Author: Jessica.F

Synthetic Route of 133116-83-3, The chemical industry reduces the impact on the environment during synthesis 133116-83-3, name is 2-Fluoro-6-(trifluoromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

Method 16 2-Amino-6-trifluoromethylbenzenecarbonitrile 2-Fluoro-6-trifluoromethylbenzenecarbonitrile was heated at 100 C. in a saturated solution of NH3 in EtOH overnight. The reaction mixture was concentrated and the residue was purified by column chromatography on silicagel (EtOAc/Hexanes 1:5), to obtain the title compound as a white solid. GC/MS m/z 186.1 (M+), Rt 10.1 minutes.

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, 2-Fluoro-6-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chiron Corporation; US2005/261307; (2005); A1;,
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Reference of 19295-57-9, 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. 19295-57-9, name is 3-Hydroxy-2,2-dimethylpropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-hydroxy-2,2-dimethylpropanenitrile (4 g, 40.35 mmol) and CBr4(20.7 g, 62.4 mmol) in anhydrous THF (100 mL) was added a solution of triphenylphosphane(12.7 g, 48.4 mmol) in anhydrous THF (100mL) at 0 C. The reaction mixture was stirred at rtovernight, then the mixture was concentrated in vacuo and the residue was purified by silica gelcolumn chromatography (PE/EtOAc (v/v) = 20/1 ) to give the title product as yellow oil (3.27 g,yield 50.0%). 1HNMR (400 MHz, CDCh) 8 (ppm): 3.40 (s, 2H), 1.47 (s, 6H).

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, 3-Hydroxy-2,2-dimethylpropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); A1;,
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Application of 17216-62-5, The chemical industry reduces the impact on the environment during synthesis 17216-62-5, name is Diethyl 2-(2-cyanoethyl)malonate, I believe this compound will play a more active role in future production and life.

(a) 2-(2-Cyanoethyl)malonic acid diethylester (40 g) was reacted with sodium hydride (4.4 gm) in tetrahydrofuran at 20 C. 2-Chloro-5-methyl-3-nitro-pyridine (35 g) was added and the internal temperature was raised to 100 C. (some tetrahydrofuran distilled off) over 4.25 hrs. The reaction mixture was partitioned between chloroform and water and treated with charcoal. Vacuum distillation of the chloroform extract and then chromatography (CHCl3, silica column) of the distillation residues gave 4-(5-methyl-3-nitropyrid-2-yl)-4,4-bis (carbethoxy)-butyronitrile (24.5 g) as a yellow solid m.p. 48-49 C.

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, Diethyl 2-(2-cyanoethyl)malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Smith Kline & French Laboratories Limited; US4444772; (1984); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 16532-79-9, 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 16532-79-9 as follows.

4A. 2-Methyl-2-(4-bromophenyl)propionitrile To a suspension of sodium hydride (60% dispersion in oil, 50 g, 1.25 m) in dry N,N-dimethylformamide (400 ml under nitrogen was added with stirring a solution of 4-bromophenylacetonitrile in N,N-dimethylformamide (400 ml) keeping the temperature between 30 and 40 C. A solution of iodomethane (213 g, 1.50 m) in N,N-dimethylformamide was then added gradually keeping the temperatue between 35 C. and the mixture then stirred at ambient temperature overnight. With ice cooling 2N aqueous hydrochloric acid (800 ml) was gradually added and then the mixture was diluted with water (1200 ml). The product was extracted with ether and the extract washed with water, saturated sodium bicarbonate, aqueous sodium sulphite, water again and finally brine. After drying and concentration on vacuo an orange oil was obtained which was distilled in vacuo to give the title compound as a colourless liquid (98.05 g, 87.5%) b.pt. 98-100/0.4 mm.

According to the analysis of related databases, 16532-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Burroughs Wellcome Co.; US4705854; (1987); A;,
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Electric Literature of 103146-25-4,Some common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, molecular formula is C20H23FN2O2, 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.

In a 200-ml four-necked flask equipped with a stirrer and a thermometer, 1.5 g [(4.] [38] m mol) of [()-4- [4-DIMETHYLAMINO-1- (4′-FLUOROPHENYL)-1-HYDROXYBUTYL]-3-] hydroxymethylbenzonitrile was dissolved in 30 ml of toluene, then 0.45 g of Novozym 435 (product [OF NOVOZYMES),] 0.347 g (4.38 m mol) of pyridine, 4.38 m mol of various kinds of acids and 1.00 g (8.76 m mol) of vinyl butyrate were added, and stirred at [40C] for between 16 and 21.5 hours. The result is shown in Table 4. Example 6 In a 200-ml four-necked flask equipped with a stirrer and a thermometer, 3.0 g [(8.] 76 m mol) of [( : L)-4- [4-DIMETLIYLAMINO-L- (41-FLUOROPHENYL)-L-HYDROXYBUTYL]-3-] hydroxymethylbenzonitrile was dissolved in 30 ml of toluene, then 0.9 g of Novozym [435] (product [OF NOVOZYMES),] 0.693 g (8.76 m mol) of pyridine, 8.76 m mol of various kinds of acids and 2.00 g (17.52 m mol) of vinyl butyrate were added, and stirred at [40C] for between 15.5 and 16.5 hours. The results are shown in Table 5.

The synthetic route of 103146-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
Nitrile – Wikipedia,
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1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C8Cl4N2

In a 100 ml flask, 3,4,5,6-tetrachlorophthalonitrile (5 g), 2,4-dimethylphenol (2.75 g), K2CO3 (3.9 g), N, N-dimethylformamide (N, N-dimethylformamide) (25 ml) And the mixture was stirred while heating to 70 ° C. After completion of the reaction, the reaction mixture is extracted with EA (ethyl acetate). After extraction and concentration, a solid can be obtained. The resulting solid was dissolved in a small amount of dichloromethane, Washed several times with hexane, After filtration and vacuum drying, 3,4,6-Trichloro-5- (2,4-dimethylphenoxy) phthalonitrile is obtained.

The synthetic route of 1953-99-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SDI Co., Ltd; Shin Myeong-yeop; Seo Hye-won; Jeong Ui-su; Han Gyu-seok; (41 pag.)KR2019/27185; (2019); A;,
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These common heterocyclic compound, 403-54-3, name is 3-Fluorobenzonitrile, 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. Formula: C7H4FN

(a) 3-Cyano-4-nitrofluorobenzene m-Fluorobenzonitrile (96.8 g., 0.8 mole) is added in two and one-half hours to a mixture of concentrated sulfuric acid (600 ml.) and potassium nitrate (80.9 g., 0.8 mole) at 3-6 C., then allowed to warm to 25 C. The mixture is poured over cracked ice (3000 ml.), extracted with chloroform (5*250 ml.), dried and the solvent removed. The residue is extracted with pentane and dried to give 3-cyano-4-nitrofluorobenzene (115 g., 86.5%) m.p. 102-104 C.

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

Reference:
Patent; Rohm and Haas Company; US4358308; (1982); A;; ; Patent; Rohm and Haas Company; US4419122; (1983); A;; ; Patent; Rohm and Haas Company; US4419123; (1983); A;; ; Patent; Rohm and Haas Company; US4419124; (1983); A;,
Nitrile – Wikipedia,
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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., COA of Formula: C12H12N2

A reaction vessel was charged with f-butylphthalonitrile (0.5 g, 2.7 mmol), Di-(4- methylbenzoate)-fumaronitrile (0.31 g, 0.9 mmol), anhydrous pentan-1-ol (10 ml) and Diaza(1 ,3)bicyclo[5.4.0]undecane (DBU) (0.07 g, 0.5 mmol) under inert conditions. The contents of the reaction vessel were then heated to reflux for approximately 20 hours. The solvent was removed under reduced pressure to yield a blue/green residue which was placed on alumina and eluted with petroleum spirit ; ethyl acetate (85 : 1 ) to yield a dark blue solid.

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 38487-86-4,Some common heterocyclic compound, 38487-86-4, name is 2-Amino-4-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.

The commercially available 2-amino-4-chlorobenzonitrile (1 eq., 200 mg, 1.25 mmol) , NaN3 (1.37 eq., I l l mg, 0.06 mL, 1.71 mmol) and triethylamine hydrochloride (1.37 eq., 235 mg, 1.71 mmol) were dissolved in toluene (5 mL) and stirred at 80-100C overnight. The solution was allowed to cool to room temperature and water (5 mL) was then added (three times). The aqueous phases were reunified and acidified with concentrated HC1 to give a precipitate. The precipitate was filtered off and dried to give the 5-chloro-2-(lH- l,2,3,4-tetrazol-5-yl)aniline as a brown solid (195 mg, 80%). NMR (400MHz, d6-DMSO): 7.72 (d, 1H, J = 8.4 Hz), 6.96 (d, 1H, J = 2 Hz), 6.73 (dd, 1H, J = 8.4 -2 Hz) 13C NMR (100MHz, d6-DMSO): 148.52, 136.24, 129.73, 115.34, 115.09

The synthetic route of 38487-86-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); UNIVERSITE DE MONTPELLIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE DE STRASBOURG; VALMIER, Jean; LEYRIS, Jean-Philippe; ROGNAN, Didier; SCHMITT, Martine; (80 pag.)WO2016/16370; (2016); A1;,
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Reference of 869299-63-8,Some common heterocyclic compound, 869299-63-8, name is 3-Ethyl-4-fluorobenzonitrile, molecular formula is C9H8FN, 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.

Cesium carbonate (850 mg) was added to a solution of compound (5a) (200 mg) in DMSO (2.2 mL), and the mixture was heated to 130 C. The mixture was stirred for 10 minutes and 3-ethyl-4-fluorobenzonitrile (292 mg) was added thereto. The resulting mixture was stirred at the same temperature for 1.5 hours. After completion of the reaction, the reaction solution was allowed to standing still for cooling, and water was poured thereto. The reaction solution was partitioned between ethyl acetate and water. The organic layer was washed with saturated brine and dried by the addition of anhydrous sodium sulfate. After removal of the solvent by evaporation, the residue was purified by neutral silica gel column chromatography (chloroform/ethyl acetate/methanol) to obtain compound (6a) (151.8 mg, yield 54%) as a white foamy substance.

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

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Kitade, Makoto; Ohkubo, Shuichi; Yoshimura, Chihoko; US2013/289072; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts