Month: September 2021

Related Products of 6393-40-4, 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 6393-40-4 as follows.

1g (6.1mmol) 4-Amino-3-nitrobenzonitrile was dissolved in 50ml ethanol and was subjected to hydrogenation using 35 psi of H2 and 10% Pd.C until the end of H2 uptake. The catalyst was filtered on a bed of Celite, washed with ethanol and concentrated in vacuo. Powder residue was used for the subsequent steps without crystallization. Yield: 88% (0.72g). Mp: 144-146C.14

According to the analysis of related databases, 6393-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Karaaslan, Cigdem; Kaiser, Marcel; Brun, Reto; Goeker, Hakan; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4038 – 4044;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 67515-59-7, A common heterocyclic compound, 67515-59-7, name is 4-Fluoro-3-(trifluoromethyl)benzonitrile, molecular formula is C8H3F4N, 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: A mixture of 9H,9’H-3,3′-bicarbazole (500 mg, 1.50 mmol), 4-fluoro-2-methylbenzonitrile (450 mg, 3.33 mmol) and K2CO3(0.99 g, 7.2 mmol) in dimethyl sulfoxide (DMSO) (6 mL) was stirredat 140 C for 12 h under nitrogen atmosphere. After cooling to roomtemperature, the mixture was poured into water, filtered and thenpurified by column chromatography over silica gel with CH2Cl2/petroleum ether (1: 1) as eluent to afford a white solid (760 mg,89%).

The synthetic route of 67515-59-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cao, Xudong; Hu, Jia; Tao, Youtian; Yuan, Wenbo; Jin, Jie; Ma, Xiaoxuan; Zhang, Xinwen; Huang, Wei; Dyes and Pigments; vol. 136; (2017); p. 543 – 552;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 68385-95-5, These common heterocyclic compound, 68385-95-5, name is 2-Amino-3,5-dibromobenzonitrile, 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.

Bromine (110 mmol, 5.6 mL) was added dropwise to an acetic acid solution (150 mL) of 2-aminobenzonitrile (50 mmol, 5.9 g) in an argon atmosphere, and the mixture was stirred at room temperature for 5 hours. The reaction solution was poured into ice water (200 mL), and the resulting solid was collected by filtration and washed with water.The residue was recrystallized from ethyl acetate to obtain 2-amino-3,5-dibromobenzonitrile (6.9 g, yield 50%).The obtained 2-amino-3,5-dibromobenzonitrile (10.0 mmol, 2.75 g), tetrabutylammonium fluoride trihydrate (5.0 mmol, 1.58 g), trimethylsilyl azide (TMSN3) (15 0.0 mmol, 2.0 mL) was stirred at 85 C. for 2 hours under an argon atmosphere. Ethyl acetate was added to the reaction solution, and the mixture was extracted 3 times with 1M hydrochloric acid (5 mL), and then the organic layer was dried over magnesium sulfate and dried under reduced pressure.Ethyl acetate was distilled off. The residue was subjected to silica gel column chromatography (ethyl acetate: ethanol = 10: 1), and 2,4-dibromo-6- (1H-tetrazol-5-yl) aniline (1.40 g, yield 44%) was white. Obtained as a solid.

The synthetic route of 68385-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tohoku University; Uozumi, Nobuyuki; Arisawa, Mieko; Suzuki, Futoshi; Endo, Akira; Hamamoto, Susumu; Ikenokami, Yoshiaki; (20 pag.)JP2019/137678; (2019); A;,
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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Cyano-N,N-diethylacetamide

A mixture of 3, 4-dihydroxy-5-Nitrobenzaldehyde(70 g; 382 mmole) , N, N- Diethylcyanoacetamide (107 g; 764 mmole) , piperidine (56.6ml; 573 mmole) , and acetic acid (32.8 ml; 573 mmole) in isopropanol (700 ml) is heated at reflux during approximately 3 hours. The resulting dissolution is cooled to room temperature and the resulting precipitate is kept in stirring at this temperature overnight. Finally, it is cooled at 0-50C, filtered off and washed with isopropanol (140 ml) . The resulting product is dried at 400C in a vacuum oven to provide 119 g (79.7 % yield) of an orange solid (m.p.= 152-4C; HPLC purity= 98.0 % (Z-isomer= 0.94 %) ) .IR (cm”1) : 3190, 3038, 2975, 2828, 2723, 2547, 2201, 1631, 1607, 1542, 1480, 1439, 1387, 1357, 1318, 1265, 1221, 1187, 1176, 1156, 1074, 1018, 948, 866, 834, 802, 782, 681, 638, 607, 562.1H-NMR (500 MHz, CD3OD): 7.94 (d, J= 2.4 Hz, IH); 7.65 (d, J= 2.4 Hz, IH) ; 7.47 (s, IH) ; 3.56 (q, J= 6.6 Hz; 4H) ; 3.35-3.16 (m, 4H); 1.84-1.80 (m, 4H); 1.74-1.71 (m, 2H); 1.29 (t, J= 6.6 Hz, 6H) .Analysis. Calculated for Ci4H14N3O5-C5H12N: C, 58.45; H, 6.17; N, 14.35. Found: C, 58.19; H, 6.52; N, 14.27.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 26391-06-0.

Reference:
Patent; QUIMICA SINTETICA, S. A.; WO2008/98960; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 2469-99-0, A common heterocyclic compound, 2469-99-0, name is 3-Oxobutanenitrile, molecular formula is C4H5NO, 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: DDQ (341 mg, 1.5 mmol) was added to -cyanoketone (0.5 mmol) in ethyl acetate (2 mL). Theresulting reaction mixture was stirred overnight during which time a yellow solid precipitated.Ethyl acetate (30 mL) was added and the resultant mixture was subsequently washed with coldaqueous 5% NaHCO3 (10 mL×3) and brine. Silica gel (0.5 g) was added and the mixture rotaryevaporated. The resulting powder was added to the top of a short silica-gel column and purifiedusing petroleum ether/ethyl acetate in a 10:1~7:1 ratio (volume ratio) as the eluent to afford thedesired product.

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; Li, Jiang-Sheng; Xue, Yuan; Li, Zhi-Wei; Liu, Wei-Dong; Lu, Cui-Hong; Zhao, Pei-Xia; Synlett; vol. 24; 15; (2013); p. 2003 – 2005;,
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. 14447-18-8, name is Benzyl cyanoacetate, A new synthetic method of this compound is introduced below., Application In Synthesis of Benzyl cyanoacetate

Synthesis of 2-(2-(methylsulfonyl)-4-trifluoromethylbenzoyl)acetonitrile 1.10 g of magnesium chloride (11.5 mmol) in 15 ml of acetonitrile are admixed at 0 C. with 2.0 g (11.4 mmol) of benzyl cyanoacetate and 2.3 g (22.9 mmol) of triethylamine. After stirring for 20 min at 0 C., 3.27 g (11.4 mmol) of 2-(methylsulfonyl)-4-trifluoromethylbenzoyl chloride are added in portions. The mixture is stirred for 16 h at RT, acidified with 2n HCl and extracted with ether. The organic phase is dried and concentrated in a rotary evaporator. Yield 2.74 g (56%; 1H-NMR, CDCl3, 400 MHz: 14.20 (bs, 1H), 8.43 (s, 1H), 8.05 (d, 1H), 7.82 (d, 1H), 5.40 (s, 2H), 3.30 (s, 3H)) of benzyl 2-(2-(methylsulfonyl)-4-trifluoromethylbenzoyl)cyanoacetate, which, after adding 0.65 g (1 eq) of triethylamine in THF, is hydrogenated for 2 h. After filtration, the mixture is diluted with ethyl acetate and washed with 2N HCl, NaHCO3 solution and sodium chloride solution. Yield 1.41 g (75%). 1H NMR, CDCl3, 400 MHz: 8.36 (s, 1H), 8.04 (d, 1H), 7.63 (d, 1H), 4.03 (s, 2H), 3.21 (s, 3H).

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; Braun, Ralf; Willms, Lothar; Heinemann, Ines; Haeuser-Hahn, Isolde; Dietrich, Hansjoerg; Gatzweiler, Elmar; Rosinger, Christopher Hugh; US2014/342906; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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 654-70-6, Recommanded Product: 4-Cyano-3-trifluoromethylaniline

To the reaction kettle, was introduced nitrogen gas, to which were added 4-cyano-3-(trifluoromethyl)phenylamine (200 g), n-heptane (450 mL), and water (500 mL), followed by stirring to produce suspension. Thiophosgene (148 g) was drop added. The mixture was stirred at 40 C. for 16 hours, then stood for liquid separation. The water phase was extracted with n-heptane (500 mL) once, and the organic phase was combined. The solvent was removed by concentrating under reduced pressure, followed by reduced pressure distillation to provide the target compound (220 g), with a yield of 89.8%. 1HNMR (DMSO, 400 MHz): 7.52 (1H, dd, J=1.7, 8.3), 7.60 (1H, d, J=1.7 Hz), 7.87 (1H, d, J=8.3 Hz).

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-Cyano-3-trifluoromethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HINOVA PHARMACEUTICALS INC.; CHEN, Yuanwei; DU, Wu; KUANG, Tongtao; GENG, Xi; (10 pag.)US2020/87261; (2020); 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. 34667-88-4, name is 2-Fluoro-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C7H3FN2O2

A mixture of 4-nitro-2-fluorobenzonitrile (1.83 g, 5 mmol) and iron (1.68 g, 6 mmol) in a mixture of acetic acid (40 ml) and ethyl acetate (40 ml) was refluxed for 2 hours. The solid was filtered off and the filtrate was washed with water and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, concentrated and chromatographed (dichloromethane:acetone, 95:5) to yield 4- amino-2-fluorobenzonitrile (54a) (0.653 g, 4.8 mmol, 96%).

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; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2006/124118; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 134450-56-9,Some common heterocyclic compound, 134450-56-9, name is 4,5-Difluorophthalonitrile, molecular formula is C8H2F2N2, 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.

Difluorophthalonitrile (30 g, 183 mmol) was added to 1-chloronaphthalene (150 ml) in which BCl3 (14 g, 120 mmol) was dissolved, and the mixture was heated to reflux under a nitrogen atmosphere. Afier cooling, the mixture was separated and purified by silica chromatography, and then a product was purified by sublimation and purification to obtain F6-SubPc-Cl (11 g, yield 34%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,5-Difluorophthalonitrile, its application will become more common.

Reference:
Patent; SONY SEMICONDUCTOR SOLUTIONS CORPORATION; OBANA, Yoshiaki; NEGISHI, Yuki; HASEGAWA, Yuta; TAKEMURA, Ichiro; ENOKI, Osamu; MOGI, Hideaki; MATSUZAWA, Nobuyuki; (67 pag.)US2017/54089; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 1885-38-7, 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. 1885-38-7, name is (E)-Cinnamonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of cinnamonitrile (2.5 g, 19.38 mmol) in MeOH (50 mL) was added Br2 (6.2 g, 38.76 mmol) dropwise at 0oC. Then the reaction mixture was warmed to room temperature and stirred overnight. The resulting mixture was poured into water (50 mL) and basified with solid NaHCO3. The resulting mixture was extracted with EtOAc (3*50 mL). The combined organic layers were concentrated under reduced pressure. The residue was purified by CC on silica gel eluting with PE : EA =10:1 to PE : EA =4:1 to give 2,3-dibromo-3- phenylpropanenitrile (3.2 g) as a oil. (yield, 57.7 %). LC/MS (ESI, m/z): [M+1]+ = 290.1.

The synthetic route of (E)-Cinnamonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYMERA THERAPEUTICS, INC.; MAINOLFI, Nello; JI, Nan; KLUGE, Arthur F.; (282 pag.)WO2019/140387; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts