Category: 2106-02-7

Application of 2106-02-7, A common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, molecular formula is C6H5ClFN, 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: General procedure for synthesis of various 7-chloroquinolin-4-yl-phenylamine (1a-1p) Compounds were synthesized using 4, 7-dichloroquinoline and suitable substituted anilines. Briefly, equimolar quantities of anilines (1 mmol) and 4, 7-dichloroquinoline (1 mmol) were refluxed in dry ethanol in basic medium (1.2 mmol K2CO3) for 2-16 h depending upon the various substituents. Progress of reaction was monitored by thin layer chromatography. After completion of reaction, reaction mixture was neutralized by 1 N NaOH solution and extracted with 3 * 50 mL of CHCl3, washed with NaHCO3 and brine. The organic layer was dried over anhydrous Na2SO4. The solvent was again evaporated under reduced pressure. The ligands were purified by successive recrystallization [32].

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, Shailja; Agarwal, Drishti; Sharma, Kumkum; Sharma, Manish; Nielsen, Morten A.; Alifrangis, Michael; Singh, Ashok K.; Gupta, Rinkoo D.; Awasthi, Satish K.; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 394 – 407;,
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Electric Literature of 2106-02-7, 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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 1 molar equivalent of the carboxylic acid obtained in the hydrolysis reaction (general procedure B) was introduced into a 25 mL round-bottom flask fitted with a condenser. The system was purged with an argon stream and 4 mL of SOCl2 (excess) were added. The reaction mixture was refluxed for 1 h, after which it was concentrated under reduced pressure and the crude acyl chloride was dissolved in dichloromethane. In parallel, 1.33 eq. of the corresponding aniline were dissolved in a 1:1 mixture of dichloromethane:pyridine (0.2 M). The resulting solution was added to the reaction mixture, which was then stirred for 12 h at rt. The solvents were removed under reduced pressure and the resulting crude mixture was purified by column chromatography on silica gel.

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

Reference:
Article; Bueno, Jose Maria; Carda, Miguel; Crespo, Benigno; Cunat, Ana Carmen; de Cozar, Cristina; Leon, Maria Luisa; Marco, J. Alberto; Roda, Nuria; Sanz-Cervera, Juan F.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 16; (2016); p. 3938 – 3944;,
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Chlorides – an overview | ScienceDirect Topics

Related Products of 2106-02-7, These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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: The aniline (1 eq, 0.0017 mol) was added to amixture of 5 (0.5g, 0.0017 mol), ethanol: water (7:3mL) and 4-5 drops of HCl (pH is 5-6). The reactionmixture was stirred for 4 hr at 65-70 0 . The reactionmixture was cooled to RT, a solid separated out whichwas filtered, washed with water (10 mL) and dried.The crude product was purified by recrystallizationfrom ethanol-water (2:1) to obtain pure 6.

The synthetic route of 2106-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rajitha, Ch.; Vineel, B. George; Venkataiah; Dubey; Indian Journal of Heterocyclic Chemistry; vol. 24; 3; (2015); p. 325 – 328;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-4-fluoroaniline

General procedure: To a well stirred solution of compound 6a or 6b (0.2 g, 1 Eq.) in absolute ethanol (10 mL), the appropriately substituted anilines(1.1 Eq) was added and the reaction mixture was refluxed for 2-3 h until TLC showed full consumption of starting materials. The excess of solvent was evaporated under reduced pressure to yield the crude solids, which were further purified by recrystallization with methanol to afford the desired title compounds (7-43).

According to the analysis of related databases, 2106-02-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cherukupalli, Srinivasulu; Chandrasekaran, Balakumar; Kry?tof, Vladimir; Aleti, Rajeshwar Reddy; Sayyad, Nisar; Merugu, Srinivas Reddy; Kushwaha, Narva Deshwar; Karpoormath, Rajshekhar; Bioorganic Chemistry; vol. 79; (2018); p. 46 – 59;,
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Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2106-02-7,Some common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, molecular formula is C6H5ClFN, 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.

Into a 20-L 4-neck round flask was placed a solution of2-chloro-4-fluorobenzenamine (1300 g, 8.82 mol, 1.00 equiv, 99%) in toluene (10 L), 4-methylbenzenesulfonic acid (3.1 g, 17.84 mmol, 99%), and hexane-2,5-dione (1222.5 g, 10.62 mol, 1.20 equiv, 99%). The resulting solution was heated to reflux for 1 h in an oil bath and cooled. The pH value of the solution was adjusted to 8 with sodium carbonate (1 mol/L). The resulting mixture was washed with 1×5000 mL of water and concentrated under vacuum. The crude product was purified by distillation and the fraction was collected at 140 0C to afford l-(2-chloro-4-fluorophenyl)-2,5-dimethyl-lH-pyrrole (1700 g, yield: 85%).

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

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; MATHIEU, Simon; PULK, Rebecca; RUDOLPH, Joachim; WEN, Zhaoyang; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark; WO2011/25940; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2106-02-7, name is 2-Chloro-4-fluoroaniline, belongs to chlorides-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 2106-02-7, Product Details of 2106-02-7

[000213] To a stirred solution of crude acid chloride (70 mg, crude) in CH2C12 (5 mL) under argon atmosphere were added 2-chloro-4-fluoroaniline 184 (25 mg, 0.17 mmol) and pyridine (0.07 mL, 0.86 mmol) at 0 C; warmed to RT and stirred for 16 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water (20 mL) and extracted with CH2C12 (2 x 30 mL). The combined organic extracts were washed with 1 N HC1 (20 mL), 10% NaHCO3 solution (30 mL), brine (15 mL) dried over sodium sulfate, filtered and concentrated in vacuo to obtain crude. The precipitated material was either directly dried in vacuo or triturated or purified through silica gel column chromatography /preparative HPLC or by acid-base treatment to afford the desired compound.

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

Reference:
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2106-02-7, name is 2-Chloro-4-fluoroaniline, belongs to chlorides-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 2106-02-7, Application In Synthesis of 2-Chloro-4-fluoroaniline

DISSOLVE 1- (3, 5-BIS-TRIFLUOROMETHYL-BENZYL)-5-PHENYL-1H- [1, 2,3] triazole-4- carboxylic acid (398 mg, 0.96 mmol) in 1, 2-dichloromethane (2 mL) and DMF (2 drops) and add oxalyl chloride (0.083 mL, 0.96 mmol). After 1 h, concentrate the mixture under reduced pressure and dissolve the residue in pyridine (3 mL). Add 2-chloro-4- fluoroaniline (0.12 mL, 0.96 mmol) and DMAP (5 mg) and heat the mixture for 1 h at 100 C. Then cool the mixture to RT and concentrate under reduced pressure. Dissolve the residue in 20% IPROH/CHCL3 and wash with sat. aqueous NAHC03 and brine. Dry the organic layer over NA2SO4, filter and concentrate. Purify the residue by radial chromatography (MEOH/CHC13 gradient) to provide 93 mg (36%) of the title compound as a white foam. MS (ES) 543.0 (M+L) + ; RF= 0. 85 (2% MEOH/CHC13).

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/821; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2106-02-7, 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. 2106-02-7, name is 2-Chloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Lithium hexamethyldisilazide (22.9 ml, 22.9 mmol, 1 M solution in tetrahydrofuran) was added over 5 min to solution of 2-chloro-4-fluoroaniline (1 .84 g, 12.6 mmol, Cas No 2106-02-7) in tetrahydrofuran (60 ml) at -78 and the mixture was stired at -78 for 1 h. A solution of ethyl 4-{[tert-butyl(dimethyl)silyl]oxy}-1-(2-chloroethyl)cyclohexanecarboxylate (mixture of cis-/trans-isomers) (4.00 g, 1 1 .5 mmol) in tetrahydrofuran (60 ml) was added and the mixture was stirred for 2 h at -78 and the for 3 days at room temperature. For work-up, the reaction mixture was poured into a mixture of water and saturated sodium bicarbonate solution, extracteted with ethyl acetate (3x) and the combined organic phases were washed with brine, filtrated through a silicone filter and concentrated under reduced pressured. The residue was purified by flash chromatography (Snap Cartdidge, hexanes/ethyl acetate gradient) to give 8-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-chloro-4-f luorophenyl)-2-azaspiro[4.5]decan-1-one in 2 fractions. Fraction 1 (1 .88 g, isomer 1, contains ca 20mol% 2-chloro-4-fluoroaniline) and fraction 2 (485 mg, isomer 2).Fraction 1 (isomer 1 ):LC-MS (Method 1 ): Rt= 1 .68 min; MS (ESIpos) m/z = 412.2 [M+H]+.1H-NMR (400 MHz, DMSO-d6): delta [ppm] = 7.58 (dd, 1H), 7.46 (dd, 1H), 7.30 (td, 1H), 3.97-3.92 (m, 1H), 3.59 (t, 2H), 2.06 (t, 2H), 2.01-1 .92 (m, 2H), 1.71-1.54 (m, 4H), 1 .36-1 .29 (m, 2H), 0.92-0.86 (m, 9H), 0.08-0.03 (m, 6H).Fraction 2 (isomer 2):LC-MS (Method 1 ): Rt= 1 .67 min; MS (ESIpos) m/z = 412.2 [M+H]+.1H-NMR (400 MHz, DMSO-d6): delta [ppm] = 7.57 (dd, 1H), 7.45 (dd, 1H), 7.33-7.25 (m, 1H), 3.70-3.52 (m, 3H), 2.07 (t, 2H), 1 .84-1 .74 (m, 2H), 1.62-1 .54 (m, 4H), 1 .42-1.28 (m, 2H), 0.89-0.83 (m, 9H), 0.07-0.01 (m, 6H)

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BUCHGRABER, Philipp; EIS, Knut; WAGNER, Sarah; SUeLZLE, Detlev; VON NUSSBAUM, Franz; BENDER, Eckhard; LI, Volkhart, Min-Jian; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philipp; (248 pag.)WO2018/78005; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2106-02-7,Some common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, molecular formula is C6H5ClFN, 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.

To a 150-mL round-bottomed flask containing Compound 9 (0.5 g, 2.2 mmol) in 15 mL of CH2CI2, was added 2-chloro-4-fluoroaniline (0.33 g, 2.3 mmol) and pyridine (2 mL). The reaction mixture was stirred at room temperature for 2 hours. Evaporation of the solvents in vacuo gave an oily material, which was dissolved in EtOAc (15 mL), and the organic phase was separated and washed with 5% brine, dried over Na2SO4. Filtration and evaporation in vacuo gave title Compound 10 (0.7 g, 94%).

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

Reference:
Patent; TAIWANJ PHARMACEUTICALS CO., LTD; YANG, Syaulan S.; LEE, Kuang-Yuan; LIU, Meng-Hsien; HSIAO, Ming-Yu; PENG, Huang-Kai; WANG, Chiung-Wen; WU, Edwin SC; CHIU, Peter JS; (77 pag.)WO2018/156297; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-Chloro-4-fluoroaniline

To a solution of 197 mg (1.35 mmol) of 2-chloro-4-fluoroaniline and 0.20 ml (1.42 mmol) of triethylamine in 5 ml of ethyl acetate was added dropwise a solution of 400 mg (1.29 mmol) of ethyl 8-chlorosulfonyl-1,4-dioxaspiro[4.5]dec-7-ene-7-carboxylate obtained in (1c) in 3 ml of ethyl acetate with stirring under ice-cooling, followed by stirring at room temperature for 48 hours. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The residue was subjected to silica gel column chromatography (solvent; hexane : ethyl acetate = 3:1), and the resulting solid was further washed with a mixed solution of hexane-isopropyl ether (1:1) to give 325 mg of the title compound as a white powder (yield: 60%). Melting point 117-119C 1H-NMR spectrum (400 MHz, CDCl3) deltappm: 7.67 (1H, dd, J=9Hz, 5Hz), 7.16 (1H, dd, J=8Hz, 3Hz), 7.05-6.98 (2H, m), 6.83 (1H, s), 4.43-4.41 (1H, m), 4.26-4.01 (5H, m), 3.95-3.88 (1H, m), 2.56-2.45 (2H, m), 2.24-2.11 (1H, m), 1.88-1.80 (1H, m), 1.27 (3H, t, J=7Hz).

The synthetic route of 2106-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP1935879; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics