Month: September 2021

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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

(12.2 g, 50 mmol) (E)-N,N’-bis(3-ethynylphenyl)methyl ether (Compound B) and (13.3 g, 50 mmol) 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile (Compound C3), 0.5 g of p-toluenesulfonic acid was added to 50 mL of toluene,After heating to 110 C in an oil bath for 5 h, after TLC monitoring reaction, after cooling to room temperature, concentrated, add ice water and stir for 1 h.The brown solid product erlotinib 17.34 g was obtained in a yield of 88.2%, HPLC: 99.24%.

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 950596-58-4.

Reference:
Patent; Yancheng Normal College; Nanjing University Of Technology Dafeng Ocean Industrial Institute; Sun Yaquan; Chen Zhiyuan; Gu Huiwen; Zhang Lijie; Yang Kang; Zong Chaoyang; (11 pag.)CN108503596; (2018); A;,
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Related Products of 38487-86-4, These common heterocyclic compound, 38487-86-4, name is 2-Amino-4-chlorobenzonitrile, 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.

5-Chloro-2-(lH-tetrazol-5-yl)aniline: 2-Amino-4-chlorobenzonitrile (1000 mg, 6.6 mmol), sodium azide (555 mg, 8.5 mmol) and triethylamine hydrochloride (1175 mg, 8.5 mmol) were taken up in 15 mL of toluene. The suspension was heated to 100 0C overnight. After cooling, the reaction mixture was washed 3 times with 5 mL portions of water. The combined aqueous fractions were acidified with concentrated hydrochloric acid. The desired 5-Chloro-2-(lH-tetrazol-5-yl)aniline precipitated from aqueous solution and was isolated by filtration (1090 mg, 85% yield). 1H NMR (500 MHz, DMSO-d6) delta 7.73 (d, IH), 6.97 (d, IH), 6.74 (dd, IH); MS (electrospray) m/z 196 (M+H).

Statistics shows that 2-Amino-4-chlorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 38487-86-4.

Reference:
Patent; EXELIXIS, INC.; WO2007/44724; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 916792-13-7, name is 4-Bromo-2-fluoro-5-methylbenzonitrile, molecular formula is C8H5BrFN, 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: C8H5BrFN

To a solution of 4-bromo-2-fluoro-5-methylbenzonitrile (10.0 g, 46.7 mmol) in N,N-dimethylacetamide (30 mL) was added Pd(dppf)Cl2 (5.1 g, 7.0 mmol) and MeOH (10 mL), followed by TEA (14.3g, 140.1 mmol). The mixture was heated at 90 C overnight under carbon monoxide (5 MPa). The mixture was cooled to RT and the mixture was diluted with water, extracted with EA. The combined organic layers were concentrated to give the crude product, which was purified by silica gel chromatography eluting with EA/petroleum ether from 5% to 10% to give methyl 4-cyano-5-fluoro-2-methylbenzoate (7.33 g, 81%) as a 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 916792-13-7, its application will become more common.

Reference:
Patent; BIOTHERYX, INC.; MERCURIO, Frank; CHAN, Kyle, W.H.; SULLIVAN, Robert; ERDMAN, Paul, E.; FUNG, Leah; (105 pag.)WO2018/169777; (2018); A1;,
Nitrile – Wikipedia,
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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 17354-04-0 as follows. name: 2-(4,5-Dimethoxy-2-nitrophenyl)acetonitrile

General procedure: Piperidine (0.03 ml, 5 mol %) was added to a warm solution of the appropriate salicylaldehyde 5 (5 mmol) and 2-(4,5-dimethoxy-2-nitrophenyl)acetonitrile (1.12 g, 5 mmol) in EtOH (10 ml). The resulting solution was refluxed with stirring for 5 h. The mixture was treated with a solution of concentrated H2SO4 (0.55 ml) in EtOH (2 ml) and refluxed with stirring for 2 h. The obtained precipitate was filtered, washed with EtOH (10 ml), hot H2O (40 ml) and finally with EtOH (10 ml), and dried at 100 C.

According to the analysis of related databases, 17354-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Irgashev, Roman A.; Karmatsky, Arseny A.; Slepukhin, Pavel A.; Rusinov, Gennady L.; Charushin, Valery N.; Tetrahedron Letters; vol. 54; 42; (2013); p. 5734 – 5738;,
Nitrile – Wikipedia,
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These common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, 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. Safety of 3-(4-Fluorophenyl)-3-oxopropanenitrile

400 g of phosphorus pentoxide 4000 g of mesyl acid Followed by stirring at 50 C for 3 hours. After cooling to 20-25 C, 118.5 g of cyclooctanone of Formula 2 and 153.3 g of 3-(4-fluorophenyl)-3-oxopropanenitrile of Formula 3 were added and stirred at 50 C for 12 hours. The reaction mixture was extracted with water and dichloromethane, and the organic layer was washed with brine, followed by adding anhydrous sodium sulfate and activated charcoal, followed by filtration and distillation. Recrystallization from ethyl acetate and hexane gave 95% yield 4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridin-2 (1H)-one

The synthetic route of 3-(4-Fluorophenyl)-3-oxopropanenitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kukjeon pharmaceutical.Co.,Ltd.; Hong, Jong Ho; Jo, Ir Hwan; Kim, Sung Han; Moon, Jong Taek; Kim, Eun Jung; Kim, Jae Young; (5 pag.)KR2016/49217; (2016); A;,
Nitrile – Wikipedia,
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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 2973-50-4 as follows. category: nitriles-buliding-blocks

(2) (2-Aminophenyl)acetonitrile (1.34 g) was dissolved in THF (10 mL), and concentrated hydrochloric acid was added, followed by heating under reflux for 2 hours. The solvent was evaporated, and ethanol (5 mL) and diisopropyl ether (15 mL) were added to suspend the concentrated residue. The crystals were recovered by filtration to obtain 2-imino-2,3-dihydro-1H-indole monohydrochloride (1.42 g).1H NMR (DMSO) delta: 12.46 (s,1H) 10.25 (s,1H), 10.00 (s,1H), 7.42-7.11 (m,4H), 4.18 (s,2H)

According to the analysis of related databases, 2973-50-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1367058; (2003); A1;,
Nitrile – Wikipedia,
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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. 939-79-7, name is 4-Methyl-3-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H6N2O2

To a mixture of 4-bromobenzaldehyde (2; 100g, 543 mmol) and piperidine (26 mL, 260 mmol) was added 4-cyano-2-nitrotoluene (1; 92 g, 567mmol). The resulting slurry was heated at 125 C for 4 h until it became a solid. After cooling to room temperature, CH2Cl2 (200 mL) was added to the solid mass and the mixture was stirred for 30 min. To the resulting mixture was added hexane (200mL), and the suspension was stirred at room temperature overnight. The solid was filtered, washed with hexane (1 L), and dried under vacuum to provide 178 g (99 %) of product as yellow solid, which was used in the next step without further purification.

The synthetic route of 939-79-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nguyen, Son T.; Williams, John D.; Butler, Michelle M.; Ding, Xiaoyuan; Mills, Debra M.; Tashjian, Tommy F.; Panchal, Rekha G.; Weir, Susan K.; Moon, Chaeho; Kim, Hwa-Ok; Marsden, Jeremiah A.; Peet, Norton P.; Bowlin, Terry L.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3366 – 3372;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 6587-24-2, name is Methyl 2-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 6587-24-2, category: nitriles-buliding-blocks

3a A mixture of methyl 2-cyanobenzoate (1.0 g, 6.2 mmol) and PtO2 (100 mg) in 20 mL EtOH and 1 ml of chloroform was hydrogenated under 50 psi of hydrogen for 2 h. The reaction mixture was filtered through Celite in a sintered glass funnel and concentrated on a rotary evaporator to give methyl 2-(aminomethyl)benzoate as a HCl salt and this was carried to the next step crude.

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, Methyl 2-cyanobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sheppeck, James; US2004/67996; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 6393-40-4, name is 4-Amino-3-nitrobenzonitrile, 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 6393-40-4, Recommanded Product: 6393-40-4

General procedure: 4.2. General procedure for the indium-mediated reductivecyclization of 2-nitroanilines to prepare quinoxalines A mixture of the 2-nitroaniline derivative (1.0 mmol), dione (1.0or 2.0 mmol), indium (0.574 g, 5.0 mmol), and acetic acid (0.300 g,5 mmol or 0.600 g,10 mmol) or indium chloride (0.221 g,1 mmol or0.265 g,1.2 mmol) in methanol (5 mL) or toluene (5 mL) was stirredat 50 C, 80 C, or reux under a nitrogen atmosphere. After com-pletion of the reaction, the reaction mixture was diluted with ethylacetate (30 mL), ltered through Celite, and the ltrate was pouredinto 10% NaHCO3 (30 mL) and extracted with ethyl acetate(30 mL3). The combined organic extracts were dried over MgSO4,ltered, and concentrated. The residue was eluted with ethyl ace-tate/hexane (v/v10/90) through a silica gel column to give thecorresponding pure quinoxaline. Quinoxaline structures werecharacterized by 1H NMR, 13C NMR, FTIR, and GCeMS, and weremostly known compounds. For unknown compounds, elementalanalysis data were additionally obtained. 4.2.1. 2,3-Dimethylquinoxaline (5).19,31aef Yield 87%. Yellow solid,mp 109e110 C (lit.31f mp 105 C). TLC (10% ethyl acetate/hexane) Rf0.30; 1H NMR (400 MHz, CDCl3) d 7.91 (dd, 2H, J6.3, 3.5 Hz), 7.59(dd, 1H, J6.3, 3.5 Hz), 2.66 (s, 6H); 13C NMR (100 MHz, CDCl3)d 153.4, 141.0, 128.7, 128.2, 23.1; IR (KBr) 3109, 3078, 3030, 2995,2953, 2914, 1490, 1398, 1164 cm1;GCeMS m/z (rel intensity) 158(M, 99), 117 (100), 76 (28), 50 (12).

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:
Article; Go, Ahra; Lee, Geunsoo; Kim, Jaeho; Bae, Seolhee; Lee, Byung Min; Kim, Byeong Hyo; Tetrahedron; vol. 71; 8; (2015); p. 1215 – 1226;,
Nitrile – Wikipedia,
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Electric Literature of 40497-11-8, 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 40497-11-8 as follows.

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 2.10 g of product, yield 75.2%.

According to the analysis of related databases, 40497-11-8, the application of this compound in the production field has become more and more popular.

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