Category: nitriles-buliding-blocks

Related Products of 97165-77-0, The chemical industry reduces the impact on the environment during synthesis 97165-77-0, name is 3,5-Dibromobenzonitrile, I believe this compound will play a more active role in future production and life.

In a single-necked flask, intermediate 4-1 (3 g, 12 mmol), 3,5-dibromobenzonitrile (3.1 g, 12 mmol), cuprous bromide (0.18 mmol, 27 mg), o-phenanthroline (0.18 (33 mg), zinc iodide (0.37 mmol, 118 mg) and o-dichlorobenzene (30 mL) at 150 C for 24 hours. After cooling to room temperature, the mixture was diluted with methylene chloride and the inorganic salt was removed by filtration. Column chromatography afforded 3 g of a white solid in 50% yield.

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, 3,5-Dibromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Daoyi Chemical Technology Co., Ltd.; Huang Jinhai; Su Jianhua; (29 pag.)CN107033143; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 66389-80-8, name is tert-Butyl 4-cyanobenzylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C13H16N2O2

(2) To a solution of hydroxylamine hydrochloride (2.24 g, 32.3 mmol) in dimethyl sulfoxide (10.6 mL), triethylamine (4.51 mL, 32.4 mmol) was added and the resulting mixture was stirred at room temperature for an hour. The precipitating salt was filtered and washed with THF. The THF was distilled off under reduced pressure and after adding the foregoing compound (n-2) (1.50 g, 6.46 mmol), the resulting mixture was stirred at 75 C. for 15 hours. The reaction mixture was cooled to room temperature and after adding water, extraction was conducted with ethyl acetate. The organic layer was successively washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvents were distilled off under reduced pressure to give tert-butyl 4-(N?-hydroxycarbamimidoyl)benzylcarbamate (n-3) (amount, 1.70 g; yield, 99%).

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 66389-80-8.

Reference:
Patent; KAKEN PHARMACEUTICAL CO., LTD.; IKEGAMI, Satoru; WATANABE, Atsushi; HIRANO, Kimio; OHYAMA, Tadashi; (56 pag.)US2016/130232; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)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. Recommanded Product: 1813-33-8

General procedure: A mixture of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol) and appropriate thiol (RSH, 3.00 mmol),18-crown-6-ether (cat.) and potassium carbonate (2.00 mmol)were dissolved in acetonitrile (3 ml). The mixture was refluxedfor 12 h and then cooled to ambient temperature. The mixturewas quenched by adding water and extracted with EtOAc.Extracted organic compound was dried over MgSO4, filtered, andconcentrated in vacuo. The residue was purified by flash columnchromatography on silica gel using EtOAc/hexane (1:4) eluantcondition. (RSH = CH3CO2(CH2)2SH for 42).

The synthetic route of 2-Chloro-4-(trifluoromethyl)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ann, Jihyae; Jung, Aeran; Kim, Mi-Yeon; Kim, Hyuk-Min; Ryu, Hyungchul; Kim, Sunjoo; Kang, Dong Wook; Hong, Sunhye; Cui, Minghua; Choi, Sun; Blumberg, Peter M.; Frank-Foltyn, Robert; Bahrenberg, Gregor; Stockhausen, Hannelore; Christoph, Thomas; Lee, Jeewoo; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6844 – 6854;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 60702-69-4, 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. 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

1. Synthesis of tert-butyl N-[(1r,3r)-3-(3-chloro-4-cyanophenoxy)-2,2,4,4-tetramethylcyclobutyl]carbamate Into a 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of tert-butyl N-[(1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl]carbamate (600.0 mg, 2.47 mmol, 1.00 equiv) in N,N-dimethylformamide (10.0 mL). This was followed by the addition of sodium hydride (198.0 mg, 8.25 mmol, 2.00 equiv), in portions at 0 C. After 30 minutes, to this was added 2-chloro-4-fluorobenzonitrile (459.0 mg, 2.95 mmol, 1.20 equiv). The resulting solution was stirred for 1 hour at 70 C. The reaction mixture was cooled to room temperature with a water bath. The reaction was then quenched by the addition of water (20 mL). The resulting solution was extracted with ethyl acetate (20 mL*3) and the organic layers combined. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1/5). This resulted in 100.0 mg (11%) of tert-butyl N-[(1r,3r)-3-(3-chloro-4-cyanophenoxy)-2,2,4,4-tetramethylcyclobutyl]carbamate as colorless oil. LC-MS (ES+): m/z 279.10 [MH-100]+, tR=1.20 min (2.5 minute run).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-4-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Hornberger, Keith R.; Snyder, Lawrence B.; Zimmermann, Kurt; Wang, Jing; Berlin, Michael; Crews, Craig M.; Dong, Hanqing; (605 pag.)US2018/99940; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 21803-75-8, 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. 21803-75-8, name is 4-Amino-3-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 4-amino-3-chlorobenzonitrile (52 mg, 0.34 mmol), CS2CO3 (130 mg, 0.4 mmol) were added to tert-butyl 5-chloro-3-formyl-6-methylpyrazolo[l,5-a]pyrimidin-7- yl(cyclopropyl)carbamate (100 mg, 0.29 mmol) dissolved in 1,4-dioxane (1.1 mL). Racemic BINAP (11 mg, 0.017 mmol) and palladium(II) acetate (8 mg, 0.011 mmol) were then added. The mixture was sealed and irradiated at 110 C for 60 min in the microwave. Et20 (3 mL) was added and the solution was filtered. The filtrate was concentrated in vacuo. The crude residue was dissolved in dichloromethane (1.5 mL) and trifluoroacetic acid (1.5 mL). After stirring at room temperature for 1 hour, the solution was concentrated under a stream of air. The crude material was purified by silica gel chromatography (3% acetone/dichloromethane) to yield the product, 3-chloro-4-(7-(cyclopropylamino)-3-formyl-6-methylpyrazolo[l,5- a]pyrimidin-5-ylamino)benzonitrile (34 mg, 33% yield). LCMS (M+l=367)

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, 4-Amino-3-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYLENE PHARMACEUTICALS INC.; HADDACH, Mustapha; RYCKMAN, David; RAFFAELE, Nicholas; WO2011/31979; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 99066-80-5, name is Methyl 3-cyano-5-nitrobenzoate, This compound has unique chemical properties. The synthetic route is as follows., name: Methyl 3-cyano-5-nitrobenzoate

10 Pd/C (0.293 g) was added to the solution of methyl-3-cyano-5-nitrobenoate (9.4 mmol) in MeOH (150 mL) and THF (50 mL). Then the solution was stirred at room temperature for 3 hours. After filtration, it was concentrated to give methyl-3-amine-5- cyanobenoate.

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 99066-80-5.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; CAI, Yu; DUAN, Jifeng; WO2011/137587; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 105942-08-3, name is 4-Bromo-2-fluorobenzonitrile, 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 105942-08-3, Recommanded Product: 4-Bromo-2-fluorobenzonitrile

To a solution of 4-bromo-2-fluorobenzonitrile (10.0 g, 50.0 mmol) in THF (80 mL) at 0 was added CH3ONa (3.36 g, 60.0 mmol) . The mixture was warmed to ambient temperature and stirred for 5 h, then concentrated and partitioned between water (100 mL) and EtOAc (100 mL x 3) . The combined organic layers were washed with brine (100 ml x 2) , dried over anhydrous sodium sulfate, and concentrated to provide the title compound.1H NMR (400 MHz, CDCl3) delta 7.41 (d, J 8.3 Hz, 1H) , 7.11 -7.21 (m, 2H) , 3.93 (s, 3H) . MS : m/z 211 (M + H+) .

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; COOKE, Andrew J.; PITTS, Daniel; JOHNSON, Adam; BESHORE, Douglas C.; HURZY, Danielle; MITCHELL, Helen; FRALEY, Mark; MCCOMAS, Casey; SCHIRRIPA, Kathy; MERCER, Swati P.; NANDA, Kausik; MENG, Dongfang; WU, Jane; BABAOGLU, Kerim; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (156 pag.)WO2016/54807; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, molecular formula is C7H5FN2, 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. category: nitriles-buliding-blocks

Add in a 100mL two-necked flask4-chloro-7-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (1.5 g, 5.8 mmol),2-Fluoro-4-cyanoaniline (0.86 g, 6.3 mmol) and 20 mL of tetrahydrofuran, protected with nitrogen,The reaction flask was cooled to 0 C and 60% sodium hydride (0.46 g, 11.5 mmol) was slowly added.The reaction was then warmed to 65 C and stirred overnight.The reaction solution was extracted twice with ethyl acetate and twice with saturated sodium chloride.Dry over anhydrous sodium sulfate and evaporated to dryness under reduced vacuo.Purified by silica gel column chromatography(petroleum ether (PE): ethyl acetate (EA) = 1:1)0.7 g of a yellow solid was obtained in a yield of 35%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 63069-50-1, its application will become more common.

Reference:
Patent; Jiangxi University of Traditional Chinese Medicine; Yang Zunhua; Fang Yuanying; Jin Yi; Wang Qi; Ouyang Hui; Feng Yulin; (33 pag.)CN110256420; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 75344-77-3, 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. 75344-77-3, name is 4-Bromo-3,5-dimethylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, were placed 4-bromo-3,5-dimethylbenzonitrile (4 g, 19.04 mmol, 1.00 equiv) and dichloromethane (50 mL). This was followed by the addition of diisobutylaluminum hydride (40 mL) dropwise with stirring at -65C. The resulting solution was stirring for 2 h at room temperature. To the reaction mixture was added hydrogen chloride (5%, 40 mL) dropwise with stirring at room temperature. The resulting solution was heated to reflux for 30 min and then cooled to room temperature. The resulting solution was diluted with 200 mL of DCM. The organic layer was washed with 3×100 mL of brine and then dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 4 g (crude) of 4- bromo-3,5-dimethylbenzaldehyde as light yellow oil.

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, 4-Bromo-3,5-dimethylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERIAL, INC.; LONG, Alan; LEE, Hyoung, Ik; (185 pag.)WO2019/36407; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 874-89-5, The chemical industry reduces the impact on the environment during synthesis 874-89-5, name is 4-(Hydroxymethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: To a mixture of alcohol (1 mmol) and KBr (1.5 mmol, 0.18 g) in acetonitrile (5 mL), P2O5 (1.5 mmol, 0.23 g) was added and the reaction was stirred at room temperature for the time specified in Table 3. After reaction completion (TLC or GC), the reaction mixture was filtered and the residue washed with ethyl acetate (3 × 8 mL). The combined organic layers were washed with water (10 mL) and dried over Na2SO4. The solvent was removed under reduced pressure to afford the corresponding product. If necessary, further purification was performed by column chromatography.

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, 4-(Hydroxymethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Khazdooz, Leila; Zarei, Amin; Aghaei, Hamidreza; Azizi, Ghobad; Gheisari, Mohammad Mehdi; Tetrahedron Letters; vol. 57; 2; (2016); p. 168 – 171;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts