Tag: M.W=100-200

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;,
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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;,
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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. 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;,
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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;,
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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;,
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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;,
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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;,
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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;,
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Adding a certain compound to certain chemical reactions, such as: 621-50-1, name is 2-(3-Nitrophenyl)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 621-50-1, name: 2-(3-Nitrophenyl)acetonitrile

A mixture of nitrobenzene acetic acid (1 g, 5.52 mmoles), 1.66 mL OF SOC12, 10 mL dry CHC13 was refluxed for 14 hours. CHC13 and excess thionyl chlorid were removed in vacuo, and the residue was evaporated twice with 25 ML of toluene to remove traces of thionyl chlorid. The residue was taken into 10 mL of toluene and 30 ML of cold concentrated ammonium hydroxyde were added. The white solid formed was collected and dried with etanol in vacuo. Yield: 79 %. 1H NMR (DMSO-d6, 300MHZ) 8 : 8.14 (M, 2H), 7.71 (M, 2H), 7.06 (brs, 2H), 3.58 (s, 2H). 2- (3-NITROPHENYL) ACETAMIDE was added with 10 mL of POC13 and the mixture was heated at reflux for 2 hours. After cooling, the mixture was poured into ice, basified with NA2C03 and extracted with CH2C12. The organic layer was dried over NA2S04, filtered and evaporated. Purified by flash chromatography on silica gel CH2C12. Yield: 41% 1H NMR (CDC13, 300 MHz) 8 : 8.14 (M, 2H), 7.69 (d, 1H, J = 8HZ), 7.56 (m, 1H), 3.88 (s, 2H). A solution of 15 mL HBr 48% was cooled to 0C. (430 mg, 2.65 mmoles) of 3-nitrobenzonitrile, (574 mg, 4.85 mmoles) of Sn were added successively. The mixture was stirred at room temperature for 3 hours, then poured into ice. The solution was basified with NA2CO3, extracted with CH2CK, dried, filtered and evaporated. Purified by flash chromatography on silica gel ETOH/CH2CL2 (2: 98). Yield: 32% 1H NMR (DMSO-D6, 300MHZ) B : 7.37 (M, 2H), 6.81 (M, 2H), 3. 86 (s, 2H). 3-AMINOBENZONITRILE was then reacted with 2-chloroethylisocyanate as described in examples 1- 12 to obtain desired product. Purified by flash chrmatography on silica gel ETOH/CH2C12 (5: 95). Yield: 78%

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-(3-Nitrophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IMOTEP INC.; WO2004/106291; (2004); A1;,
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1897-52-5, name is 2,6-Difluorobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C7H3F2N

Synthesis Route 21.5: 2-Fluoro-6-methoxybenzonitrile (analogous to WO 99/14187):640.5 g (4.6 mol) of difluorobenzonitrile were dissolved in 3.5 I of methanol and then cooled to 0-50C. 828.8 g of 30% strength sodium methoxide solution were added dropwise in this temperature range, and the reaction mixture was stirred at room temperature overnight. Then the reaction mixture was added to 20 I of water and the precipitate was filtered off with suction and washed twice with water and twice with heptane. The solid was dried in vacuo at 50C. Yield: 740 g (99% of theory) of a white solid with a purity of >95% according to GC.1H NMR (in CDCI3): delta = 3.95 ppm (s, 3H, 0-CH3), 6.85 ppm (m, 2H, arom. H), 7.5 ppm (q, 1H, arom. H). ;

The synthetic route of 1897-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; WO2006/56433; (2006); A2;,
Nitrile – Wikipedia,
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