Month: June 2021

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. 7357-70-2, name is 2-Cyanothioacetamide, A new synthetic method of this compound is introduced below., SDS of cas: 7357-70-2

40.4 g (171.0 mmol) of the compound from Example 37A and 34.2 g (342.0 mmol) of cyanothioacetamide were initially charged in 700 ml of ethanol. 34.5 g (342.0 mmol) of 4-methyl morpholine were added, and the reaction mixture was heated under reflux with stirring for 3 h. After cooling to RT, the mixture was stirred at this temperature for a further 16 h. The resulting precipitate was filtered off with suction, washed with about 100 ml of ethanol and dried in a drying cabinet. The product was used without further purification for the subsequent reactions.Yield: 19.5 g (29% of theory)1H-NMR (400 MHz, DMSO-d6): delta=7.63-7.31 (br s, 2H), 7.41 (d, 2H), 7.09 (d, 2H), 4.49-4.38 (m, 1H), 4.15-3.99 (m, 2H), 3.78 (dd, 1H), 3.66 (dd, 1H), 2.77-2.68 (br s, 1H), 1.37 (s, 3H), 1.32 (s, 3H).LC-MS (Method 9): Rt=1.95 min; MS (ESIpos): m/z=424 [M+H+CH3CN]+.

The synthetic route of 7357-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nell, Peter; Vakalopoulos, Alexandros; Suessmeier, Frank; Albrecht-Kuepper, Barbara; Zimmermann, Katja; Keldenich, Joerg; Meibom, Daniel; US2011/3845; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 19924-43-7,Some common heterocyclic compound, 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, molecular formula is C9H9NO, 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 A To a solution of 2-(3-methoxyphenyl)acetonitrile (2 g; 13.59 mmol) in 13 mL of dry DCM) cooled at 0 C. under nitrogen atmosphere, a 1M solution of BBr3 in DCM (28.54 mmol; 28.54 mL) is slowly added dropwise. The mixture is stirred at room temperature for 20 hours. The reaction mixture is then poured into ice, water is added and the organic phase is extracted three times with DCM, washed with brine and dried over anhydrous Na2SO4. After evaporation, the crude mixture is chromatographed on silica gel using PE/EtAc (80/20) as an eluant, yielding 1.28 g (71%) of 2-(3-hydroxyphenyl)acetonitrile.

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-Methoxyphenyl)acetonitrile, its application will become more common.

Reference:
Patent; NEWRON PHARMACEUTICALS S.P.A.; Pevarello, Paolo; US2014/88074; (2014); 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. 10412-93-8, name is N-Benzyl-2-cyanoacetamide, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

EXAMPLE 6 Synthesis of Cyanoester G Cinnamaldehyde E (11.0 g; corrected with the HPLC purity) was dissolved in methanol (500 g). The solution was filtered over a nutsch, which is rinsed with methanol (80 g). At 20-25 C., intermediate F (8.5 g) was added in one portion to the methanolic solution followed by the addition of piperidine (9.1 g) in several portions. The deep red solution was stirred for at least 3 hours and an in-process control performed. Upon total conversion of starting material, 370 g of methanol was distilled off at 4045 C. To the resulting residue was added 16.6 g of HCl (32%) and water (150 g). The color changed from red to yellow and the product precipitated out of solution provided that pH was between 1 and 1.3. The suspension was then cooled to 0-5 C. and stirred for at least 2-3 hours (up to 20 hours) to maximize the yield. The suspension was then filtered via a nutsch and the residue rinsed with water (25 g) to yield 15.1 g of G. The wet G (15 g) was then suspended in acetonitrile (600 g) and heated to 80-82 C. for 1 h. The suspension was then cooled to 0-5 C. and stirred for at least 3 h. The wet material was separated with a nutsch and rinsed twice with a mixture of ethanol (10 g) and water (20 g). Final drying in the vacuum dryer at 45 C. yields 10.2 g of yellowish G in an overall yield of 56% (over two steps).

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; LymphoSign Inc.; US2005/33090; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 630-18-2, name is Pivalonitrile, 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 630-18-2, Application In Synthesis of Pivalonitrile

A 102 ml (0.407 mol) portion of 4 N hydrochloric acid dioxane solution was added under ice-cooling to a 13.2 ml (0.326 mol) methanol solution of 30.0 ml (0.271 mol) of trimethylacetonitrile and stirred at room temperature for 7.5 hours, and then the reaction solution was concentrated under a reduced pressure. Ether (100 ml) and n-hexane (50 ml) were added to the thus obtained residue, and the precipitated crystals were collected by filtration and dried to obtain 8.06 g (20%) of the title compound as a colorless solid. 1H-NMR (CDCl3)delta: 1.25 (9H, s), 4.10 (3H, s), 11.2 (2H, 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; DAIICHI PHARMACEUTICAL CO., LTD.; EP1717238; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 77326-36-4, name is 2-Amino-6-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 77326-36-4, Application In Synthesis of 2-Amino-6-fluorobenzonitrile

Example 134b 3-(3-amino-2-cyanophenoxy)-N-isopropyl-2,2-dimethylpropanamide To a solution of 3-hydroxy-N-isopropyl-2,2-dimethylpropanamide (Example 134c, 5.12 g, 32.15 mmol) in dry THF (100 mL) was added portion-wise NaH (60% in mineral oil, 1.41 g, 35.37 mmol) at 0 C. under nitrogen. The reaction mixture was stirred at 0 C. for about 30 minutes until bubbling ceased. 2-Amino-6-fluorobenzo-nitrile (4.38 g, 32.15 mmol) was added and the solution stirred at 80 C. overnight. The reaction mixture was quenched slowly with water at 0 C., and concentrated under reduced pressure. The residue was taken up in EtOAc and washed consecutively with brine and water, dried over Na2SO4 and concentrated. The residue was purified by re-crystallization from EtOAc/hexane to give the title compound as a white crystalline solid (4.4 g, 50%). 1H NMR (400 MHz, CDCl3) delta 1.18 (d, J=6.8 Hz, 6H), 1.32 (s, 6H), 3.94 (s, 2H), 4.04-4.12 (m, 1H), 4.43 (s, 2H), 5.98 (d, J=6.8 Hz, 1H), 6.21 (d, J=8.0 Hz, 1H), 6.32 (d, J=8.0 Hz, 1H), 7.21 (t, J=8.0 Hz, 1H). MS 276 (MH+).

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; SENOMYX, INC.; Tachdjian, Catherine; Karanewsky, Donald; Tang, Xiao Qing; Liu, Hanghui; US2015/245642; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 939-79-7,Some common heterocyclic compound, 939-79-7, name is 4-Methyl-3-nitrobenzonitrile, molecular formula is C8H6N2O2, 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: The reaction materials were 2-nitro-4-cyanotoluene (162 mg, 1 mmol), butyl methacrylate (430 mg, 3 mmol) for 8 hours, and the specific operation was the same as in Example 1. The product was a white solid, yield 158 mg, yield 58%.;_A 10 mL round bottom flask equipped with a reflux condenser was charged with 2,4-dinitrotoluene (182 mg, 1 mmol). methyl methacrylate (294 mg, 3 mmol) and cesium carbonate (652 mg, 2 mmol). Nitrogen was bubbled through anhydrous THF (5 mL), heated to 65 C and refluxed for 12 hours. After the end of the reaction, the solvent is removed by rotary evaporation and the excess olefin is removed. The residual solid is washed with sufficient amount of methylene chloride, filtered, the residue is dissolved in sufficient water. After removal of the solid, the solvent was dried and dried in vacuo to give recovered cesium carbonate. The filtrate containing the product was spin-dried and purified by silica gel column eluting with dichloromethane to give the title product as a yellow solid, yield 213 mg, yield 85%.

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

Reference:
Patent; Tianjin Normal University; Liu, Guiyan; Wang, Jianhui; Yin, Maocong; Liu, Chengxin; (11 pag.)CN106397317; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 330793-38-9, These common heterocyclic compound, 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, 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.

A mixture of 4-bromo-2-methoxybenzonitrile (3.0 g, 14 mmol) , Boc2O (3.24 g, 15.6 mmol) , and Raney Ni (10, 0.6 g) in EtOAc (100 mL) was heated under 40 psi H2atmosphere at 70 for 36 h. The product mixture was filtered, and the filtrate concentrated. The residue was purified by silica gel chromatography eluting with EA: PE 1:30 to 1:10 to afford the title compound.1H NMR (400 MHz, CDCl3) delta 7.09-7.18 (m, 1H) , 7.01 -7.08 (m, 1H) , 6.98 (s, 1H) , 4.23 (d, J 5.8 Hz, 2H) , 3.83 (s, 3H) , 1.44 (s, 9H) . MS : m/z 259 (M – 56) .

The synthetic route of 330793-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COOKE, Andrew J.; PITTS, Daniel; JOHNSON, Adam; BESHORE, Douglas C.; HURZY, Danielle; MITCHELL, Helen; FRALEY, Mark; MCCOMAS, Casey; SCHIRRIPA, Kathy; MERCER, Swati P.; NANDA, Kausik; MENG, Dongfang; WU, Jane; BABAOGLU, Kerim; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (156 pag.)WO2016/54807; (2016); A1;,
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. 76469-88-0, name is Methyl 4-(cyanomethyl)benzoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Methyl 4-(cyanomethyl)benzoate

Step 2: Synthesis of (Z)-methyl 4-(2-(6-chloro-1-(4-fluorobenzyl)-1H-indazol-3-yl)-1-cyanovinyl)benzoateThe product from step 1 (30.8mg, 0.106mmol), methyl 4-(cyanomethyl)benzoate (18.7mg, 0.106mmol), NaOH (4.3mg, 0.106mmol) were dissolved in MeOH (l . lmL) at room temperature then heated to 50C for 20 minutes. The mixture was then cooled, filtered and dried to give a solid (49mg).

The synthetic route of 76469-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; HUTCHINSON, John, Howard; PARR, Timothy, Andrew; BUNKER, Kevin, Duane; LONERGAN, David; WO2015/42052; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 40497-11-8,Some common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, molecular formula is C7H8N2O2, 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.

0.01 mol of ethyl 2,3-dicyanopropionate was added to a three-necked flask. The prepared diazonium salt solution was dropped into the flask. The reaction was complete for 2 h. Adding aqueous ammonia, adjust the pH to 9-10. Reaction at room temperature for 2h. After completion of the reaction, the reaction mixture was extracted with 40 mL of dichloromethane. The organic layer was washed with water (2 x 30 mL), washed with saturated sodium chloride solution (1 x 40 mL), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 1.76 g of product, yield 73.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2,3-dicyanopropanoate, its application will become more common.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Guan, Xilin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (14 pag.)CN105601632; (2016); A;,
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. 79463-77-7, name is Diphenyl N-cyanocarbonimidate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 79463-77-7

A mixture of 3,4,5-trimethoxyaniline (1.83 g, 10 mmol) and diphenyl-cyanocarbon-imidate (2.62 g, 11 mmol) in iso-propanol (30 mL) was stirred at 100-1l0oC for 1h. The reaction was cooled and filtered, washing with ether to provide the title compound (2.79 g, 85% yield) as a white solid. 1H-NMR (500 MHz, DMSO-d6) 10.8 (s, 1H), 7.45 (t, 2H), 7.31 (m, 3H), 6.83 (s, 2H), 3.76 (s, 6H), 3.65 (s, 3H) ppm; MS (FIA) 328.1 (M+H); HPLC (method A) 3.211 min.

The synthetic route of 79463-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/46120; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts