Tag: M.W=100-200

Related Products of 3939-09-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3939-09-1 name is 2,4-Difluorobenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a mixture of 2,4-difluorobenzonitrile (10.0 g, 72 mmol) and 1,1-dioxo-1?6-[1,2]thiazin-2-ane (8.84 g, 65.4 mmol) in 1:1 tetrahydrofuran/dimethylformamide (40 mL) was added potassium carbonate (9.0 g, 65.4 mmol). The mixture was stirred at 90 C. for 18 h then filtered and concentrated. The residue was purified by flash chromatography (SiO2) eluting with 10%-50% ethyl acetate/hexanes followed by recrystallization from hot ethyl acetate/hexane to give the title compound as white needles (0.537 g, 3% yield). 1H NMR (500 MHz, CD3OD) ? ppm: 7.70 (1H, dd, J=8.8, 5.8 Hz), 7.30 (1H, dd, J=8.8, 2.4 Hz), 7.15-7.12 (1H, m), 3.27 (2H, t, J=5.3 Hz), 3.33 (2H, t, J=6.1 Hz), 2.40-2.35 (2H, m), 2.05-2.01 (2H, m). LCMS (M+H) calcd for C11H16N2OF: 255.06; found: 255.19.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Difluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A.; US2005/267105; (2005); A1;,
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Synthetic Route of 40497-11-8, A common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, molecular formula is C7H8N2O2, 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.

250 mL round bottom three-necked flask0.01 mol of 4-methylaniline and a small amount of ethanol,3.0 mL (0.035 mol) of concentrated hydrochloric acid was added dropwise under ice-cooling with stirring.0.018 mol of sodium nitrite was dissolved in 10 mL of water,Slowly dropping into the flask,After the reaction was completed 0.5h yellow diazonium salt solution.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,After dropping the reaction 2 h. Adding 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)Dried over anhydrous magnesium sulfate,A portion of the solvent was evaporated under reduced pressure to crystallize to yield 1.20 g of product,Yield 60.5%

The synthetic route of 40497-11-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Wang, Xinlin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (13 pag.)CN105820167; (2016); A;,
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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;,
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Reference of 5216-17-1,Some common heterocyclic compound, 5216-17-1, name is 2,3,5,6-Tetrafluorobenzonitrile, molecular formula is C7HF4N, 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: CZ-CZO (3.90 g, 4.08 mmol) and sodium hydride (0.6 g, 24.3 mmol) were added to dry tetrahydrofuran (THF, 20 mL), and the mixture was stirred at room temperature for 0.5 h.Further, 2,3,5,6-tetrafluorobenzonitrile (0.089 g, 0.51 mmol) was added, and the reaction was stirred at room temperature for 12 h. After completion of the reaction, the mixture was quenched with water and extracted with dichloromethane. Purification by column chromatography gave the final product C5, yield 75%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3,5,6-Tetrafluorobenzonitrile, its application will become more common.

Reference:
Patent; Southeast University; Jiang Wei; Huang Suli; Sun Yueming; (21 pag.)CN108586318; (2018); A;,
Nitrile – Wikipedia,
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Reference of 6575-11-7,Some common heterocyclic compound, 6575-11-7, name is 2-Amino-6-chlorobenzonitrile, molecular formula is C7H5ClN2, 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 2-amino-6-chlorobenzonitrile (17.72 g, 0.116 mol) and tetrahydro-2,5-dimethoxyfuran (0.116 mol) in HOAc (100 ml) was stirred and refluxed for 30 mm. Subsequently, the mixture was cooled and evaporated. The residue was purified over silica gel on a glass filter (eluent:DCM). The product fractions were collected and the solvent was evaporated. The residue was crystallized from EtOH. Yield: 18.83 g of intermediate 3 (80% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-6-chlorobenzonitrile, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Meerpoel, Lieven; Maes, Louis Jules Roger Marie; de Wit, Kelly; Augustyns, Koen Jan Ludovicus; US2014/45827; (2014); A1;,
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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. 32703-80-3, name is 4-(tert-Butyl)phthalonitrile, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-(tert-Butyl)phthalonitrile

4-(4-Methoxycarbonylphenyl)phthalonitrile (0.15 g, 0.5 mmol) and /-butyl phthalonitrile (0.26g, 1.4 mmol) were placed in a reaction vessel under inert conditions. Pentanol (20 ml_) and DBU (0.1mL) were added thereto and the contents of the reaction vessel heated to approximately 136 C for approximately 24 hours. The solvent was removed under reduced pressure and to yield a solid, which was placed on to alumina and eluted with ethyl acetate; petroleum spirit (70 : 40) to yield a dark green residue.

According to the analysis of related databases, 32703-80-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CORUS UK LIMITED; HOLLIMAN, Peter; RUGEN-HANKEY, Sarah; WO2010/136178; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 159847-81-1, name is Methyl 2-amino-5-cyanobenzoate, 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 159847-81-1, Product Details of 159847-81-1

b. 5-Cyano-2-[2-(3-methyl-isoxazol-5-yl)-acetylamino]-benzoic acid methyl ester A solution of 2-amino-5-cyano-benzoic acid methyl ester (1. 50G, 8.51 mmol) and (3-methyl-isoxazol-5-yl) -acetic acid (1.32 g, 9.36 mmol) in 40 ml of POCl3 was heated at 80 C for 2 hr and then cooled to RT. Treated with 50 mL of EtOAc, the mixture was washed with H20 (3 x 40 ml), sat. NAHC03 (40 ml), brine (40 ml) and dried (NA2S04). Removal of the solvent under reduced pressure gave 2.31 g (91 %) of product as a light yellow solid : H-NMR (CDC13 ; 400 MHz) 8 11.49 (s, 1H), 8.85 (d, 1H, J = 8.8 Hz), 8.35 (d, 1H, J = 2. 0 Hz), 7.79 (dd, 1H, J = 8. 8,2. 0 Hz), 6.20 (s, 1H), 3.97 (s, 3H), 3.95 (s, 2H), 2.33 (s, 3H). Mass spectrum (ESI, m/z) : Calcd. for CLSHL3N3O4 300.1 (M+H), found 299.9.

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; JANSSEN PHARMACEUTICA, N.V.; WO2005/9967; (2005); A2;,
Nitrile – Wikipedia,
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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. 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, A new synthetic method of this compound is introduced below., Computed Properties of C8H5F3N2

A mixture of 9.46 g of 3-(5-chloropentyl)-4-methyl-2,5-furandione and 8.13 g of 4-amino-2-(trifluoromethyl)benzonitrile in 22 ml of ethanol was mixed under a nitrogen atmosphere with 2.5 g of an activated molecular sieve (0.3 nm), and it was stirred for 2 days at 90 C. For working-up, the molecular sieve was filtered off after cooling, washed with ethanol, and the combined ethanol solutions were concentrated by evaporation. The residue was taken up in ethyl acetate and washed with water as well as saturated sodium chloride solution. After drying on sodium sulfate and concentration by evaporation, it was chromatographed on silica gel with ethyl acetate/hexane/toluene, and 11.69 g of the title compound was thus obtained as a white solid. 1H-NMR (300 MHz, CDCl3): delta [ppm]=8.06 sbr (1H, aryl); 7.91 s (2H, aryl); 3.56 t (J=7 Hz, 2H, CH2Cl); 2.53 t (J=7.5 Hz, 2H, CH2olefin); 2.11 s (3H, CH3); 1.83 m (2H, CH2); 1.69-1.50 m (4H, CH2).

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; Schering AG; US2004/9969; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5922-60-1, name is 2-Amino-5-chlorobenzonitrile, 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 5922-60-1, Formula: C7H5ClN2

To the stirred solution of 2-amino-5-chloro-benzonitrile (500 mg, 3.28 mmol) in diethyl ether (10 ml) was added 3-chloro phenyl magnesium bromide (freshly prepared 1M solution in ether, 10 ml, 9.83 mmol) drop wise at 0¡ãC and the resulting reaction mixture was refluxed for 1 h. Then the mixture was stirred for 16 h at 25¡ãC, cooled to 5¡ãC and quenched with water followed by 2 N HC1 solution (20 ml). The reaction mixture was stirred at 45¡ãC for 5 h and then the pH of the reaction mixture was adjusted to 8-9 with 2N aqueous NaOH solution. The mixture was extracted with diethyl ether (3×30 ml) and the combined organic extracts were washed with brine (25 ml), dried over sodium sulfate and concentrated in vacuo to give a crude residue which was purified by flash column chromatography (5percent ethyl acetate in hexane) to yield (2-amino-5-chloro-phenyl)-(3- chloro-phenyl)-methanone (550 mg, 63percent) as a yellow solid. LC-MS (ESI): 266 (M+H)+.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CECCARELLI, Simona M.; CONTE, Aurelia; KUEHNE, Holger; KUHN, Bernd; NEIDHART, Werner; OBST SANDER, Ulrike; RUDOLPH, Markus; WO2013/64465; (2013); 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. 21803-75-8, name is 4-Amino-3-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Amino-3-chlorobenzonitrile

A suspension of sodium borate tetrahydrate (32.5 g, 211.2 mmol) in 195 ml of acetic acid was heated until the temperature of the reaction mixture was above 50 C. The reaction temperature was kept this way while 2-chloro-4-cyanoaniline (5.93 g, 38.9 mmol) was added in portions over 1 h. Stirring and heating were continued for 2 hours on an oil bath of 62 C. After cooling to room temperature the reaction mixture was poured into 1 L icewater. The aqueous layer was extracted with Et2O (3¡Á). The combined organic layers were washed with H2O (2¡Á) and dried (MgSO4). The drying agent was removed by filtration and the solvent by evaporation under reduced pressure. The residue was chromatographed (SiO2) with Et2O/petroleum ether 1/3 as eluent to give 5.27 g (74%) of the oxidized product.

The synthetic route of 21803-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SOLVAY PHARMACEUTICALS B.V.; US2006/122189; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts