Tag: M.W=100-200

Application of 60702-69-4, These common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, 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.

Combine the compound from Example 218 step 2 (692 mg, 2.12 mmol) and K2CO3 (323 mg, 2.33 mmol) in DMF (9 mL), stir the mixture at room temperature for 30 min and then add 2-chloro-4-fluoro-benzonitrile (330 mg, 2.12 mmol), and heat at 100 C overnight. Cool to ambient temperature and pour into water. Extract the aqueous layer with EtOAc. Dry the organic layer over NA2SO4 and eliminate the solvent. Purify by flash chromatography on silica gel (eluent: ETOAC/HEXANE 15/85) to obtain the title compound (940 mg, 95%). Electrospray MS M-1 ion = 461, H-NMR (CDC13, 400 MHz): 7.57 (d, 1H, J= 7.8 Hz), 7.36-7. 13 (m, 7H), 7. 00-6. 85 (m, 4H), 4.44-4. 36 (M, 2LI) 3.49-3. 32 (m, 2H), 2.83-2. 73 (m, 2H), 1.51-1. 43 (m, 9H).

Statistics shows that 2-Chloro-4-fluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 60702-69-4.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/26305; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, 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. HPLC of Formula: C8H8N2

General procedure: To a solution of benzylamine (0.6 mmol), indole (1.0 mmol) and CuI (0.1 mmol ) in CH3CN (1 mL) was added TEMPO (0.15 mmol) under atmosphere and the mixture was stirred at room temperature for overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (eluent: EtOAc/PE = 1:4) to yield the corresponding product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10406-25-4, its application will become more common.

Reference:
Article; Liao, Meixiang; Zhang, Xiaoyun; Yue, Pengfei; Synthetic Communications; vol. 48; 13; (2018); p. 1694 – 1700;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H3FN2O2

4-Fluoro-3-nitrobenzonitrile (1) (2 g, 0.012 mol) in ethyl acetate(50 mL) was supplemented with stannous chloride (11.4 g,0.06 mol). The reaction mixture was stirred for 30 min and then a saturated solution of sodium hydrogenocarbonate (100 mL) was added. This mixture was treated with ethyl acetate (300 mL) andthe aqueous layer was separated. The ethyl acetate layer was evaporated under reduced pressure. The crude product was dissolved in methanol, and ice was added; the resulting precipitate was collected by filtration (Yield: 30e60%).

The synthetic route of 1009-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bambi-Nyanguile, Sylvie-Mireille; Hanson, Julien; Ooms, Annie; Alpan, Lutfiye; Kolh, Philippe; Dogne, Jean-Michel; Pirotte, Bernard; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 32 – 40;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts