Author: Jessica.F

Some common heterocyclic compound, 60710-80-7, name is 3-Amino-4-methylbenzonitrile, molecular formula is C8H8N2, 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. name: 3-Amino-4-methylbenzonitrile

i 2-Chloro-N-(5-cyano-2-methylphenyl)acetamide The subtitle compound was prepared from 5-cyano-2-methylaniline (1.6 g) and chloroacetyl chloride (1.1 ml) by the method of Example 33 step (iii) as a white solid. Yield: 1.85 g MS: APCI (-ve) 207 (M-1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 60710-80-7, its application will become more common.

Reference:
Patent; Meghani, Premji; Bennion, Colin; US2003/13721; (2003); A1;,
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Related Products of 939-80-0,Some common heterocyclic compound, 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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.

4-Chloro-3-nitrobenzonitrile (331 mg) and cesium carbonate (700 mg) were added to a solution of compound (1a) (500 mg) in acetonitrile (5.5 mL), and the mixture was stirred under heating at 70 C. for 4 hours. After completion of the reaction, the reaction solution was allowed to standing still for cooling and 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 subjected to slurry washing (acetonitrile/methanol), thereby to obtain compound (10a) (470 mg, yield 64%) as a milky white solid.

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

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Kitade, Makoto; Ohkubo, Shuichi; Yoshimura, Chihoko; US2013/289072; (2013); 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. 49674-16-0, name is 5-Amino-3-bromobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

To a stirring solution of 103 mg (0.520 mmol) of 3-amino-5-bromobenzonitrile in 3 mL of pyridine was added 0.12 mL (1.27 mmol) Of Ac2O. The solution was stirred at r.t. for about 5.5 h and concentrated. Ethyl acetate was added, and the organic layer was washed with H2O and brine, dried over Na2SO4, filtered and concentrated. N-(3-bromo-5- cyanophenyl)acetamide was used for the next reaction without further purification.

According to the analysis of related databases, 49674-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); 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. 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 243128-37-2

A mixture of 57 (1.0 g, 5.8 mmol), 5-iodophenol (1.27 g, 5.8 mmol) in DMSO (10.0 mL) and anhydrous K2CO3 (1.2 g, 8.7 mmol) was heated at 110 C for 1 h. The mixture was poured into ice water and extracted with EtOAc (3 x 50 mL). The organic layer was sequentially washed with brine (2 x 75 mL), dried over anhydrous Na2SC>4, and concentrated in vacuo to give 3-(3-iodophenoxy)-4- methoxybenzonitrile (66 f) (1.76 g, 81 %) which was used without further purification. HR-MS (ES) calcd for C14H10INO2 [M+l]+ 351.9803, found 351.9800.

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 243128-37-2.

Reference:
Patent; YALE UNIVERSITY; WO2013/56003; (2013); A2;,
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Adding a certain compound to certain chemical reactions, such as: 15666-97-4, name is Octyl 2-cyanoacetate, 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 15666-97-4, Formula: C11H19NO2

General procedure: Aldehyde 5a-d (1.0equiv.), cyanoalkyl acetate (3.0equiv.) and a few drops of triethylamine were dissolved in chloroform (30mL) under a nitrogen atmosphere and heated to reflux overnight. After the completion of the reaction, water was added and the product was extracted with dichloromethane, washed with brine and dried over anhydrous MgSO4. The crude product was purified by column chromatography with dichloromethane/Hexanes as eluent. It was then further purified by trituration with acetone to yield the desired compounds 1-4.

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, Octyl 2-cyanoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Priyanka, Pragya; Vegiraju, Sureshraju; Lin, Jhe-Yi; Ni, Jen-Shyang; Huang, Hsun-Ying; Dwi Agustin, Rachmawati; Yau, Shueh Lin; Lin, Tzu-Chau; Chen, Ming-Chou; Dyes and Pigments; vol. 133; (2016); p. 65 – 72;,
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Adding a certain compound to certain chemical reactions, such as: 658-99-1, name is 2-(3,4-Difluorophenyl)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 658-99-1, Application In Synthesis of 2-(3,4-Difluorophenyl)acetonitrile

Example A2 erythro- and threo-methyl 4-cyano-4-(3,4-difluorophenyl)-3-(5-fluoropyridin-3-yl)butanoate (Table 2, Examples erythro-Ibb748 and threo-Ibb748) Under protective gas (Ar), 5 ml of N,N-dimethylformamide and 0.067 g (1.244 mmol) of potassium tert-butoxide were added to 1.127 g (6.219 mmol) of methyl 3-(5-fluoropyridin-3-yl)acrylate and 1.000 g (6.530 mmol) of (3,4-difluorophenyl)acetonitrile in 15.0 ml of toluene, and the mixture was stirred at 70 C. for 5 h. The solvent was removed under reduced pressure and the residue was taken up in dichloromethane. The mixture was washed successively with water, 0.1 N aqueous hydrochloric acid and saturated aqueous sodium chloride solution and the organic phase was dried over sodium sulphate. Removal of the solvent under reduced pressure and chromatography of the residue on silica gel gave 1.008 g (46% of theory) of a mixture of erythro- and threo-methyl 4-cyano-4-(3,4-difluorophenyl)-3-(5-fluoropyridin-3-yl)butanoate (erythro-Ibb748:threo-Ibb748=60:40). The configuration was assigned by comparison of the chemical shifts of the respective CHCN doublets at 4.12 ppm and 4.48 ppm, respectively, in the 1H-NMR (CDCl3).

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-(3,4-Difluorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER CROPSCIENCE AG; JAKOBI, Harald; MOSRIN, Marc; DIETRICH, Hansjoerg; GATZWEILER, Elmar; ROSINGER, Christopher Hugh; SCHMUTZLER, Dirk; (66 pag.)US2015/327546; (2015); 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. 123-06-8, name is Ethoxymethylenemalononitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of Ethoxymethylenemalononitrile

Triethylamine (9.7mL, 69.6mmol) was added to tert-butylhydrazine hydrochloride (8.67g, 69.6mmol) After adding absolute ethanol (460mL) and stirring at room temperature to dissolve, Ethoxymethylenemalononitrile (8.5 g, 69.6 mmol) was added in small portions, the solution was heated to reflux for 3 hours, and then the solvent was evaporated in vacuo to obtain a crude orange product. It was extracted with a mixed solution of ethyl acetate (0.5 L) and water (0.25 L), dried over anhydrous magnesium sulfate, and the organic layer was evaporated to obtain an orange solid. Continue to wash the obtained solid with a cyclohexane solution containing 10% ethyl acetate to obtain crystalline solid 5-amino-1-tert-butyl 1hydro-pyrazole-4-cyano 9.54g (yield 83% ).

According to the analysis of related databases, 123-06-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sichuan University Huaxi Hospital; Chengdu Huaxi Jingzhun Medical Industrial Technology Institute Co., Ltd.; He Yang; Li Weimin; Zhou Xinglong; Wu Qiong; Wu Xiaoai; Chen Hai; Huang Ridong; Chai Yingying; (17 pag.)CN110642861; (2020); A;,
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Synthetic Route of 105-34-0,Some common heterocyclic compound, 105-34-0, name is Methyl 2-cyanoacetate, molecular formula is C4H5NO2, 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: A 10 mL round-bottomed flask was charged with carbonyl compound (1 mmol), active methylene compound (1 mmol), S-4 (12 mg and 20 mol% of the substrates), and water (3 mL). The reaction mixture was stirred at room temperature. The suspension was stirred at room temperature for the lengths of time shown in Table 4. The reaction progress was monitored by thin layer chromatography usingn-hexane-EtOAc (5:1) as eluent. After completing the reaction, the reaction mixture solidified in the round-bottomed flask. The solids were then dissolved in hot ethanol (30 mL). The catalyst was removed by filtration and washed with ethanol. The solid product was obtained after the ethanol was concentrated in vacuo.

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

Reference:
Article; Zhao, Xian-Liang; Yang, Ke-Fang; Zhang, Yan-Ping; Zhu, Ju; Xu, Li-Wen; Chinese Chemical Letters; vol. 25; 8; (2014); p. 1141 – 1144;,
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Reference of 60758-87-4, The chemical industry reduces the impact on the environment during synthesis 60758-87-4, name is 3,4-Diethoxybenzonitrile, I believe this compound will play a more active role in future production and life.

Reference Example 3 A solution of 29 g of 3,4-diethoxybenzonitrile and 23 g of thioacetamide in 120 ml of 10% hydrochloric acid-DMF was sirred at 90 C. for 3 hours and then 130 C. for 5 hours. After evaporation of the solvent, the residue was washed with diethyl ether (2*100 ml) and water (2*100 ml). The resulting crystals were collected by filtration and dried to obtain 21.7 g of 3,4-diethoxythiobenzamide.

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, 3,4-Diethoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US6291487; (2001); B1;,
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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. 38487-86-4, name is 2-Amino-4-chlorobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Amino-4-chlorobenzonitrile

Cyclohexanone (36mL), 2-amino-4-chlorobenzonitrile (4.6g, 30mmol) and zinc chloride (4.1g, 30mmol) were mixed in a flask and the mixture was heated to 120C for 3h. Following cooling to room temperature and evaporation of the solvent, the residue was diluted with ethyl acetate (30mL) and the solid was collected by filtration. A 10% aqueous solution of NaOH (50mL) was added. After stirring for 2h, the mixture was filtered, and the filter cake was washed with water and extracted with methanol. The combined extracts were concentrated to afford the desired product (4.7g) in 67% yield. 1H NMR (400MHz, DMSO) delta 8.17 (d, J=9.0Hz, 1H), 7.62 (d, J=2.0Hz, 1H), 7.28 (s, 1H), 6.46 (s, 2H), 2.81 (d, J=5.5Hz, 2H), 2.52 (s, 2H), 1.80 (d, J=4.7Hz, 4H). LC/MS (ESI): m/z 233.2 [M+H]+.

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; Sun, Yang; Chen, Jianwen; Chen, Xuemin; Huang, Ling; Li, Xingshu; Bioorganic and Medicinal Chemistry; vol. 21; 23; (2013); p. 7406 – 7417;,
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