Author: Jessica.F

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. 6330-25-2, name is 2-Cyano-N-methyl-acetamide, A new synthetic method of this compound is introduced below., SDS of cas: 6330-25-2

0.394 g (9.95 mmol) of sodium hydride at 60% in mineral oil is added, in small amounts, to a solution, cooled to 0-5 C., of 0.483 g (4.93 mmol) of N-methylcyanoacetamide in 7 ml of anhydrous dimethylformamide. Stirring is continued at this temperature for ten minutes and then a solution of 1.0 g (4.93 mmol) of 2-(aminoethyl)-6-chloronicotinic acid fluoride in 5 ml of dimethylformamide is added. The medium is stirred overnight at ambient temperature and then 0.197 g (4.93 mmol) of sodium hydride at 60% is added in small amounts. Stirring is continued at this temperature for 10 minutes and then 0.56 ml (9.78 mmol) of acetic acid is added. 60 ml of water are then added and the solid is spin-filter-dried, rinsed with water, and then dried in an oven. 1.30 g of the expected product are obtained. Melting point: 283-284 C. MH+=281. Yield=94%. 1H NMR (DMSO-d6, 400 MHz): delta 11.75 (s, <1H, very broad); 11.00 (q, 1H, broad); 8.45 (d, 1H); 8.10 (s, 1H broad); 7.40 (d, 1H); 4.40 (q, 2H); 2.80 (d, 3H); 1.25 (t, 3H). The synthetic route of 6330-25-2 has been constantly updated, and we look forward to future research findings. Reference:
Patent; SANOFI-AVENTIS; US2010/144757; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 17626-40-3, 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 17626-40-3 as follows.

Step 1 : 1 H-Benzo[dlimidazole-5-carbonitrile3,4-Diaminobenzonitrile (5.0 g; 37 mmol) was dissolved in 5 N HCI (200 ml). After addition of formic acid (20 ml) the mixture was heated to reflux for 3 h. After cooling to room temperature, the mixture was basified by means of aqueous NH3-solution and put into a fridge. The precipitated solid was collected by filtration, washed with water and used without further purification. Yield: 3.6 g (67.6%) MS m/z: 144.2 [M+H]+

According to the analysis of related databases, 17626-40-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROBIODRUG AG; HEISER, Ulrich; RAMSBECK, Daniel; HOFFMANN, Torsten; BOEHME, Livia; DEMUTH, Hans-Ulrich; WO2011/107530; (2011); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 79463-77-7, name is Diphenyl N-cyanocarbonimidate, 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 79463-77-7, Product Details of 79463-77-7

DIPEA (1.52 mL, 8.82 mmol) then diphenyl cyanocarbonimidate (1.08 g, 4.41 mmol) in DCM (11 mL) were added to a sol. of intermediate 12 (1 g, 4.41 mmol) in DCM (39 mL). The r.m. was stirred at r.t. for 1 h. The solvent was evaporated. Yield: 0.5 g of intermediate 13 (34 %).

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, Diphenyl N-cyanocarbonimidate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature 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.

Step 1: Methyl 4-cyano-4-(3,4-difluorophenyl)-3-(3-fluorophenyl)butanoate Under protective gas (Ar), 3.828 g (25.0 mmol) of (3,4-difluorophenyl)acetonitrile and 0.281 mg of potassium tert-butoxide were added to 4.099 g (22.7 mmol) of methyl 3-(3-fluorophenyl)acrylate in 25.0 ml of toluene, and the mixture was stirred in a closed vessel at 65 C. for 5 h. The solvent was removed under reduced pressure, the residue was taken up in ethyl acetate and the mixture was washed twice with in each case 25 ml of water. The combined organic phases were dried over sodium sulphate and the solvent was removed under reduced pressure. Chromatography of the residue on silica gel (ethyl acetate/heptane=20:80) gave 7.3 g (87% of theory) of the diastereomeric methyl 4-cyano-4-(3,4-difluorophenyl)-3-(3-fluorophenyl)butanoate (erythro:threo=65:35 according to integration of the methyl singlets in the 1H-NMR in CDCl3 at 3.68 and 3.59 ppm).

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:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Mosrin, Marc; Jakobi, Harald; Angermann, Alfred; Gatzweiler, Elmar; Haeuser-Hahn, Isolde; Heinemann, Ines; Rosinger, Christopher Hugh; Lehr, Stefan; Schnatterer, Stefan; US2014/235446; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 75279-55-9, name is 2-Chloro-6-fluorophenylacetonitrile, 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 75279-55-9, HPLC of Formula: C8H5ClFN

General procedure: A mixture of 15.3 g (100 mmol) of 2-(2,6difluorophenyl)acetonitrile, 152.5 g (70 mL, 812 mmol) of dibromoethane, and 32.7 g (144 mmol) of Et3BnN+Cl- was isolated from moisture and carbon dioxide and vigorously stirred at 60. A solution prepared from 95 g (1430 mmol, ?84.5%) of KOH and 95 mL of water was then added dropwise; the mixture was stirred during 6 h at 60-65C, and left overnight. On the next day, the reaction mixture was extracted with t-BuOMe (3×100 mL), the combined organic fractions were evaporated, and residual water was removed via azeotropic distillation with toluene. Then 60 mL of water and 40 mL of concentrated sulfuric acid were added to the obtained 1-(2,6-difluorophenyl)cyclopropanecarbonitrile, and the mixture was refluxed during 4 h. The reaction mass was cooled to ambient; the precipitate was filtered off and dried. Yield 17.82 g (90%), mp 156-157 (toluene).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-fluorophenylacetonitrile, and friends who are interested can also refer to it.

Reference:
Article; Novakov; Yablokov; Navrotskii; Mkrtchyan; Vernigora; Babushkin; Kachala; Ruchko; Russian Journal of General Chemistry; vol. 87; 2; (2017); p. 224 – 230; Zh. Obshch. Khim.; vol. 87; 2; (2017); p. 247 – 254,8;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 10412-93-8, name is N-Benzyl-2-cyanoacetamide, 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. COA of Formula: C10H10N2O

General procedure: A mixture of N-alkyl-2-cyano-acetamides 1a-c (2 mmol), aldehydes 2a-f (2 mmol),malononitrile (3) (2 mmol), K2CO3 (2 mmol), and EtOH (2 mL) in a 10 mL septum-capped microwavevials was irradiated under microwave conditions at 90 C, 500 W, 200 rpm, for 10-15 min. Aftercompletion of the reaction, as indicated by TLC, each vial was de-capped and the contents were left tocool to room temperature. Then, the reaction mixture was worked up as described in method I to givecompounds 4a-q. Analytical samples were obtained by recrystallization from MeOH.

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

Reference:
Article; Mekheimer, Ramadan Ahmed; Al-Sheikh, Mariam Abdullah; Medrasi, Hanadi Yousef; Alsofyani, Najla Hosain Hassan; Molecules; vol. 23; 3; (2018);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 10365-94-3, A common heterocyclic compound, 10365-94-3, name is 1,3,5-Benzenetricarbonitrile, molecular formula is C9H3N3, 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.

REFERENCE EXAMPLE 1 In an autoclave of a 300-ml content fitted with an electromagnetic agitator was placed for tight sealing a mixture of 15 g of 1,3,5-tricyanobenzene (MTN), 15 g of Raney-nickel.chromium catalyst prepared according to the conventional method (atomic ratio of Ni_Cr=49:1), 27 ml of methanol, 63 ml of m-xylene and 0.18 g of caustic soda, and hydrogen was charged at an initial pressure of 100 kg/cm2 G to conduct the reaction at 100 C., resulting in the absorption of 0.59 mole of hydrogen over a 35-minute period. The catalyst was filtrated out and the solvent was distilled off, followed by conducting vacuum distillation, thus resulting in 12.8 g of 1,3,5-tris(aminomethyl)benzene (MTA).

The synthetic route of 10365-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4338256; (1982); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 120315-65-3 as follows. Formula: C8H6BrNO

Intermediate S: 3-Methoxy-4-(4,4,5,5-tetramethyl-ri ,3,21dioxaborolan-2ylbenzonitrile 4-Bromo-3-methoxy-benzonitrile (300 mg, 1.4 mmol) was dissolved in dioxane (2.5 mL) and the solution was flushed with argon. Bis-pinacolatodiboron (719 mg, 2.8mmol), Pd(dppf)CI2 (58 mg, 0.07 mmol) and KOAc (417 mg, 4.2 mmol) were added and the reaction mixture was heated to 100 C and stirred at this temperature for 19 h. It was then allowed to cool to rt and diluted with EtOAc. The organic phase was washed with brine, dried (Na2S04) and concentrated. The residual crude product was purified by flash chromatography (25g silica gel cartridge, hexanes/EtOAc, 100:0? 60:40) to give the title compound as a white solid; H-NMR (DMSO-c 6, 400 MHz) delta ppm 7.68 (d, 1 H), 7.42 (s, 1 H), 7.39 (d, 1 H), 3.82 (s, 3H), 1.32 (s, 12H).

According to the analysis of related databases, 120315-65-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 368-77-4,Some common heterocyclic compound, 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, molecular formula is C8H4F3N, 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.

Under the protection of nitrogen,To a 10 ml Schlek reaction tube (a glass apparatus commonly used in anhydrous anaerobic operation), 1.0 mmol of o-bromobenzyl alcohol, 1.3 mmol of 3-trifluoromethylbenzonitrile,0.1mmol RuH2(PPh3)4,0.1 mmol palladium acetate,0.15 mmol 1,3-bis (2,6-diisopropylphenyl) -4,5-dihydro-imidazole tetrafluoroborate,0.15mmol silver oxide,4.0mmol sodium hydride,And 5 ml of N,N-dimethylformamide,Replace the reaction tube three times with nitrogen,Then heated to 160 C with an oil bath under magnetic stirring.The reaction was refluxed for 20 hours.Remove the oil bath and lower it to room temperature;Add 3 ml of water to the reaction solution.Use 5ml of dichloromethaneAlkane extraction three times,The organic phases were combined and dried over anhydrous MgSO4 for 30 min.Filtered; the filtrate was concentrated with a rotary evaporator, the concentrated solids with dichloromethane as solvent, the product was recrystallized to give pure 11, 80% yield.

The synthetic route of 368-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lianyungang Duxiang Chemical Co., Ltd.; Xu Chen; Wang Duzheng; Xie Jianxin; Wang Chuanmin; Zheng Xiaobin; (9 pag.)CN108586342; (2018); 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. 5866-98-8, name is 2,6-Dichloro-3-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,6-Dichloro-3-nitrobenzonitrile

Example 4 Synthesis of 2-(2,6-Dichlorophenylamino)-1,6,7-trimethyl-1,8-dihydro-imidazo[4,5-h]isoquinoline-9-one. A solution of 2,6-dichloro-3-nitrobenzonitrile (98.7 g, 0.455 mol) in EtOAc (910 mL) was cooled to 5 C. 40% Aqueous methylamine (79.5 mL, 1.14 mol) was added with vigorous mechanical stirring, keeping the temperature at 10-15 C. After addition was complete, stirring was continued for 3 h at the same temperature. More methylamine (16 mL, 0.23 mol) was added, and the mixture stirred for a further 1.5 h at room temperature. Water (300 mL) was added, followed by hexane (450 mL). The mixture was stirred for 15 min, filtered, and the solid washed with water and MeOH, to give 6-chloro-2-methylamino-3-nitrobenzonitrile (80.3 g, 83%), mp 167-170 C.

According to the analysis of related databases, 5866-98-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Snow, Roger John; Cardozo, Mario; Goldberg, Daniel; Hammach, Abdelhakim; Morwick, Tina; Moss, Neil; Patel, Usha R.; Prokopowicz III, Anthony S.; Takahashi, Hidenori; Tschantz, Matt Aaron; Wang, Xiao-Jun; US2002/16460; (2002); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts