1.2 in THF (2.5 mL) was added 364 mg (2 mmol, 2 eq) 2-Brombenzonitril, 183 mg (0.2 mmol, 0.2 eq) Pd2(dba)3, 374 mg (0.6 mmol, 0.6 eq) rac-BINAP and 240 mg (2.5 mmol, 2.5 eq) NaOtBu at room temperature in a microwave reactor. The solution was heated at 150 C for 50 min under microwave irradiation. After cooling, the solution was filtered and evaporated. Subsequent purification by by preparative reverse phase HPLC gave 186 mg (59 %) of the title compound. 1H-NMR (300 MHz, d6-DMSO): delta = 9.56 (1H, s), 9.16 (1H, s), 7.91 (1H, d), 7.72 (1 H, d), 7.70 (1 H, d), 7.62 (1 H, dd) 7.54 (1 H, d), 7.15 (1 H, dd) ppm. UPLC-MS: RT = 1.15 min; m/z (ES+) 315.2 [MH+]; required MW = 314.2.

The chemical industry reduces the impact on the environment during synthesis 2-Bromobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bayer Schering Pharma AG; EP2343297; (2011); 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. 628-20-6, name is 4-Chlorobutyronitrile, A new synthetic method of this compound is introduced below., Product Details of 628-20-6

Stage A 4-(N,N-Dimethylamino)butyronitrile 420 g of dimethylamine are added to a solution, heated to 80 C., of 400 g of 4-chlorobutyronitrile in 1,200 ml of pure ethanol After 12 hours under reflux, the solvent is concentrated, 3 liters of ethyl ether are then added and the precipitate formed is removed The filtrate is concentrated and distilled at 12 mm Hg. Proton nuclear magnetic resonance spectrum (200 MHz, solvent CDCl3): 1.75 ppm,q,2H; 2.25 ppm,s,6H; 2.3-2.5 ppm,t+t,2H+2H

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; Adir et Compagnie; US5077288; (1991); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 6330-25-2, A common heterocyclic compound, 6330-25-2, name is 2-Cyano-N-methyl-acetamide, molecular formula is C4H6N2O, 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 1-methyl-3-cyano-4-methyl-6-hydroxy-2-pyridone required as intermediate may be prepared, for instance, by condensation of methyl acetoacetate with N-methyl-cyanoacetamide in an aqueous alkaline medium at room temperature. It constitutes a colorless powder melting at 280 to 282.

The synthetic route of 6330-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cassella Farbwerke Mainkur Aktiengesellschaft; US3957749; (1976); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3598-14-9, name is Phenoxyacetonitrile, 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 3598-14-9, Recommanded Product: 3598-14-9

To a solution of the diamine 1 (212 mg, 1.0 mmol) in toluene (6 mL) is added 2.0M trimethylaluminum in toluene (1.0 mL, 2.0 mmol) followed by a solution of phenoxyacetonitrile (133 mg, 1.0 mmol) in toluene (1 mL). The solution is heated at 60 C. for 2 h, then cooled to RT. The reaction mixture is quenched with sat. sodium bicarbonate solution (2 mL) and EtOAc is added, and the solution filtered. The filtrate is evaporated, and the residue purified by chromatography on silica gel; elution with dichloromethane:MeOH (9:1) gives 119 mg of the product 383. 1H NMR (CDCl3) delta 7.37 (t, 2H), 7.1-6.9 (m, 9H), 6.88 (bs, 4H), 5.4 (bd, 2H), 5.01 (bs, 2H); MS: m/z 329 (M++1).

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; Aventis Pharmaceuticals Inc.; US2005/26916; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 6574-97-6, These common heterocyclic compound, 6574-97-6, name is 2,3-Dichlorobenzonitrile, 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.

Take dried 2L flask was refluxed for four devices, under nitrogen, into sulfolane 1200g, 280g of potassium fluoride, tetramethylammonium chloride 50g, 2,3- dichlorobenzonitrile 688g, open stirring slowly raised to 210 reaction was incubated 8h, the control sample, the end of the reaction raw material ?1percent.The reaction solution was added to a short column distillation, to give 2-fluoro-3-chlorobenzonitrile 560g, content ?99percent, yield 90percent.

The synthetic route of 6574-97-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Yongtai Technology Co ., Ltd; Zhang, xing; Shu, zhujin; (10 pag.)CN104529729; (2016); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 57381-49-4, A common heterocyclic compound, 57381-49-4, name is 2-Bromo-4-chlorobenzonitrile, molecular formula is C7H3BrClN, 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.

[1,1′-bis(diphenylphosphino)dicene. Iron] Palladium dichloride (192.8 mg, 0.26 mmol) and potassium carbonate (1.09 g,7.91mmol) wereadded. The reaction mixture was heated to 110C and the reaction was stirred for 16 hours.The reaction solution was allowed to cool to room temperature and20 mL of water was addedto the reaction mixture. The mixture was extracted with ethyl acetate (20 mL ¡Á 3). The organic phases were combined and the organic phase was washed with saturated sodium chloride solution (20 mL ¡Á2) and dried over anhydrous sodium sulfate. The desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure.The resulting residue was purifiedby silica gel column chromatography using an eluent system C togive the crude title product 4d (450 mg, yellow viscous product), which was directly introduced into the next reaction.

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; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Yang Fanglong; Chi Jiangtao; He Feng; Tao Weikang; (33 pag.)CN107793396; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts