Category: 53312-80-4

Related Products of 53312-80-4, 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. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-amino-2-fluorobenzonitrile(2 g, 14.7 mmol, 1 equiv) and NBS (2.6 g, 14.7 mmol, 1 equiv) in MeCN (100 rnL) was stirred for 4 h at 65 C under nitrogen atmosphere. The resulting mixture was concentrated under vacuum. The residue was purified by silica gel column chromatography, eluted with PE/EtOAc (13: 1) to afford 4-amino-5-bromo-2- fluorohenzonitrile(3.1 g, 97 2%) as a yellow solid.

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

Reference:
Patent; NOVARTIS INFLAMMASOME RESEARCH, INC.; FRANCH, Luigi; GHOSH, Shomir; GLICK, Gary; KATZ, Jason; OPIPARI, Anthony William, Jr.; ROUSH, William R.; SEIDEL, Hans Martin; SHEN, Dong-Ming; VENKATRAMAN, Shankar; WINKLER, David Guenther; (479 pag.)WO2020/10143; (2020); A1;,
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Application of 53312-80-4, 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. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of tert-butyl 2-oxo-6-azaspiro[3.4]octane-6-carboxylate (CAS: 203661-716) (675 mg, 3.0 mmol), 4-amino-2-fluorobenzonitrile (408 mg, 3.0 mmol) and decaborane (128 mg, 1.05 mmol) in MeOH (10 mL) was stirred at 50 C overnight. After the reaction was completed, the reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Petroleum ether/EtOAc = 3/1) to afford intermediate 47 (500 mg, 48% yield) as a white solid.

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; JOHNSON & JOHNSON (CHINA) INVESTMENT LTD.; DAI, Xuedong; QUEROLLE, Olivier Alexis Georges; KROSKY, Daniel Jason; CAI, Wei; FU, Liqiang; KONG, Linglong; LIU, Yingtao; WAN, Zhao-Kui; HERKERT, Barbara; PANDE, Vineet; EDWARDS, James Patrick; PATRICK, Aaron Nathaniel; ANGIBAUD, Patrick Rene; PONCELET, Virginie Sophie; (488 pag.)WO2019/120209; (2019); A1;,
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Application of 53312-80-4, 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. 53312-80-4 name is 4-Amino-2-fluorobenzonitrile, 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.

Sodium cyanide (0.74 g, 15 mmol) was added to a mixture of 4-amino-2- fiuorobenzonitrile (1.36 g, 10 mmol) and cyclopentanone (1.26 g, 15 mmol) in 90% acetic acid (10 ml). The reaction mixture was stirred at room temperature for 3 hours and then the medium was hearted to 80 0C and stirred for an additional 5 hours. The medium was washed with water and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, concentrated and chromatographed (dichloromethane:acetone, 97:3) to yield 4-(l-cyanocyclopentylamino)-2-fluorobenzonitrile (54b) (2.07 g, 9.03 mmol, 90%) as a yellow solid. 1H NMR (CDCl3, 400 MHz) delta 1.69-1.91 (m, 4H), 2.13-2.18 (m, EPO 2H), 2.37-2.42 (m, 2H), 5.08 (bs, IH), 6.54-6.62 (m, 2H), 7.39 (t, J= 7.3 Hz, IH); 13C NMR (CDCl3, 100 MHz) delta 23.7, 39.8, 56.8, 89.6 (d, J = 15.8 Hz), 101.2 (d, J= 23.8 Hz), 110.9, 115.2, 120.8, 134.1 (d, /= 2.4 Hz), 150.3 (d, J= 11.2 Hz), 164.5 (d, J= 254.1 Hz).

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

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2006/124118; (2006); A1;,
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Related Products of 53312-80-4, 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. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 55A (1.9 g, 13.96 mmol) was added (S)-2-(tert- butoxycarbonylamino)-3-phenylpropanoic acid (3.70 g, 13.96 mmol) in DCM (20 mL) and pyridine (16 mL). The solution was cooled in an ice/acetone bath and added phosphorous oxychloride (1.301 mL, 13.96 mmol). After 2 h, the dark reaction was quenched with 0. IN HCl (20 mL) and water (30 mL). The reaction mixture was extracted with DCM (50 mL). The layers did not separate. CHCl3 (75 mL)/water (50 mL) was added. The combined organic layers were washed with sat’d NaHCO3 (20 mL), brine (20 mL) and dried (MgSO4). Purification by silica gel chromatography using hexanes/ethyl acetate as eluents afforded 55B (1 g, 18% yield) as a tan solid. LCMS m/z 384.3[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, 4-Amino-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/157162; (2008); A1;,
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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. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H5FN2

To a mixture of 5-S1 (4 g, 29.38 mmol) and dimethyl disulfide (3.6 g, 38.19 mol) in DCE (100 mL) was added tert-butyl nitrite (4.1 g, 39.66 mol) dropwise at 60 C under an atmosphere of nitrogen. The reaction mixture was stirred at 60 C for 3 hours, diluted with DCM, and washed successively with 2 N aqueous HCl and brine. The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated to dryness to afford the crude product, which was purified by column chromatography on silica gel (eluted with PE/EtOAc = 5:1 to 2:1) to afford 5-S2 (3.3 g, 67.2% yield) as red oil.

The synthetic route of 53312-80-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICAL, INC.; WILES, Jason Allan; PHADKE, Avinash S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel Charles; GREENLEE, William; EASTMAN, Kyle J.; (0 pag.)WO2018/160891; (2018); 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. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Amino-2-fluorobenzonitrile

General procedure: A solution of quinolin-5-amine(7, 250 mg, 1.73 mmol) and TEA (200 L, 2.03 mmol) dissolved in CH2Cl2 (DCM, 15 mL) wasslowly dripped into a stirred solution of triphosgene (BTC, 256 mg, 0.85 mmol) in DCM (10 mL)by using a constant-pressure dropping funnel. Then, the mixture was stirred for another 0.5 h at room temperature (RT). After evaporation of the solvent, the residue was taken up in DCM (30 mL),and (5-(2,5-dichlorophenyl)furan-2-yl)methanamine (5b, 230 mg, 0.95 mmol) was added directly to the residue. The reaction mixture was stirred at RT for 6 h, and the solvent was subsequently removed in vacuo. The residue obtained was purified by column chromatography (V(PE):V(EA) = 1:1) to give the desired target compound 12 (343 mg, 0.84 mmol) in 88% yield. 96.8% HPLC 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 53312-80-4.

Reference:
Article; Wang, Lijiao; Li, Chao; Chen, Wei; Song, Chen; Zhang, Xing; Yang, Fan; Wang, Chen; Zhang, Yuanyuan; Qian, Shan; Wang, Zhouyu; Yang, Lingling; Molecules; vol. 24; 15; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 53312-80-4, name is 4-Amino-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 53312-80-4, Formula: C7H5FN2

Preparation 5; 4-Amino-2-fluorobenzoic acid; A mixture of 4-amino-2-fluorobenzonithle (25g, 0.183mmol) and potassium hydroxide (125g, 2.23mol) in water (35OmL) and industrial methylated spirit (5OmL) was heated at reflux for 48 hours. The solvent was evaporated in vacuo and the residue diluted with water (30OmL) and washed with DCM (20OmL). The aqueous phase was acidified to pH = 5.5 with concentrated HCI and the resultant precipitate collected by filtration to yield the title compound as a beige solid (23.94g, 0.154mol).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; PFIZER LIMITED; ICAGEN, INC.; MARKWORTH, Christopher John; MARRON, Brian Edward; SWAIN, Nigel Alan; WO2010/35166; (2010); A1;,
Nitrile – Wikipedia,
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Application of 53312-80-4,Some common heterocyclic compound, 53312-80-4, name is 4-Amino-2-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.

4-Amino-2-fluoro-benzonitrile (610 mg, 4.4 mmol) and trans-4-aminocyclohexanol (2.5 g, 22 mmol) are combined in a 40 mL EPA vial under nitrogen and heated at 150 C. overnight. This reaction mixture is partitioned between ethyl acetate (100 mL) and water (40 mL). The aqueous layer is extracted with more ethyl acetate (50 mL) and the combined organic layers washed with brine (50 mL), dried (MgSO4), concentrated and chromatographed (25 mm, 40 to 100% EtOAc in hexanes) to give starting material (200 mg) and product, 4-Amino-2-(4-hydroxy-cyclohexylamino)-benzonitrile (620 mg, 60%, 90% based on recovered starting material), both as white crystalline solids. (LC/MS m/z=232 [M+H]+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-2-fluorobenzonitrile, its application will become more common.

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: 53312-80-4, name is 4-Amino-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 53312-80-4, category: nitriles-buliding-blocks

Water (10 mL) was added to a single-necked flask, and then thiophosgene (1.27g) was added dropwise. After stirring at 25 C for 0.5 h under nitrogen protection, Compound 59-1 (1.00 g) was added in batches, and the resulting mixture further reacted at 25 C for 2 h. The reaction mixture was extracted with dichloromethane (10 mL×3). The organic phase was washed with saturated brine (15 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated. The residue obtained from the concentration was purified by column chromatography to obtain Compound 59-2. 1H NMR (400 MHz, CDCl3) delta ppm 7.63(dd, J=8.38, 7.06Hz, 1H), 7.10-7.15 (m, 1H), 7.07 (dd, J=9.15, 1.87Hz, 1H).

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-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; SHEN, Chunli; WU, Chengde; CHEN, Shenglin; CHEN, Shuhui; ZHANG, Xiquan; TIAN, Xin; (200 pag.)EP3666772; (2020); 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. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H5FN2

To a stirred solution of 4-amino-2-fluorobenzonitrile (5 g, 36.8 mmol, 1 eq) in H2O (200 mL) chloroform (50 mL) mixture was added thiophosgene (3 mL, 40.4 mmol, 1.1 eq) slowly and the mixture was stirred at RT for 5 h. The reaction was monitored by TLC. After completion, the reaction mixture was diluted with water (300 mL) and extracted with DCM (200 mL c 3). The combined organic layers were washed with water (200 mL), brine (200 mL), dried over NaaSCfi, filtered and concentrated under reduced pressure to afford the title compound. Analytical data: ‘H NMR (400 MHz, DMSO-c/r,) d 8.02 (t, J = 7.9 Hz, 1H), 7.76 (dd, J= 10.3, 1.5 Hz, 1H), 7.44-7.53 (m, 1H).

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; NUVATION BIO INC.; PETTIGREW, Jeremy D.; CHAKRAVARTY, Sarvajit; PHAM, Son Minh; CHEN, Jiyun; KANKANALA, Jayakanth; NAYAK, Anjan Kumar; BARDE, Anup; PUJALA, Brahmam; (108 pag.)WO2020/113088; (2020); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts