Author: Jessica.F

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. 16532-79-9, name is 4-Bromophenylacetonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H6BrN

P-Bromophenylacetonitrile (5 g, 25.505 mmol) and iodine (6.5734 g, 25.505 mmol) were placed in a 250 mL reaction flask and the mixture was purged with argon three times until the bottle had no oxygen and water.A solution of sodium methoxide (2.8933 g, 5.356 mmol) in anhydrous methanol (8.680 g, 14.613 ml) was added dropwise to the above solution at -78 C under oxygen and water, and the whole drop was maintained Argon atmosphere.After the dropwise addition, the temperature was gradually raised to 0 C, and the reaction was continued for 3 hours.After the reaction, the reaction was quenched with a 5% dilute hydrochloric acid solution, and the reaction was stirred for 12 hours.After the reaction was complete, the solution was filtered and the filter cake was washed twice with methanol and water.The resulting solid was dried in a vacuum oven.The final product was white powder compound 1 (3.1143 g, 63% yield).

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; Jilin University; Xu Bin; Tian Wenjing; Yan Lulin; Ji Guang; (14 pag.)CN106084873; (2016); A;,
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Related Products of 213598-11-9, 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. 213598-11-9, name is Methyl 3-cyano-4-isopropoxybenzoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 3-cyano-4-(propan-2-yloxy) benzoic acid: To a solution of methyl 3-cyano-4- (propan-2-yloxy)benzoate (5 g, 22.81 mmol, 1.00 equiv) in methanol/ water ( 30: 10 mL) was added sodium hydroxide (1.77 g, 2.30 equiv). The resulting solution was stirred for 2 h at 25 C. The pH value of the solution was adjusted to 3 with hydrogen chloride (1 Mol/L). The resulting solution was extracted with ethyl acetate (3 x 20 mL), and the organic layers were combined, dried over anhydrous sodium sulfate, concentrated under vacuum to afford 4.4 g of 3-cyano-4-(propan-2-yloxy) benzoic acid as a white solid.

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

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; ZHANG, Chengzhi; CHAKMA, Justin; (91 pag.)WO2016/164180; (2016); 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. 5332-06-9, name is 4-Bromobutanenitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Bromobutanenitrile

(R)-4-((2-(1′-(3-chlorobenzyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1H-spiro[furo[3,4]pyrimidine-5,4′-piperidin]-3(2H.4H,7H)-yl)-1-phenylethyl)amino)butanenitrile (1 -16) (10 g, 15 mmol) was dissolved in acetonitrile (200 mL), and then Nal (6.2 g, 45 mmol), K2C03 (6.8 g, 45 mmol) and 4-bromobutanenitrile (2.3 mL, 22.5 mmol) were added to the mixture in sequence, followed by stirring for 12 hrs at 95 C. The resulting solution was cooled down to room temperature, filtered, and concentrated under reduced pressure to remove acetonitrile therefrom. The resulting solution was diluted with dichloromethane, washed with a saturated aqueous ammonium chloride solution, and the organic layer was separated. The organic layer was concentrated under reduced pressure and the resulting residue was purified by silica gel chromatography (eluent: dichloromethane/methanol = 98/2-95/5) and dried under vacuum to obtain the title compound as white foam (8.2 g, yield: 75%).

According to the analysis of related databases, 5332-06-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SK CHEMICALS CO., LTD.; KIM, Seon-Mi; KIM, Jae-Sun; LEE, Minhee; LEE, So-Young; LEE, Bong-Yong; SHIN, Young Ah; PARK, Euisun; LEE, Jung A; HAN, Min-Young; AHN, Jaeseung; YOO, Taekyung; KIM, Hun-Taek; WO2013/129879; (2013); A1;,
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Application of 85363-04-8, These common heterocyclic compound, 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, 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.

Intermediate 641 ,1 -Dimethylethyl [2-(hydroxyamino)-2-iminoethyl]carbamateA flask was charged with 1 ,1 -dimethylethyl (cyanomethyl)carbamate (1 .562 g, 10 mmol) then filled with ethanol (15 mL) and hydroxylamine (50% w/w in water, 2.451 mL, 40.0 mmol) and the resulting mixture was stirred at 80C for 1 .5 h then cooled to room temperature and concentrated in vacuo. The residue was dissolved in DCM and the organic phase was dried using a phase separator then concentrated in vacuo. Trituration of the residue in Et20 gave 1 ,1 -dimethylethyl [2-(hydroxyamino)-2-iminoethyl]carbamate (1 .8 g, 9.51 mmol, 95 % yield) as a white solid which was used in the next step without further purification.

The synthetic route of 85363-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
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Synthetic Route of 3759-28-2, These common heterocyclic compound, 3759-28-2, name is 2-(Cyanomethyl)benzonitrile, 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.

General procedure: A mixture of 1-aryl/alkyl-3,3-bis-methylsulfanyl-propenone (1.0 mmol), 2-cyanomethyl-benzonitrile (1 mmol, 142.0 mg), and powdered KOH (2 mmol, 112.0 mg) in dry DMSO (5 mL) was stirred at room temperature for 2 h. Completion of reaction was monitored by TLC. After completion, reaction mixture was poured onto ice-water with constant stirring and then neutralized with 10% HCl. The precipitate obtained was filtered, washed with water and dried over dry sodium sulfate. Many compounds were purified by recrystallization in dry methanol. Some compounds were purified through column chromatography using 15% ethylacetate in hexane as an eluent. Characterization data for some of the synthesized compounds are reported earlier.17

Statistics shows that 2-(Cyanomethyl)benzonitrile is playing an increasingly important role. we look forward to future research findings about 3759-28-2.

Reference:
Article; Singh, Surjeet; Althagafi, Ismail; Yadav, Pratik; Panwar, Rahul; Kumar, Abhinav; Pratap, Ramendra; Tetrahedron; vol. 70; 46; (2014); p. 8879 – 8884;,
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Some common heterocyclic compound, 328-87-0, name is 2-Chloro-5-trifluoromethylbenzonitrile, molecular formula is C8H3ClF3N, 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. Recommanded Product: 2-Chloro-5-trifluoromethylbenzonitrile

EXAMPLE 7 Preparation of 2-Cyano-alpha,alpha,alpha -trifluoro-p-tolyl-3-ethoxy-4-nitrophenyl ether A solution of potassium hydroxide (2.6 g., 0.04 mole) 87.3% pure and 3-ethoxy-4-nitrophenol (7.3 g., 0.04 mole) in methanol (30 ml) is stripped to dryness under reduce pressure. A residue of potassium 3-ethoxy-4-nitrophenoxide is dissolved in sulfolane (200 g.) and 4-chloro-3-cyano-benzotrifluoride (8.2 g., 0.04 mole) is added. Gas-liquid chromotography shows the reaction to be complete after stirring at 110 C. for 41/2 hours and 135 C. for 21/2hours. The reaction mixture is cooled and poured into deionized water and the precipitate which forms is filtered off and air dried. Recrystallization from isopropanol yields 2-cyano-alpha,alpha,alpha -trifluoro-p-tolyl-3-ethoxy-4-nitrophenyl ether (7.4 g. 53%) m.p. 143-145 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 328-87-0, its application will become more common.

Reference:
Patent; Rohm and Haas Company; US4046798; (1977); A;,
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Adding a certain compound to certain chemical reactions, such as: 133541-45-4, name is 4-Bromo-2,5-difluorobenzonitrile, 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 133541-45-4, Recommanded Product: 4-Bromo-2,5-difluorobenzonitrile

EXAMPLE 28 4-Bromo-2-{[(1R)-3-(cyclopropylamino)-1-(phenyl)propyl]oxy}-5-fluorobenzonitrile oxalate Prepared by the method of Example 25 using (R)-alpha-(2-chloroethyl)benzenemethanol and 4-bromo-2,5-difluorobenzonitrile initially before converting into the title compound via in situ conversion to the iodo compound and treatment with cyclopropylamine. The free base was treated with a 50% saturated solution of oxalic acid in ether. The resultant white solid was collected via filtration to yield the title compound (41 mg, 4.2%). MS APCI+ve m/z 390 [(M+H)+]. 1H NMR 400 MHz (d6-DMSO) delta7.96 (d, 1H), 7.49 (d, 1H), 7.45-7.39 (m, 3H), 7.39-7.31 (m, 2H), 5.82-5.74 (m, 1H), 3.16-3.00 (m, 2H), 2.74-2.64 (m, 1H), 2.38-2.25 (m, 1H), 2.24-2.11 (m, 1H), 0.79-0.64 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2,5-difluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Cheshire, David; Connolly, Stephen; Cox, David; Hamley, Peter; Mete, Antonio; Pimm, Austen; US2003/158185; (2003); A1;,
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. 846023-24-3, name is 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

EXAMPLE 15 3-Fluoro-4-methoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamide To a suspension of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (1.00 g, 3.86 mmol) in 200 mL of isopropanol was added 3-fluoro-p-anisidine (0.60 g, 4.25 mmol). This mixture was heated to reflux to give a clear yellow solution. To this solution, triethylorthoformate (1.72 mL, 10.34 mmol) was added dropwise and the reaction mixture was heated at reflux overnight. An additional 2 mL of triethylorthoformate was added and the mixture was heated at reflux overnight. An additional 2 mL of triethylorthoformate was added and the mixture was heated at reflux overnight. The mixture was allowed to cool to room temperature and the white solid was collected by filtration, washed with isopropanol, and dried overnight at ~40 C. under reduced pressure. Purification by suspension in hot ethyl acetate followed by addition of cold hexanes gave 1.08 g (68%) of 3-fluoro-4-methoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamide as a white solid, mp 275-276 C.; MS 408.1, 410.1 (M-H)- Analysis for C18H14Cl2FN3O3; Calcd: C, 52.70; H, 3.44; N, 10.24. Found: C, 52.44; H, 3.26; N, 10.14.

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 846023-24-3.

Reference:
Patent; Wyeth Holdings Corporation; US2005/43537; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 2973-50-4, 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. 2973-50-4, name is 2-(2-Aminophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 6-(difluoromethyl) pyridazine-4-carboxylic acid Int-29 (1 g, 5.75 mmol) in ethylacetate (60 mE) was added 2-(2-aminophenyl)acetoni- trile (759 mg, 5.75 mmol) andtriethylamine (1.6 mE, 11.49 mmol) at room temperature under an inert atmosphere. To this was added propylphosphonic anhydride (50% in EtOAc, 9.14 mE, 14.37 mmol) drop wise at 00 C. The reaction mixture was gradually warmed to room temperature and stirred for 2 h. After consumption of starting material (by TEC), the reaction mixture was basified using saturated sodium bicarbonate solution to pH .-8 and extracted with EtOAc (2×50 mE). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was triturated with n-pentane (2×25 mE) and dried under vacuum to afford N-(2-(cyanomethyl)phenyl)-6-(difluoromethyl)pyridazine- 4-carboxamide (1.4 g, 4.86 mmol, 85%) as a yellow solid.11619] ?H NMR (500 MHz, DMSO-d5): oe 10.77 (s, 1H),9.80 (s, 1H), 8.45 (s, 1H), 7.54-7.49 (m, 1H), 7.45-7.30 (m, 4H), 4.02 (s, 2H)11620] EC-MS: mlz 288.9 [M+H] at 2.25 RT (98.33% purity)

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-(2-Aminophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; Hoekstra, William J.; (156 pag.)US2018/185362; (2018); A1;,
Nitrile – Wikipedia,
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Application of 621-50-1,Some common heterocyclic compound, 621-50-1, name is 2-(3-Nitrophenyl)acetonitrile, molecular formula is C8H6N2O2, 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.

N-[3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-phenyl]-methanesulfonamide hydrochloride 1-Chloromethyl-3-nitro-benzene (5 g) and 4.28 g of sodium cyanide were dissolved in a mixture of 15 ml of water and 50 ml of dioxane and the two phase mixture was heated to 100C for 12 hr. The dioxane was removed by evaporation and the aqueous solution was extracted with dichloromethane. The organic extract was washed with brine, dried, and evaporated. The residue was purified by flash column chromatography eluding with EtOAc:hexane (1:4) to afford 2.86 g of a tan solid, mp 51.7-52.7C, of (3-nitro-phenyl)-acetonitrile. (3-Nitro-phenyl)-acetonitrile (2.79g) was dissolved in 50 ml of ethyl acetate and the mixture was treated with 19.5 g of tin (II) chloride dihydrate and stirred at room temperature for 72 hr. The mixture was diluted with ethyl acetate and treated with saturated sodium bicarbonate solution, separated, and extracted with ethyl acetate. The extracts were combined, dried, and evaporated, leaving 2.1 g of tan oil of (3-amino-phenyl)-acetonitrile.

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-Nitrophenyl)acetonitrile, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; EP887346; (1998); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts