Category: 344-19-4

Synthetic Route of 344-19-4, 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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Cu-powder (5.3 g) was added with stirring to 2,6-dichloro-4-fluoro-aniline (100 g, 0.56 mol) dissolved in diethyldisulfide (400 mL) and the mixture was heated at 80 C. Tert-butyl nitrite (86g, 1 .5 equiv.) was added slowly over a period of 1 hour (exothermic reaction) and stirring was continued for an additional hour at 80 C.Work-up: Excess diethyl disulfide was evaporated in vacuo and the residual crude was treated with diluted aqueous hydrochloric acid. The aqueous phase was extracted with toluene. Thr organic phase was washed sequentially with hydrochloric acid and water, dried over mag35 nesium sulfate. Evaporation of the solvent gave 1 ,3-dichloro-2-ethylsulfanyl-5-fluoro-benzene asa brownish oil (111 g, 0.50 mol, 89%) which was used without further purification in the next step.1H NMR (CDCI3, 400 MHz): D = 7.2 (d, 2 H), 2.9 (q, 2 H), 1.2 (t, 3H).

The synthetic route of 2,6-Dichloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; KRAUS, Helmut; CALO, Frederick; WITSCHEL, Matthias; SEITZ, Thomas; NEWTON, Trevor William; MASSA, Dario; MIETZNER, Thomas; PASTERNAK, Maciej; KREUZ, Klaus; EVANS, Richard Roger; LERCHL, Jens; WO2014/184016; (2014); 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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 344-19-4

Step 1: (2,6-dichloro-4-fluorophenyl)hydrazine hydrochloride To a – 5 C solution (internal temperature, wet ice/acetone bath) of 2,6-dichloro-4-fluoroaniline (3.0 g, 17 mmol) in 37 % hydrochloric acid (30 mL) and trifluoroacetic acid (20 mL) was added dropwise an aqueous solution of sodium nitrite (1.4 g, 20 mmol, 6 mL water). The reaction was stirred for 90 minutes, then a solution of stannous chloride dihydrate (5.6 g, 25 mmol) in 37 % hydrochloric acid (16 mL) was added over 15 minutes, keeping the internal temperature ? 2 C. The mixture was stirred overnight at room temperature. The mixture was filtered and the collected solid was washed with isopropyl alcohol and dried under house vacuum to provide the title compound. LCMS-ESI+ (m/z): [M+H]+ calcd for C6H6Cl2FN2: 195.0; found: 194.9.

According to the analysis of related databases, 344-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; BLOMGREN, Peter A; CURRIE, Kevin S; GEGE, Christian; KROPF, Jeffrey E; XU, Jianjun; (60 pag.)EP3257847; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 344-19-4, name is 2,6-Dichloro-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. Formula: C6H4Cl2FN

Preparation 10 2,6 Dichloro-4-fluoro-phenylhydrazine hydrochlorideTo a 0 0C solution of 2,6 Dichloro-4-fluorophenylamine (3.0 g, 16.6 mmol) in 12 M HCl (30 mL) and TFA (20 mL) is added slowly and dropwise NaNO2 (20 mmol, 1.37 mL) in water (6 mL). The reaction is stirred at 0 0C for 1 h. A solution of SnCl2 (5.74 g, 25.6 mmol) in 12 M HCl (16 mL) is added over 15 minutes. The ice bath is removed and the reaction is stirred for 18 h. The reaction is filtered and the solid is washed with isopropyl alcohol. The solid is dried to yield the title compound (3.0 g, 96 %). LC-ES/MS m/e 194.0 (M+ 1)

The synthetic route of 2,6-Dichloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/140183; (2007); 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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H4Cl2FN

Step 1: (2,6-dichloro-4-fluorophenyl)hydrazine hydrochloride To a – 5 C solution (internal temperature, wet ice/acetone bath) of 2,6-dichloro-4-fluoroaniline (3.0 g, 17 mmol) in 37 % hydrochloric acid (30 mL) and trifluoroacetic acid (20 mL) was added dropwise an aqueous solution of sodium nitrite (1.4 g, 20 mmol, 6 mL water). The reaction was stirred for 90 minutes, then a solution of stannous chloride dihydrate (5.6 g, 25 mmol) in 37 % hydrochloric acid (16 mL) was added over 15 minutes, keeping the internal temperature ? 2 C. The mixture was stirred overnight at room temperature. The mixture was filtered and the collected solid was washed with isopropyl alcohol and dried under house vacuum to provide the title compound. LCMS-ESI+ (m/z): [M+H]+ calcd for C6H6Cl2FN2: 195.0; found: 194.9.

According to the analysis of related databases, 344-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; BLOMGREN, Peter A; CURRIE, Kevin S; GEGE, Christian; KROPF, Jeffrey E; XU, Jianjun; (60 pag.)EP3257847; (2017); 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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H4Cl2FN

PREPARATION OF 2,6-DICHLORO-4-FLUOROPHENYLHYDRAZINE (INTERMEDIATE NO. 2) 9.0 g (0.05 mol) of 2,6-dichloro-4-fluoroaniline was added to 50 ml of concentrated hydrochloric acid, and a solution of 3.8 g (0.055 mol) of sodium nitrite in 25 ml of water was dropwise added thereto at a temperature of from 0 to 5 C. After completion of the dropwise addition, the mixture was stirred at the same temperature for further 1 hour. Insolubles were removed by filtration, and the filtrate was dropwise added at a temperature of from 0 to 10 C. to a solution of 33.8 g (0.15 mol) of stannous chloride dihydrate in 50 ml of concentrated hydrochloric acid. After completion of the dropwise addition, the mixture was stirred at the same temperature for further 2 hours. The precipitated hydrochloride was collected by filtration, and 50 ml of water was added thereto. The mixture was made alkaline with an addition of 20% sodium hydroxide, and the precipitated solid was extracted with ethyl ether. The ethyl ether layer was washed with water and dried over anhydrous sodium sulfate. Then, the solvent was distilled off. The residue thereby obtained was washed with cold n-hexane to obtain 6.9 g (yield: 70.4%) of the desired compound as white feather-like crystals. Melting point: 117-119 C.

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 344-19-4.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US4925864; (1990); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 344-19-4, A common heterocyclic compound, 344-19-4, name is 2,6-Dichloro-4-fluoroaniline, molecular formula is C6H4Cl2FN, 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 appropriate aromatic amine (1mmol) was dissolved under Ar in dry 47 CH2Cl2 (3mL), cooled in an ice bath and treated with a solution of 12 phenyl chloroformiate (190muL, 1.5mmol) and 48 pyridine (200muL, 2.5mmol) in dry CH2Cl2 (1mL). The mixture was then stirred for 2hat room temperature and then worked up. The residue was subjected to column chromatography on silica gel (elution with hexane-EtOAc 9:1) to afford the corresponding 13 urethane.

The synthetic route of 344-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Blasco, Victor; Cunat, Ana C.; Sanz-Cervera, Juan F.; Marco, J. Alberto; Falomir, Eva; Murga, Juan; Carda, Miguel; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 817 – 828;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 344-19-4, 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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Cu-powder (5.3 g) was added with stirring to 2,6-dichloro-4-fluoro-aniline (100 g, 0.56 mol) dissolved in diethyldisulfide (400 mL) and the mixture was heated at 80 C. Tert-butyl nitrite (86g, 1 .5 equiv.) was added slowly over a period of 1 hour (exothermic reaction) and stirring was continued for an additional hour at 80 C.Work-up: Excess diethyl disulfide was evaporated in vacuo and the residual crude was treated with diluted aqueous hydrochloric acid. The aqueous phase was extracted with toluene. Thr organic phase was washed sequentially with hydrochloric acid and water, dried over mag35 nesium sulfate. Evaporation of the solvent gave 1 ,3-dichloro-2-ethylsulfanyl-5-fluoro-benzene asa brownish oil (111 g, 0.50 mol, 89%) which was used without further purification in the next step.1H NMR (CDCI3, 400 MHz): D = 7.2 (d, 2 H), 2.9 (q, 2 H), 1.2 (t, 3H).

The synthetic route of 2,6-Dichloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; KRAUS, Helmut; CALO, Frederick; WITSCHEL, Matthias; SEITZ, Thomas; NEWTON, Trevor William; MASSA, Dario; MIETZNER, Thomas; PASTERNAK, Maciej; KREUZ, Klaus; EVANS, Richard Roger; LERCHL, Jens; WO2014/184016; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

344-19-4, 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 344-19-4 as follows.

2,6-dichloro-4-fluoro-aniline (12 g, 67 mmol) was taken up in concentrated H0I (13 mL)and water (Si mL) at 0 00 After stirring for iS mm, a solution of NaNO2 (4.85 g, 70.3 mmol) in 147water (10 mL) was added drop-wise at 0 00 and the mixture was stirred for 45 mm. A solution of MeSNa (35 g, 100 mmol) and Na2CO3 (10.6 g, 100 mmol) in water (100 mL) was then added to the above solution drop-wise at 50 00. After addition, the mixture was stirred for 1 hour, then extracted with Et0Ac and the combined organic layers were dried (MgS04), filtered and thefiltrate concentrated in vacuo to give the crude product. Flash chromatography using neat 60-90 petrol ether afforded 1 ,3-d ichloro-5-fluoro-2-methylsulfanyl-benzene (4.7 g, 34%).1H NMR (ODd3, 400MHz): 57.17 (d, 2H), 2.41 (s, 3H).

According to the analysis of related databases, 2,6-Dichloro-4-fluoroaniline, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; CALO, Frederick; KORDES, Markus; KRAUS, Helmut; MIETZNER, Thomas; SEITZ, Thomas; KREUZ, Klaus; PASTERNAK, Maciej; NEWTON, Trevor William; MASSA, Dario; WO2015/7564; (2015); 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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 344-19-4

A.9.1. Synthesis of 1 ,3-dichloro-5-fluoro-2-(prop-2-en-1 -yl)benzene a23. To a solution of allyl bromide (21 .6 mL, 249.9 mmol) in degassed ACN (80 mL) was added fert-butyl nitrite (3.99 mL, 33.22 mmol). A solution of 2,6-dichloro-4-fluoroaniline (3 g, 16.66 mmol) in ACN (5 mL) was added dropwise within 20 min. The reaction mixture was stirred at rt for 90 min. and concentrated under vacuum. The residue was taken up EtOAc and washed with water. The organic layer was dried over Na2S04, filtered and concentrated under vacuum. The residue was purified by column chromatography using 1 % EtOAc in hexanes as eluent to afford 1 .4 g of 1 ,3-dichloro-5-fluoro-2-(prop-2-en-1 -yl)benzene a23. Yield: 41 % LCMS: 205 (M+H)+. 1H NMR (400 MHz, DMSO-d6) delta 7.54 (d, J = 8.4 Hz, 2H), 5.91 -5.82 (m, 1 H), 5.07 (d, J = 9.9 Hz, 1 H), 4.91 (m, 1 H), 3.59 (d, J = 5.2 Hz, 2H).

The synthetic route of 344-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; VALADE, Anne; JNOFF, Eric; ATES, Ali; BURSSENS, Pierre; SKOLC, David; (211 pag.)WO2016/55479; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 344-19-4 as follows. 344-19-4

General procedure: A solution of 2,4,6-trisubstitutedphenylamine (10, 0.8 mmol) in pyridine (10 mL) was added to the flask containingt he crude acyl chloride 8 (0.8 mmol) which was prepared from the procedure described above, and the mixture was refluxed for 3-5 h. After cooling down, the mixture was poured into water (50 mL) and extracted with ethyl acetate (3¡Á 15 mL). The extracts were combined and washed with hydrochloric acid (2 ¡Á 10 mL) and brine, successively. The organic phase was dried over anhydrous Na2SO4. After solvent removal, the residue was further purified by recrystallization from ethanol to afford the title compound 12(a-c) as a solid.

According to the analysis of related databases, 344-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Baolei; Wang, Hongxue; Liu, Hang; Xiong, Lixia; Yang, Na; Zhang, Yan; Li, Zhengming; Chinese Chemical Letters; vol. 31; 3; (2020); p. 739 – 745;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics