Month: September 2021

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. 3759-28-2, name is 2-(Cyanomethyl)benzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H6N2

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

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; Singh, Surjeet; Althagafi, Ismail; Yadav, Pratik; Panwar, Rahul; Kumar, Abhinav; Pratap, Ramendra; Tetrahedron; vol. 70; 46; (2014); p. 8879 – 8884;,
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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. 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 67832-11-5

To a solution of 4-bromo-2-methylbenzonitrile (2.0 g, 10.2 mmol) in THF (100 ml) at -78C under a nitrogen atmosphere was added dropwise a 2.5 M solution of n-butyl lithium (4.48 ml, 11.2 mmol). The mixture was stirred at -78C for 1h and then poured onto solid carbon dioxide (5 g) in THF (50 ml). The mixture was allowed to warm to room temperature. Water was added (200 ml) and the mixture was extracted with diethyl ether (3 times). The aqueous layer was acidified by addition of concentrated HCl and extracted with chloroform (3 times). The combined chloroform extracts were washed with water, dried over MgSO4, and concentrated in vacuo to give a white solid identified as 4-cyano-3-methylbenzoic acid (1.2 g, 73%).

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; Ferring B.V.; EP1449844; (2004); A1;,
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Application of 4640-67-9, A common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, molecular formula is C9H6FNO, 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: To a 0.5-2.0ml vial with 1 mmol ketone (1 eq) issolved in 2-pentanol (1.66 M) was added 1.1 eq of aromatic aldehyde and catalytic piperidine (0.08 eq), stirring vigorously. After heating under muWave for 15min at 120 C, the reaction was cooled to r.t. and precipitate was vacuum filtered and washed with minimal, cold hexanes. After drying under vacuum, solid was analyzed via NMR, IR, and mp.

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; Deshpande, Shyam J.; Leger, Paul R.; Sieck, Stephen R.; Tetrahedron Letters; vol. 53; 14; (2012); p. 1772 – 1775;,
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Related Products of 555-21-5,Some common heterocyclic compound, 555-21-5, name is 4-Nitrophenylacetonitrile, 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.

General procedure: To a screw top vial (5 mL) under N2 containing freshly distilled toluene (0.6 mL) were successively added an aromatic nitro compound (0.60 mmol), InI3 (14.9 mg, 0.030 mmol), and TMDS (318 muL, 1.80 mmol). After the vial was sealed with a cap that contained a PTFE septum, the mixture was stirred at 60 C (bath temperature), and monitored via TLC analysis. Sat. aq NaHCO3 solution (5 mL) was added to the resultant mixture, which was then extracted with EtOAc (3 × 6 mL). The combined organic phases were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (n-hexane-EtOAc, 9:1 to 4:1) to afford the corresponding aniline derivative.

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

Reference:
Article; Sakai, Norio; Asama, Shun; Konakahara, Takeo; Ogiwara, Yohei; Synthesis; vol. 47; 20; (2015); p. 3179 – 3185;,
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Application of 34916-10-4, These common heterocyclic compound, 34916-10-4, name is 4-Oxo-cyclohexanecarbonitrile, 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.

Step A: [1-(4-Cyano-cyclohexyl)-azetidin-3-yl]-carbamic acid tent-butyl ester To a solution of 4-oxo-cyclohexanecarbonitrile (2.66 g, 21.5 mmol, prepared according to the procedure from Tremblay, Maxime, PCT Int. Appl. (2007), WO 2007013848) and azetidine-3-yl-carbonic acid tert-butyl ester (Beta Pharma, 3.70 g, 21.5 mmol) in DCM (20 mL) was added NaBH(OAc)3 (Aldrich, 6.84 g, 32.25 mmol). The resulting mixture was stirred at rt for 6 h and quenched with saturated NaHCO3. Workup and purification by column chromatograph (eluent: 80% EtOAc in hexanes to EtOAc only) gave the product as a mixture of cis/trans isomers. LC/MS: 280.2 [M+H].

The synthetic route of 34916-10-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhang, Xuqing; Hufnagel, Heather Rae; Cai, Chaozhong; Lanter, James C.; Markotan, Thomas P.; Sui, Zhihua; US2010/267688; (2010); A1;,
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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. 1885-38-7, name is (E)-Cinnamonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H7N

General procedure: Cu(NO3)2·3H2O (0.10 mmol), the appropriate nitrile 1 (1.0 mmol), NaN3(2.0 mmol) and DMF (1 mL) were added to a 50 mL round-bottomed flask equipped with a magnetic stirrer. The reaction mixture was stirred in an oil bath at 120 C for 16 h. After cooling to room temperature, the reaction was acidified HCl (3 M, pH 1.0). Ethyl acetate (~30 mL) wasadded, and stirring was continued until no solid was present. The organic layer was separated, and the aqueous layer was extracted with ethylacetate twice. The combined organic layers were washed with saturatedbrine, and concentrated in vacuo. The residue was purified by columnchromatography (silica gel, EtOAc-PE) to afford the product 2.

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; Tao, Chuanzhou; Wang, Bin; Sun, Lei; Yi, Jiuyin; Shi, Dahua; Wang, Jian; Liu, Weiwei; Journal of Chemical Research; vol. 41; 1; (2017); p. 25 – 29;,
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Synthetic Route of 185147-08-4, 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. 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

6.02.03.05 4-Fluoro-3-methyl-benzimidic acid ethyl ester Hydrogen chloride gas was passed through a solution of 40 g 4-fluoro-3-methylbenzonitrile in 250 mL ethanol. The reaction was stirred for 1 h at RT and for 30 min. at 40 C. Then, the solvent was evaporated, diethyl ether was added and the precipitate was filtered and dried under nitrogen. The hydrochloride was dissolved in ethanol and ammonia gas was passed through the solution. The solvent was removed and the residue was suspended in n-hexane. The suspension was filtered through silica gel and the filtrate was concentrated to yield 3.7 g of the desired product. Rt: 0.99min (method K), (M+H)+: 182

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-3-methylbenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd; WO2013/83741; (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. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H3ClFN

General procedure: Into an oven-dried flask equipped with a magnetic stir bar was added aryl fluoride (1.00 g, 1.0 eq.), Na2S (1.1 eq.) and DMF (5 mL) under argon. The reaction mixture was stirred at room temperature for 1 h. Then 1 M NaOH (50 mL) was added and was washed with CH2Cl2 (2 x 25 mL). The aqueous layer was acidified to pH ~ 1-2 with 6 N HCl and extracted with CH2Cl2 (2 x 50 mL). The combined organic layer was washed with brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide a crude residue. To the residue was added 10% HCl (40 mL) and cooled with an ice-water bath. Then zinc dust (4 g) was added and the mixture was stirred for 1 h. Then EtOAc (100 mL) was added and the mixture was stirred for an additional 30 minutes. The organic layer was separated and washed with water (40 mL) and brine (40 mL), dried over MgSO4, filtered and concentrated to provide the desired product with satisfactory purity.

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 57381-51-8.

Reference:
Article; Taldone, Tony; Patel, Pallav D.; Patel, Hardik J.; Chiosis, Gabriela; Tetrahedron Letters; vol. 53; 20; (2012); p. 2548 – 2551;,
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Adding a certain compound to certain chemical reactions, such as: 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, 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 127946-77-4, Product Details of 127946-77-4

To prepare (2S,4R)-4-[2-chloro-4-((5)-2,2,2-trifluoro-1-methyl-ethoxy)-benzenesulfonyl]-1-(1-trifluoromethyl-cyclopropanecarbonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide, example 183c (200 mg) was dissolved in DMF (2.0 mL). HATU (420 mg), DIEA (143 mg) and 1-amino-1-cyclopropane carbonitrile hydrochloride were added to the solution. The obtained suspension was stirred at ambient temperature for 2 h. After that the solvent was evaporated under reduced pressure to dryness. The residue was dissolved in CH2Cl2 (25 ml), was extracted in succession with aqueous 0.5 NHCl-solution, aqueous 10% Na2CO3-solution and brine. The water layers were washed with totally CH2Cl2 (50 ml), the combined organic layers were dried over Na2SO4, filtered and evaporated. The residue was purified over silica gel chromatography with n-heptan: AcOEt to yield 130 mg (59%) of the title compound as colorless amorphous solid. MS (ESI): m/z=602.1 [M+H]+.

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, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sanchez, Ruben Alvarez; Banner, David; Ceccarelli, Simona M.; Grether, Uwe; Haap, Wolfgang; Hartman, Peter; Hartmann, Guido; Hilpert, Hans; Kuehne, Holger; Mauser, Harald; Plancher, Jean-Marc; US2010/267722; (2010); A1;,
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Synthetic Route of 13531-48-1, These common heterocyclic compound, 13531-48-1, name is Methyl 3-cyanobenzoate, 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: To a round-bottom flask (25 mL) was added phenylhydrazine hydrochloride 1a (43 mg, 0.3 mmol), benzonitrile 2a (0.3 mL, 3 mmol), t-BuONO (53 muL, 0.45 mmol), I2 (38 mg, 0.15 mmol), the mixture was well stirred for 6 h at 25 oC (the whole process was closely monitored by TLC). Then the reaction mixture was purified by a flash silica gel column chromatography (eluent: Petroleum ether (PE)/Ethyl acetate (EA) = 10:1) to give N-phenylbenzamide 3a as a white solid (38 mg, 64%).

Statistics shows that Methyl 3-cyanobenzoate is playing an increasingly important role. we look forward to future research findings about 13531-48-1.

Reference:
Article; Zhang, Zhiguo; Li, Xiang; Li, Yinghua; Guo, Yan; Zhao, Xunan; Yan, Yan; Sun, Kai; Zhang, Guisheng; Tetrahedron; vol. 75; 26; (2019); p. 3628 – 3635;,
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