Category: 348-59-4

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. 348-59-4, name is 2,5-Dichlorofluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 348-59-4

[ETHYL 4-[(4-HYDROXY-1-PIPERIDINYL)METHYL]-?-PHENYL-1-PIPERIDINEACETATE ] (0.135 g) was dissolved in NMP (3 mL). 1, 4-Dichloro-2-fluorobenzene (0.2 mL) and potassium t- butoxide (56 mg) were added and the solution was heated to [50 C] for 40 h. The solution was cooled to ambient temperature and few drops of aqueous sodium hydroxide solution were added. The mixture was stirred for 60 h, then acetic acid (few drops) was added and the solvent was distilled. The residue was purified by HPLC (0.2% aqueous ammonia: acetonitrile; gradient 95: 5 to 50: 50) to give the title compound (21 mg). MS [[M+H] +] (ES+) 477/479 [IH] NMR [8 (CD30D)] 1.45 (1H, q), 1.68-1. 96 (9H, m), 2.16-2. 21 (2H, m), 2.25-2. 34 (2H, m), 2.57-2. 65 (3H, m), 2.80-2. 93 (2H, m), 4.29-4. 36 [(1H,] m), 4.38-4. 44 [(1H,] m), 6.83 [(1H,] dd), 7.02 (1H, d), 7.23 (1H, d), 7.32-7. 36 (3H, m), 7.44-7. 49 (2H, m)

The synthetic route of 348-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2004/29041; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 348-59-4,Some common heterocyclic compound, 348-59-4, name is 2,5-Dichlorofluorobenzene, molecular formula is C6H3Cl2F, 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.

EXAMPLE 19 2-[3-(2,5-Dichloro-phenoxy)4-ethyl-phenyl]-N-(4-sulfamoyl-phenyl)-acetamide (I-19) step 1-To a solution of 12a (0.200 g; 0.960 mmol) and NMP (4 mL) was added K2CO3 (0.398 g; 2.88 mmol) and 1,4-dichloro-2-fluoro-benzene (0.124 mL; 1.056 mmol). The reaction was heated to 120 C. and monitored by TLC. After 8 h the reaction was cooled to RT and 10% HCl was added. The mixture was extracted with EtOAc and the combined extracts were washed with H2O and brine. The extracts were dried (Na2SO4) filtered and evaporated. The crude product was purified by SiO2 chromatography eluding with a gradient of hexane/EtOAc (100:0 to 60:40) to afford 142. steps 2 and 3-Hydrolysis and formation of the acid chloride were carried as described in step 7and 8 of Example 1 and used without additional purification. step 4-The acid chloride from step 3 (0.415 mmol) was dissolved in acetone (2 mL) and the flask and purged with nitrogen. NaHCO3 (0.070 g; 0.83 mmol) was added followed by 4-amino-benzenesulfonamide (0.072 g; 0.415 mmol) and water (4 mL). The mixture was sonicated for 5 min and allowed to stir for 12 h at RT. The reaction mixture was filtered and the crude product was washed sequentially with water and diethyl ether to afford I-19 Compound I-21 was prepared in the same manner except 4-amino-benzenesulfonamide was replaced with 2-chloro-phenylamine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dichlorofluorobenzene, its application will become more common.

Reference:
Patent; Roche Palo Alto LLC; US2005/239880; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 348-59-4, These common heterocyclic compound, 348-59-4, name is 2,5-Dichlorofluorobenzene, 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.

Intermediate 124 2,5-Dichloro-4-fluorobenzenesulfonyl chlorideA mixture of 1 ,4-dichloro-2-fluorobenzene (5 g, 30.3 mmol) and fuming sulfuric acid (18- 24% SO3, 20 ml) was heated at 1 10 0C overnight. After cooling down to room temperature, the reaction mixture was carefully poured into ice (700 g). The resulting mixture was stirred at room temperature for 30 min followed by addition of ethyl acetate. The aqueous layer was isolated and concentrated under vacuum. The precipitate was filtered off to give 2,5-dichloro-4-fluorobenzenesulfonic acid as white crystals (3.33 g, 45%).The acid previously prepared (2.0 g, 8.2 mmol) and phosphorus pentachloride (5 g, 24 mmol) were heated at 110 0C overnight. After cooling down to room temperature, the reaction mixture was carefully poured into ice (50 g) The resulting mixture was stirred at room temperature for 30 min followed by addition of ethyl acetate (100 ml_). The ethyl acetate layer was isolated and concentrated under vacuum to give the title compound as yellow oil (1.29 g, 60%). 1H NMR(d6-DMSO) delta 7.62 (d, 1 H), 7.95 (d, 1 H).

Statistics shows that 2,5-Dichlorofluorobenzene is playing an increasingly important role. we look forward to future research findings about 348-59-4.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/26197; (2009); A1;,
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. 348-59-4, name is 2,5-Dichlorofluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2,5-Dichlorofluorobenzene

General procedure: 1-hloro-2-fluoro-4-methylbenzene (1.00 g) was dissolved in TFA (10 mL). The solution was cooled to 0C, and then, fuming nitric acid (5.0 mL) was added dropwise thereto. The mixture was stirred at 0C for 30 minutes, and then, the solution was added to an aqueous sodium bicarbonate solution and neutralized, followed by extraction with chloroform. The extract was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane/ethyl acetate) to obtain 1.31 g of the title compound as a white solid.

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 348-59-4.

Reference:
Patent; Taiho Pharmaceutical Co., Ltd.; IRIE, Hiroki; OGUCHI, Kei; FUJIOKA, Yayoi; EP3590516; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 348-59-4, name is 2,5-Dichlorofluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 348-59-4

[ETHYL 4-[(4-HYDROXY-1-PIPERIDINYL)METHYL]-?-PHENYL-1-PIPERIDINEACETATE ] (0.135 g) was dissolved in NMP (3 mL). 1, 4-Dichloro-2-fluorobenzene (0.2 mL) and potassium t- butoxide (56 mg) were added and the solution was heated to [50 C] for 40 h. The solution was cooled to ambient temperature and few drops of aqueous sodium hydroxide solution were added. The mixture was stirred for 60 h, then acetic acid (few drops) was added and the solvent was distilled. The residue was purified by HPLC (0.2% aqueous ammonia: acetonitrile; gradient 95: 5 to 50: 50) to give the title compound (21 mg). MS [[M+H] +] (ES+) 477/479 [IH] NMR [8 (CD30D)] 1.45 (1H, q), 1.68-1. 96 (9H, m), 2.16-2. 21 (2H, m), 2.25-2. 34 (2H, m), 2.57-2. 65 (3H, m), 2.80-2. 93 (2H, m), 4.29-4. 36 [(1H,] m), 4.38-4. 44 [(1H,] m), 6.83 [(1H,] dd), 7.02 (1H, d), 7.23 (1H, d), 7.32-7. 36 (3H, m), 7.44-7. 49 (2H, m)

The synthetic route of 348-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2004/29041; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 348-59-4, name is 2,5-Dichlorofluorobenzene, 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 348-59-4, Quality Control of 2,5-Dichlorofluorobenzene

To a solution of 12a (0.200 g; 0.960 mmol) and NMP (4 mL) was added K2CO3 (0.398 g; 2.88 mmol) and 1,4-dichloro-2-fluoro-benzene (0.124 mL; 1.056 mmol). The reaction was heated to 120 C. and monitored by TLC. After 8 h the reaction was cooled to RT and 10% HCl was added. The mixture was extracted with EtOAc and the combined extracts were washed with H2O and brine. The extracts were dried (Na2SO4) filtered and evaporated. The crude product was purified by SiO2 chromatography eluting with a gradient of hexane/EtOAc (100:0 to 60:40) to afford 142.

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

Reference:
Patent; Roche Palo Alto LLC; US2005/239881; (2005); A1;,
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. 348-59-4, name is 2,5-Dichlorofluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H3Cl2F

(Step 1) Synthesis of 1,4-dichloro-2-fluoro-5-nitrobenzene (0422) According to (Step 1) of Example 19, 1,4-dichloro-2-fluorobenzene (1.00 g) was dissolved instead of 1-chloro-2-fluoro-4-methylbenzene in TFA (10 mL). To the solution, fuming nitric acid (5.0 mL) was added dropwise. The mixture was stirred at room temperature for 3 hours, and then, the solution was added to an aqueous sodium bicarbonate solution. The precipitated solid was collected by filtration and dried to obtain 1.30 g of the title compound as a white solid.

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 348-59-4.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; KAWAI, Yuichi; IRIE, Hiroki; SAGARA, Takeshi; MIYADERA, Kazutaka; (63 pag.)US2017/217970; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 348-59-4, name is 2,5-Dichlorofluorobenzene, 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 348-59-4, Quality Control of 2,5-Dichlorofluorobenzene

Reference Example 2-46 2,5-Dichloro-4-fluorobenzoic acid Following the procedure described in Reference Example 2-25, the title compound was prepared from 1,4-dichloro-2-fluorobenzene (68% yield). NMR (CDCl3) delta: 7.33 (1H, d, J=8.8 Hz), 7.45 (1H, br s), 8.15 (1H, d, J=7.6 Hz).

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; Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro; US2003/187014; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

348-59-4, These common heterocyclic compound, 348-59-4, name is 2,5-Dichlorofluorobenzene, 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.

b [3-Cyclopropyl-3-(2.5-dichlorophenoxy)propyl]methylcarbamic Acid, 1,1-dimethylethyl Ester 1,4-Dichloro-2-fluorobenzene (165 mg, 1.00 mmol) and (3-cyclopropyl-3-hydroxypropyl)methylcarbamic acid, 1,1-dimethylethyl ester (230 mg, 1.00 mmol) were dissolved in dimethylsulfoxide (10 ml) under nitrogen at room temperature. To the resulting solution was added sodium hydride (60% in oil) (80 mg, 2.00 mmol). The solution was then allowed to stir at room temperature under nitrogen for 24 h. The mixture was then poured into water and extracted with diethyl ether three times. The combined organic fractions were washed with brine and dried over magnesium sulfate. The solvent was evaporated and the residue eluted down a flash chromatography column using 10% ethyl acetate/isohexane as eluent to give 175 mg (47%) of the title compound as an oil. 1H NMR 300 MHz (CDCl3) 7.26 (1H, m), 6.96 (1H, s), 6.87 (1H, m), 3.80 (1H, q), 3.42 (2H, m), 2.84 (3H, s), 2.01 (2H, m), 1.43 (9H, s), 1.10 (1H, m), 0.54 (2H, d), 0.30 (2H, bm).

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 348-59-4.

Reference:
Patent; Cheshire, David; Connolly, Stephen; Cox, David; US2003/65174; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

348-59-4, 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 348-59-4 as follows.

Step 1 a) The mixture of 1 ,4-dichloro-2-fluoro-benzene (5.4 g, 0.0327 mol), AICI3 (10.4 g, 0.0784 mol) was warmed to 60 C, and acetyl chloride (3.85 g, 0.0491 mol) was added by syringe over 5 min under N2, the mixture was warmed to 100 C for 2h. Then the mixture was added into ice water and adjusted pH to 2 by 1 N HCI. Extracted by MTBE (100 ml*2), dried and concentrated to give 1 – (2,5-dichloro-4-fluoro-phenyl)ethanone (6g, crude). 1H NMR : CDCI3 400MHz, delta (ppm)= 2.58 (s, 3 H), 7.19 (d, J=8.38 Hz, 1 H), 7.63 (d, J=7.94 Hz, 1 H).

According to the analysis of related databases, 2,5-Dichlorofluorobenzene, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MUeLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; GROTE, Thomas; HADEN, Egon; ESCRIBANO CUESTA, Ana; WO2014/82879; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics