Category: nitriles-buliding-blocks

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., SDS of cas: 38487-86-4

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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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. COA of Formula: C8H8N2

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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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, category: nitriles-buliding-blocks

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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Related Products of 874-97-5, These common heterocyclic compound, 874-97-5, name is 3-Cyanobenzyl alcohol, 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.

The compound of Reference Example 1 3- (hydroxymethyl) benzonitrile (0.043 mL, 0.37 mmol) and sodium hydride (17 mg, 0.40 mmol) were added to a DMF (0.32 mL) solution of sodium hydride (50 mg, 0.16 mmol) And the mixture was stirred at 100 C. for 14 hours. Water (10 mL) was added to the reaction mixture at room temperature and extracted with ethyl acetate (10 mL × 2). The organic layers were combined, dried over sodium sulfate and concentrated. The resulting concentrate was purified by silica gel column chromatography (eluent: ethyl acetate / n-hexane = 30/70) to give the intermediate as a yellow oil (48 mg).To a solution of the obtained intermediate (48 mg) in 1,4-dioxane (0.32 mL) was added 4 N hydrogen chloride 1,4-dioxane solution (0.80 mL) at room temperature, and the mixture was stirred at room temperature for 2 hours. Acetonitrile (2.0 mL) was added to the reaction mixture at room temperature, diethyl ether (4.0 mL) was added dropwise at room temperature, and the mixture was stirred at room temperature for 1 hour. The solid was collected by filtration and dried under reduced pressure at room temperature to give 3 – (((6- (1,4-diazepan-1 -yl) pyrazin-2-yl) oxy) methyl) benzonitrile dihydrochloride Compound of Example 5) as a white solid (43 mg, yield 70%).

The synthetic route of 874-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TORAY INDUSTRIES INCORPORATED; KIKUCHI, TSUKASA; OKANO, TSUBASA; (24 pag.)JP2017/14121; (2017); A;,
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Application of 261762-98-5,Some common heterocyclic compound, 261762-98-5, name is 3-Chloro-2-fluorophenylacetonitrile, molecular formula is C8H5ClFN, 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.

Example S59; Preparation of 2-(3-chloro-2-fluoro-phenyl)-ethylamine hydrochloride; 1.87 g of (3-chloro-2-fluoro-phenyl)-acetonitrile (11 mmol) were dissolved in 18 ml THF and cooled down to 0 C. under nitrogen. 58 ml of a 1M borane-THF complex solution in THF (58 mmol) were then added dropwise over 20 min by keeping the temperature between 0 to 2 C. After addition the reaction mixture was stirred at rt for additional 20 min, and refluxed for 21 h. The reaction mixture was then cooled down to 0 C. and treated between 2 and 5 C. with 13 ml methanol over a period of 35 min. After 1 h refluxing the reaction mixture was concentrated, the residue dissolved in DCM and the amine extracted twice with 1N aqueous HCl. The combined aqueous phases were then treated with concentrated NaOH to adjust the pH to 12, and then extracted twice with DCM. The combined organic phases were then washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo leading to 1.6 g colorless oil. This was dissolved in 50 ml diethylether, treated with 5 ml 2.6N HCl in diethylether, stirred at rt for additional 60 min, filtered and dried under high vacuo, leading to 1.6 g white solid (69%). MS (ISP) 174.2 (M+H)+.

The synthetic route of 261762-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe; US2006/30613; (2006); 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., Application In Synthesis of 4-Fluoro-3-methoxybenzonitrile

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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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., Recommanded Product: 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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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. 610-66-2, name is 2-(2-Nitrophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-(2-Nitrophenyl)acetonitrile

Absolute ethanol (2,250 ml) and 1,500 g (9.25 moles) of o-nitrophenylacetonitrile is charged into a 22 liter flask. The suspension is cooled to 5-10 and hydrogen chloride is bubbled into the mixture for 2.5 hours. The reaction mixture is stirred at 10 under nitrogen atmosphere overnight. It is then diluted with 16,000 ml of ether and stirred for 1 hour; the solid is collected by filtration, washed with 4*1,000 ml of ether and dried (5 mm Hg/40) to give ethyl 2-(o-nitrophenyl)-acetimidate hydrochloride, m.p. 122-123 (dec).

The synthetic route of 610-66-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4595535; (1986); A;,
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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. 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Fluoro-2-(trifluoromethyl)benzonitrile

. 4-({[2-(methyloxy)phenyI]methyl}amino)-2-(trifluoromethyl)benzonitriIeTo a solution of 4-flouro-2-(trifluouromethyl)benzonitrile (reagent A) (500 mg, 2.6 mmol) in anhydrous DMF (0.5 M) was added 2-methoxybenzylamine (reagent B) (0.35 mL, 2.6 mmol) and oven-dried potassium carbonate (365 mg, 2.6 mmol). The reaction mixture stirred at 85 0C for 18 hours. After cooling to room temperature, the reaction mixture was diluted with water. The organics were extracted into ethyl ether and dried over sodium sulfate. The Filtrate was concentrated, and remaining DMF was removed under reduced pressure to yield a beige solid (415 mg, 51% crude yield): MS (ESI) 306.3 (MH)+.

The synthetic route of 194853-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/113552; (2006); A2;,
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Related Products of 50397-74-5, 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 50397-74-5 as follows.

General procedure: Aniline 1 (0.5 mmol), H2O (5 mL), KOH (1 mmol, 2 equiv), and the CTAB (0.05 mmol, 10% mmol) were added to the reaction vessel stirring for 5 min. Allyl bromide (1 mmol, 2 equiv) was added, while maintaining the temperature at 80 C for 10 min under microwave irradiation (850 W). After completion of the reaction, the mixture was extracted with CH2Cl2 (3 × 15 mL). The combined organic layer was washed with brine (20 mL), dried over Na2SO4, and evaporated. The residue was purified by column chromatography (petroleum ether/ethyl acetate) to afford N-allylaniline 2a-j.

According to the analysis of related databases, 50397-74-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Meiyu; Wang, Xie; Sun, Xiaoliang; He, Wei; Tetrahedron Letters; vol. 55; 16; (2014); p. 2711 – 2714;,
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