Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 10496-75-0, name is 2-Methoxy-5-nitrobenzonitrile, 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 10496-75-0, Formula: C8H6N2O3

General procedure: 58.2 mol) of the 5-nitro-2-alkoxybenzonitrile prepared in the previous step was added to the reaction flask and the reduced iron powder(223. 8 mmol), ammonium chloride (29. 1 mmol), ethanol (15 mL) and water (45 mL), refluxed for 3 h,Diluted with ethyl acetate (50 mL * 3), washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure.The product was purified by column chromatography (ethyl acetate: petroleum ether = 1: 5 to 1: 1) to obtain pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methoxy-5-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; CHINA MEDICAL UNIVERSITY; MENG, FANHAO; ZHANG, TINGJIAN; WU, QINGXIA; WANG, LIN; SUN, QI; LIANG, JINGWEI; HE, XIN; (22 pag.)CN105294584; (2016); A;,
Nitrile – Wikipedia,
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Reference of 7153-22-2, The chemical industry reduces the impact on the environment during synthesis 7153-22-2, name is Ethyl 4-cyanobenzoate, I believe this compound will play a more active role in future production and life.

Ethyl 4-cyanobenzoate (10.0 g, 57.1 mmol) and propiononitrile (8.1 ml, 110 mmol) were dissolved in tetrahydrofuran (170 mL) and bis-(trimethylsilyl)lithiumamide (1.0 m in tetrahydrofuran, 120 mL, 120 mmol) was added to this solution dropwise at ambient temperature. The reaction mixture was allowed to stir overnight. The reaction mixture was quenched by addition of water and extracted with dichloromethane. The organic phase was discarded. The product-containing aqueous phase was acidified with aqueous hydrochloric acid solution (6 M) and extracted with dichloromethane (2x). The combined organic phase extracts were washed with water, dried over sodium sulfate and concentrated. The residue was resuspended in diethylether and vigorously stirred. The remaining solid was filtered, washed with diethylether and dried. The product (7.83 g, 75% yield) was used in the next step without further purification. LC-MS (method 9): Rt = 0.70 min; MS (ESIneg): m/z = 183 [M-H]”1H-NMR (400 MHz, dimethylsulfoxide-d6) delta [ppm]: 1.473 (3.09), 1.491 (3.18), 1.669 (2.16), 1.892 (16.00), 5.178 (0.78), 5.196 (0.77), 7.616 (0.53), 7.637 (0.59), 7.736 (3.94), 7.757 (4.82), 7.950 (4.87), 7.971 (4.05), 8.047 (0.42), 8.073 (1.09), 8.094 (1.90), 8.155 (2.02), 8.176 (1.19), 11.149 (1.39).

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, Ethyl 4-cyanobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; GIESE, Anja; KLAR, Juergen; EHRMANN, Alexander; WILLWACHER, Jens; ENGEL, David; DIESKAU, Andre Philippe; KAHNERT, Antje; GROMOV, Alexey; SCHMECK, Carsten; LINDNER, Niels; MUeLLER, Thomas; ANDREEVSKI, Anna Lena; DREHER, Jan; COLLINS, Karl; (861 pag.)WO2018/69222; (2018); A1;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 1187-42-4, name is Diaminomaleonitrile, 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 1187-42-4, SDS of cas: 1187-42-4

,2-bis(4-chlorophenyl)ethane-l,2-dione, (20 g, 71.65 mmol), diaminomaleonitrile (8.5 g,78.82 mmol) and acetic acid (6 ml) in ethanol (140 ml) and water (93 ml) were heated at75 °C overnight. The reaction mixture was cooled, and water was added. The precipitatewas filtered and washed with ethanol and then ether. The crude product was dissolved inDCM and treated with activated charcoal, then filtered through celite. After evaporation, asolid was formed and recrystallized from DCM/ethanol to give a pale yellow solid (17.3 g,69percent).JH NMR (400 MHz) 8 7.49 (d, 4H), 7.38 (d, 4H).

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, Diaminomaleonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2004/111039; (2004); A1;,
Nitrile – Wikipedia,
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These common heterocyclic compound, 621-50-1, name is 2-(3-Nitrophenyl)acetonitrile, 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. Recommanded Product: 621-50-1

NaH (4.34 g, 90.4 mmol) was stirred in a solvent of tetrahydrofuran (20 mL) at 0 C. The reaction solution was slowly added with 2-(3-nitrophenyl)acetonitrile (2.2 g, 13.6 mmol), and stirred for about 30 minutes at 0 C. The reaction solution was added with MeI (6.67 mL, 107 mmol), followed by stirring for about 12 hours at room temperature. The reaction mixture was added with an ice water. The organic layer was separated out and the aqueous layer was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The concentrated compound was purified using silica gel chromatography (EA:HEX=1:9) to obtain the title compound (0.6 g, 23%). 1H-NMR Spectrum (300 MHz, DMSO-d6): delta 8.33 (s, 1H), 8.22 (d, 1H), 7.91 (d, 1H), 7.65 (t, 1H), 1.81 (s, 6H). MS (ESI+, m/z): 191 [M+H]+

The synthetic route of 2-(3-Nitrophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANMI PHARM. CO., LTD.; Bae, In Hwan; Han, Sang Mi; Kwak, Eun Joo; Ahn, Young Gil; Suh, Kwee Hyun; US2015/191450; (2015); A1;,
Nitrile – Wikipedia,
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Related Products of 1813-33-8, These common heterocyclic compound, 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile, 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.

To commercially available 2-chloro-4-trifluoromethylbenzonitrile 13 (0.5 ml, 3.6 mmol) dimethylamine (4equiv., 0.95 ml) was added and the solution was heated in closed vessel at 80C overnight. The reaction was evaporated and the residue was dissolved in AcOEt and washed with water and brine. The organic phase was evaporated obtaining 730 mg of a pale yellow oil. Yield = 94% ‘HNMR (CDC13, 200 MHz) delta 3.13 (6H, s), 7.05 (1H, bs), 7.59 (1H, dd, J = 8.4 Hz, J’ = 0.6 Hz), 7.99 (1H, bs)

Statistics shows that 2-Chloro-4-(trifluoromethyl)benzonitrile is playing an increasingly important role. we look forward to future research findings about 1813-33-8.

Reference:
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 21524-39-0, name is 2,3-Difluorobenzonitrile, 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 21524-39-0, SDS of cas: 21524-39-0

Method A (standard SNAr/CsF ) To a soln. of C-1 (1 eq) and BB-8 (1 to 1.1 eq) in DMSO (3 mL/mmol) was added CsF (2 eq). The rxn mixture was heated at a given temperature for a given time (see Table 26) and was partitioned between EtOAc and water. The org. phase was washed with water (3x) and with brine, dried over MgSCh and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc.

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; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (188 pag.)WO2019/141803; (2019); 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. 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, A new synthetic method of this compound is introduced below., Safety of N-(tert-Butoxycarbonyl)-2-aminoacetonitrile

General procedure: A 2-acylamidoacetonitrile was prepared similarly at room temperature, using an acid chloride as a starting compound. To a solution of the compound thus obtained (3 mmol) in dry methanol (50 mL) at room temperature under N2 atmosphere was added L-cysteine methyl ester hydrochloride (770 mg, 4.5 mmol) and triethylamine (0.63 mL, 4.5 mmol). The resulting mixture was stirred for 3 h and evaporated to dryness. The residue was taken up in CH2Cl2 and washed with saturated NaHCO3 solution and brine. The organic extract was dried over sodium sulfate, filtered, evaporated, and purified by column chromatography (silica gel, hexane/ethyl acetate, 5:1) to give a methyl ester of compounds 14 – 17. Precooled LiOH (0.9 mL, 1 N, 0.9 mmol) was added to the methyl ester (1.0 mmol) in methanol (5 mL) at 0 oC. The suspension was stirred for 1 h at room temperature, diluted with acetone (20 mL) to precipitate the product. The white powder was filtered and dried to give compounds 14 – 17.

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; Chen, Pinhong; Horton, Lori B.; Mikulski, Rose L.; Deng, Lisheng; Sundriyal, Sandeep; Palzkill, Timothy; Song, Yongcheng; Bioorganic and Medicinal Chemistry Letters; vol. 22; 19; (2012); p. 6229 – 6232;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)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 19924-43-7, Safety of 2-(3-Methoxyphenyl)acetonitrile

A mixture of (3-methoxyphenyl)acetonitrile (13.0 g, 88.0 mmol), O,O-diethyl dithiophosphate (14.9 mL, 97.0 mmol) and 4M hydrogen chloride-1,4-dioxane (177 mL, 707 mmol) was stirred at room temperature for 18 hr. The reaction mixture was diluted with ethyl acetate (200 mL), water (200 mL) was added, and the organic layer was separated, washed successively with water (100 mL), 0.2N aqueous sodium hydroxide solution (100 mL) and saturated brine (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was treated with hexane (200 mL) in an ice bath to allow solidification. The solid was collected by filtration, and washed with hexane to give the title compound (12.6 g) as a white solid (yield 79%). 1H NMR (400 MHz, CDCl3) 5 3.81 (3H, s), 4.10 (2H, s), 6.49 (1H, brs), 6.80-6.81 (1H, m), 6.84-6.89 (2H, m), 7.31 (1H, t, J = 8.0 Hz), 7.46 (1H, brs).

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; Takeda Pharmaceutical Company Limited; EP2530078; (2012); A1;,
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. 3939-09-1, name is 2,4-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,4-Difluorobenzonitrile

2-(Benzyloxy)-4-fluorobenzonitrile. Benzyl alcohol (13 mL, 125 mmol) was slowly added to a stirred suspension of NaH (95%, 2.86 g, 113 mmol) in toluene (200 mL) at room temperature. After 30 min, 2,4-difluorobenzonitrile (15.3 g, 110 mmol; Aldrich) was added all at once and stirring continued overnight (18 h). After this, the reaction mixture was washed with water (2 X 25 mL) and brine (25 ml). The organic layer was dried (Na2SO4), filtered and concentrated to give a white slurry which was triturated with hexanes and filtered to afford the title compound as a white solid (20.34 g, 81% yield). 1H NMR (500 MHz, CDCl3): 7.59-7.55 (IH, m), 7.45-7.34 (5H, m), 6.75-6.71 (2H, m), 5.19 (2H5 s); 13C NMR (125.76 MHz, DMSO-d6) delta ppm: 71.16, 98.75, 101.54, 101.75, 108.66, 108.84, 115.83, 127.16, 12.8.58, 128.94, 135.03, 135.44, 135.54, 162.22, 162.31, 165.26, 167.29. LCMS calcd for C14H11FNO: 228.2; found: 228.0.

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 3939-09-1.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/64316; (2007); A1;,
Nitrile – Wikipedia,
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Reference of 160892-07-9, The chemical industry reduces the impact on the environment during synthesis 160892-07-9, name is 5-Bromoisophthalonitrile, I believe this compound will play a more active role in future production and life.

In a nitrogen atmosphere5-Bromoisophthalonitrile (30.0 g, 144.9 mmol)And (3,5-dichlorophenyl) boronic acid (30.4 g, 159.4 mmol)Were added to 400 ml of tetrahydrofuran, and the mixture was stirred and refluxed.After this, potassium carbonate (60.1 g, 434.7 mmol)In 180 ml of waterAfter thoroughly stirring, tetrakistriphenyl-phosphinopalladium (5.0 g, 4.4 mmol) was added thereto. After 8 hours of reaction, the temperature was lowered to room temperature and filtered.The filtrate was extracted with chloroform and water, and then the organic layer was dried with magnesium sulfate.The organic layer was then distilled under reduced pressure and recrystallized using ethyl acetate.The resulting solid was filtered and dried to give Compound 5A (30.5 g, 77%).

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

Reference:
Patent; LG CHEM, LTD.; JUNG, Min Woo; LEE, Dong Hoon; HUH, Jung oh; JANG, Boon jae; KANG, Min young; HEO, Dong Uk; HAN, Mi yeon; (26 pag.)KR2017/92131; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts