Category: nitriles-buliding-blocks

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. 3215-64-3, name is 2-(2,6-Dichlorophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(2,6-Dichlorophenyl)acetonitrile

4-Methylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (22.00 g, 120.1 mmol) and 2, 6-DICHLOROPHENYLACETONITRILE (26.90 g, 144.6 mmol) were added to a dry 1 L three- necked flask equipped with an overhead stirrer. The solids were dissolved in 125 mL of dry DMF. The pale yellow solution turned slightly orange upon addition of 70 g (506 mmol) OF K2C03. The reaction was heated to 100C and stirred for 18 hours at this temperature. The reaction became dark reddish-orange in color. The flask was cooled to 50C and the resulting precipitate was filtered. The pink solid was washed with 100 mL of 3: 1 DMF/water. After vacuum drying, 13.45 g (32 %) OF 6- (2, 6-dichloro-phenyl) -8- METHYL-2-METHYLSULFANYL-8H-PYRIDO [2, 3-d] pyrimidin-7-ylideneamine were obtained. The spectral data matched literature values.

The synthetic route of 3215-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; WO2004/63195; (2004); A1;,
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Related Products of 16588-02-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16588-02-6 name is 2-Chloro-5-nitrobenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To solution of 1.97 mmol (1.2 eq.) of phenol 2-8, 12-13 in 3 ml dry DMSO was added 79 mg(1.2 eq.) powdered NaOH. The mixture was heated at 50C for 20 min and to the formed clearsolution 0.300 g (1.64 mmol, 1.0 eq.) of 1 was added. The reaction mixture was heated at 80C for 8h. After cooling 40 ml water was added and extracted with DCM. The organic phase was washedwith aq. NaHCO3 and water, dried over Na2SO4, filtered and evaporated in vacuo. The crudeproducts 14-20, 24-25 were purified by column chromatography (50 g silica-gel). After column theformed solid products were powdered, washed with 3 ml hot hexane and dried in vacuo.

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

Reference:
Article; Dobrikov, Georgi M.; Slavchev, Ivaylo; Nikolova, Ivanka; Stoyanova, Adelina; Nikolova, Nadya; Mukova, Lucia; Nikolova, Rosica; Shivachev, Boris; Galabov, Angel S.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 19; (2017); p. 4540 – 4543;,
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Adding a certain compound to certain chemical reactions, such as: 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, 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 20249-16-5, category: nitriles-buliding-blocks

Example 59A 3,3-Difluorocyclobutanecarbonitrile Under argon, 14.57 g (153.2 mmol) of 3-oxocyclobutanecarbonitrile from Example 58A were initially charged in 200 ml of absolute dichloromethane, 40.48 ml (306.4 mmol) of diethylaminosulphur trifluoride dissolved in 50 ml of dichloromethane were added at 0 C. and the mixture was stirred at RT overnight. A little at a time, the reaction mixture was then poured into a saturated aqueous sodium bicarbonate solution, cooled to 0 C., and stirred for 30 minutes. The organic phase was separated off and the aqueous phase was extracted with 200 ml of dichloromethane. The combined organic phases were twice washed with water, dried over sodium sulphate, filtered and concentrated. This gave 15.2 g (85% of theory) of the title compound. GC-MS (Method H): Rt=1.43 min MS (ESpos): m/z=98 (M-F)+

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-Oxocyclobutanecarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; VALOT, Gaelle; FOLLMANN, Markus; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, Tobias; DIETZ, Lisa; LI, Volkhart Min-Jian; RAY, Nicholas Charles; BACHERA, Dominika; (71 pag.)US2017/50961; (2017); A1;,
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75344-77-3, name is 4-Bromo-3,5-dimethylbenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: nitriles-buliding-blocks

Step 1 : Synthesis of 4-cyano-2,6-dimethylphenylboronic acid pinacol ester First, 5.0 g (24 mmol) of 4-bromo-3,5-dimethylbenzonitrile, 7.3 g (29 mmol) of bis(pinacolato)diboron, 8.4 g (86 mmol) of potassium acetate, and 120 mL of dimethyl sulfoxide (DMSO) were put into a three-neck flask, and the atmosphere in the flask was replaced with nitrogen. To this mixture were added 0.20 g (0.24 mmol) of [l, l’-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct and 0.20 g (0.48 mmol) of 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-phos), and the mixture was heated and stirred at 90 C for 7 hours. To this mixture were further added 0.20 g (0.24 mmol) of [l,l’-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct, 0.20 g (0.48 mmol) of 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-phos), and 3.5 g (14 mmol) of bis(pinacolato)diboron were further added to, and the mixture was heated and stirred at 100 C for 17 hours to be reacted. Water was added to the reacted solution to separate the solution into an organic layer and an aqueous layer, and the aqueous layer was subjected to extraction with toluene. A solution obtained by combining the organic layer and the solution of the extract was washed with water and saturated saline, and anhydrous magnesium sulfate was added thereto for drying. The obtained mixture was subjected to gravity filtration, and the filtrate was concentrated to give a solid. This solid was purified by flash column chromatography. As developing solvents, first, a mixed solvent of toluene and ethyl acetate in a ratio of 10: 1 (v:v) was used, and then a mixed solvent of toluene and ethyl acetate in a ratio of 5: 1 (v:v) was used. The obtained fraction was concentrated to give a solid. This solid was washed with toluene and hexane, so that 3.5 g of a white solid was obtained in a yield of 57 %. The obtained white solid was identified as 4-cyano-2,6-dimethylphenylboronic acid pinacol ester by nuclear magnetic resonance ( MR) spectroscopy. The synthesis scheme of Step 1 is shown in (a-9) below.

The synthetic route of 75344-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; SEO, Satoshi; WATABE, Takeyoshi; INOUE, Hideko; YAMADA, Yui; MITSUMORI, Satomi; TAKAHASHI, Tatsuyoshi; HARA, Tomoka; (444 pag.)WO2016/203350; (2016); A1;,
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Synthetic Route of 3939-09-1, 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 3939-09-1 as follows.

2,4-Difluorobenzonitrile (2.78 g, 20 mmol) and 3,4,5-trimethoxybenzylamine (3.94 g, 20 mmol) are combined and heated at 140 C for 40 m. The mixture is allowed to cool to RT and is then dissolved in TFA (20 mL) and stirred at RT overnight. The mixture is then concentrated on the rotavap and partitioned between 1N NaOH (enough till basic, ~100 mL) and ethyl acetate (100 mL). The organic layer is removed and the aqueous layer is extracted with more ethyl acetate (100 mL). The combined layers are washed with brine (50 mL), dried (MgSO4) and concentrated to an oil. The mixture is chromatographed (10 to 40%, EtOAc in hexanes) giving the isomers as two well separated products. The later eluding product is concentrated to give 4-Amino-2-fluoro-benzonitrile (1.07 g, 39%) as a white solid. (LC/MS m/z=177.8 for M+H+acetonitrile)

According to the analysis of related databases, 3939-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huang, Kenneth He; Hughes, Philip; Ma, Wei; Ommen, Andy; Woodward, Angela; Veal, James; Barta, Thomas; US2008/76813; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 21524-39-0, name is 2,3-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 21524-39-0, Quality Control of 2,3-Difluorobenzonitrile

General procedure: A solution of 2 (1 mmol) and 3(1 mmol) in anhydrous DMF (10 mL) containing anhydrous K2CO3 (2 mmol) was heated at a given temperature for 2-36 h. DMF was removed in vacuo and the residue was dissolved in chloroform (10 mL). This solution was extracted with 5% HCl (2 x 5 mL). The combined aqueous extracts were neutralized with 10% aqueous NaOH to pH 8 and the resulting precipitate was filtered off, washed with water and dried in vacuo at 50 C for 24 h to provide analytically pure title compounds.

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-Difluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Karamysheva, Kseniya; Reutskaya, Elena; Sapegin, Alexander; Dorogov, Mikhail; Krasavin, Mikhail; Tetrahedron Letters; vol. 56; 41; (2015); p. 5632 – 5636;,
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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. 2469-99-0, name is 3-Oxobutanenitrile, A new synthetic method of this compound is introduced below., Product Details of 2469-99-0

General procedure: 3-Acetyl-2-aminothiophene Derivatives; General Procedure Carbonyl compound (0.025 mol) was added to freshly prepared cya-noacetone (0.03 mol) in either MeOH or EtOH (40 mL). Sublimed sul-fur S8 (0.03 mol) and piperidine (0.03 mol) were added and the mix-ture was stirred and heated to 55-65 C for 24 h. Ice was then addedand the formed precipitate was filtered under vacuum and washedwith water. The obtained solid was crystallised from a suitable sol-vent, with the exception of 4g and 4j, which were collected directlywithout further purification.

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; Abdelwahab, Ahmed B.; Hanna, Atef G.; Kirsch, Gilbert; Synthesis; vol. 48; 17; (2016); p. 2881 – 2888;,
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These common heterocyclic compound, 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, 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. Product Details of 17417-09-3

6A: 2-(Ethylsulfonyl)-5-nitrobenzonitrile; [00219] Ethanethiol (2.8 mL, 38 mmol) was added to a solution of 2-fluoro-5- nitrobenzonitrile (5.00 g, 30.1 mmol) and triethylamine (9.3 mL, 67 mmol) in DMF (100 mL). The reaction mixture was stirred for 1 h and then poured into water (500 mL). The resulting precipitate was isolated by filtration, dissolved in DCM, washed with water and brine, dried (MgSO^, and concentrated under reduced pressure. The residue (6.14 g) was dissolved in DCM (100 mL), cooled to 0C, and treated with MCPBA (16.0 g, 71 mmol) in one portion. The reaction mixture was allowed to stir at rt overnight, and then was extracted with sodium bicarbonate solution (saturated), sodium bisulfite solution (10%), and brine. The organic layer was dried (MgSO4) and concentrated under reduced pressure to afford 6A (5.6 g, 80%) as a pale yellow solid. IH NMR (400 MHz, CDCl3) delta 1.02 (s, 6H), 1.97 (m, 2H), 2.36 (t, J = 7.5 Hz, 2H), 2.68 (t, J= 7.7 Hz, 2H), 3.76 (s, 4H), 7.18 (d, J= 7.9 Hz, 2H), 7.72 (d, J= 7.5 Hz, 2H).

The synthetic route of 2-Fluoro-5-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/76431; (2007); A1;,
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Reference of 34662-29-8, 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. 34662-29-8, name is 3-Chloro-4-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 3-chloro-4-nitrobenzonitrile (3 g, 16.4 mmol, Chem. Pharm. Bull., 1992, 2399-2404), 2-phenylethanamine (2.5 ml, 19.7 mmol) and potassium carbonate (3.4 g, 24.6 mmol) in ethanol (200 ml) was refluxed for 5 hr. To the mixture was added 2 N aqueous NaOH (100 ml) and the whole was extracted with ethyl acetate (100 ml¡Á2). The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=1/8 as eluent) to afford the titled compound as a yellow solid (936 mg, 21%). [0371] 1H-NMR (CDCl3) delta:8.49 (d, J=2.0 Hz, 1H), 8.43 (br.s, 1H), 7.57 (dd, J=2.2, 8.8 Hz, 1H), 7.24-7.39 (m, 5H), 6.89 (d, J=9.0 Hz, 1H), 3.58-3.65 (m, 2H), 3.04 (d, J=7.1 Hz, 2H) ppm.

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-Chloro-4-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ando, Kazuo; Kawai, Makoto; Kawamura, Mitsuhiro; Matsumizu, Miyako; Morita, Asato; Sakurada, Isao; US2004/204409; (2004); A1;,
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1897-52-5, name is 2,6-Difluorobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C7H3F2N

4.5 g of 2,6-difluorobenzonitrile and 45.3 g of xylene were added to a 200 mL four-necked flask under nitrogen atmosphere at room temperature and stirred, then 21.7 g of a methylmagnesium chloride solution (3.0 M THF solution) was added at room temperature Was added dropwise over 1 hour. The resulting mixture was stirred at room temperature for 19 hours,Was added dropwise to 31.5 g of a 20% sulfuric acid aqueous solution.The obtained mixture was heated to 50 C. and liquid separation was carried out,9.1 g of water was added to the organic layer, and the mixture was separated at 50 C.The obtained organic layer was analyzed by a high performance liquid chromatograph internal standard method, and 4.8 g of 2,6-difluoroacetophenone was confirmed to be contained (yield 95%)

The synthetic route of 1897-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Corporation; Ito, Tadataka; Hiraguri, Natsuru; (7 pag.)JP2016/169165; (2016); A;,
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