Category: 626-43-7

Application of 626-43-7, 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. 626-43-7, name is 3,5-Dichloroaniline, This compound has unique chemical properties. The synthetic route is as follows.

5.2.1 5,7-Dichloro-2-methylquinoline (B-TDMQ5) To a solution of 3,5-dichloroaniline (3.24 g, 20 mmol) in HCl (12 M, 15 mL) at 0 C acetaldehyde was added dropwise, under stirring. The reaction medium was kept at 0 C for 15 min and the temperature was gradually increased to 80 C. The mixture was stirred at 80 C for 4 h. The resulting mixture was poured into ice-cold water and neutralized with aqueous ammonium. After extraction with CH2Cl2, the organic phase was dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude mixture was purified by silica gel flash column chromatography (ethyl acetate/petroleum ether, 1/20, v/v). After evaporation of the eluent, B-TDMQ5 was obtained as a yellow solid (2.88 g, 68%). 1H NMR (400 MHz, CDCl3): delta = 8.40 (d, J = 8.0 Hz, 1H), 7.96 (d, J = 2.0 Hz, 1H), 7.55 (d, J =2.0 Hz, 1H), 7.37 (d, J = 8.0 Hz, 1H), 2.76 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 3,5-Dichloroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Weixin; Huang, Meijie; Bijani, Christian; Liu, Yan; Robert, Anne; Meunier, Bernard; Comptes Rendus Chimie; vol. 21; 5; (2018); p. 475 – 483;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 626-43-7,Some common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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: In an open-capped cylindrical pyrex-glass (50mL), was added a mixture of an appropriate 2-bromobenzaldehyde (10mmol), proper primary amine (12mmol), TBAA (15mmol), and CDSCS (0.3g, 0.05mol%) in DMSO (10mL) and the mixture was kept at room temperature and irradiated at 60W power (cup horn: 20kHz) in ultrasonic apparatus. The progress of the reaction was monitored by TLC. After completion of the reaction (Table 5), then the reaction mixture was filtered to separate the catalyst and catalyst was washed with EtOAc (3×50mL). The filtrate was then mixed with water (100mL). The separated organic layer was washed with water (2×100mL). Afterward, the organic layer was dried over anhydrous Na2SO4 and evaporated. The crude product was then purified by column chromatography on silica gel eluting with a mixture of n-hexane/EtOAc. 2.2.1 2-Phenyl-2H-indazole (3a) White solid; yield: 1.79g (92%); mp 81-82C; IR (KBr): 3100, 2945, 1652, 1567, 1470cm-1; 1H NMR (250MHz, CDCl3): delta=7.16 (t, 1H, J=7.8Hz), 7.39 (t, 1H, J=7.8Hz), 7.48-7.51 (m, 3H), 7.73 (d, 1H, J=8.5Hz), 7.81-7.86 (m, 2H), 7.97 (d, 1H, J=8.5Hz), 8.46 (s, 1H); 13C NMR (250MHz, CDCl3): delta=118.78, 120.84, 121.07, 121.79, 122.90, 123.34, 127.41, 128.77, 130.12, 141.86, 150.26; MS (EI): m/z (%)=194 (15.7) [M+]; Anal. Calcd for C13H10N2: C, 80.39; H, 5.19; N, 14.42. Found: C, 80.30; H, 5.12; N, 14.49.

The synthetic route of 626-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Soltani Rad, Mohammad Navid; Ultrasonics Sonochemistry; vol. 34; (2017); p. 865 – 872;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 626-43-7,Some common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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 syntheses of the ferrocenyl phenylguanidines were achieved in four steps (Scheme-1 suppl). In the first step; nitrophenylferrocene (a and b) were made by the coupling of ferrocene with diazonium salts of nitroaniline using phase transfer catalyst [20]. In the second step; these nitro phenyl ferrocene were reduced into ferrocenylaniline (c and d) using palladium on charcoal and hydrazine as reducing agent [21]. In the third step three different chloro-substituted thioureas (e) were synthesized by the coupling of substituted aniline with thiocynates in acetone [22]. In the fourth step; the benzoylphenylthiourea (e) were mixed with the ferrocenyl aniline (c and d) in dimethyl formamide (DMF) in equimolar ratio with two equivalents of triethylamine (Et3N). The temperature was maintained below 5C using an ice bath and one equivalent of mercuric chloride (HgCl2) was added to the reaction mixture with vigorous stirring. The ice bath was removed after 30min while the stirring continued overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) till the completion of reaction. Chloroform (CHCl3, 20ml) was added to the reaction mixture and the suspension was filtered through a sintered glass funnel to remove the mercuric sulfide (HgS) residue. The solvents from filtrate were evaporated under reduced pressure and residue was re-dissolved in dichloromethane (CH2Cl2, 20ml), washed with water (4×30ml) and dried the organic phase over anhydrous magnesium sulfate (MgSO4). The solvent was evaporated and residue was purified by column chromatography to afford ferrocenyl phenylguanidines (f and g) [23]. Solid and liquid state characterization data is given in Supplemental part

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloroaniline, its application will become more common.

Reference:
Article; Gul, Rukhsana; Badshah, Amin; Khan, Azim; Junaid, Asif; Rauf, Muhammad Khawar; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 117; (2014); p. 264 – 269;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 626-43-7,Some common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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 solution of benzoyl isothiocyanate (1.01 g, 6.17 mmol, Eq: 1.00) in acetone (15 mL), was added 3,5-dichloroaniline (1 g, 6.17 mmol, Eq: 1.00). The reaction mixture was heated at 40C for 3 hr. TLC shows starting material. The reaction was heated to 50C overnight. The reaction was cooled to room temperature, and carefully poured into ice water (pH 5). The resulting sold was filtered, washed with water, and dried to give 1.85 g (92%) of desired product as an off- white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloroaniline, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DING, Qingjie; JIANG, Nan; WEIKERT, Robert James; WO2014/135472; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 626-43-7, A common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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.

To a solution of 3,5-dichloroaniline (3.56 g, 21.97 mmol) in acetonitrile (60 mL) at 0C was added NBS (4.30 g, 24.17 mmol). The reaction was kept at 0C and stirred for 3 h. The solvent was concentrated under reduced pressure and the residue was partitioned between EtOAc (200 mL) and water (100 mL). The organic layer was washed with brine, dried over MgS04, filtered and concentrated in vacuo. The residue was purified by chromatography on silica (Eluant: Hexane:EtOAc = 90: 10) to afford the title compound 4-bromo-3,5-dichloroaniline. LCMS calc. = 239.89; found = 239.84/241.84 (M+H)+. NMR (500 MHz, CDC13): delta 7.71 (s, 2 H); 3.80-

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; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; ZHANG, Ting; CHEN, Yi-Heng; GUO, Liangqin; HRUZA, Alan; JIAN, Tianying; LI, Bing; MENG, Dongfang; PARKER, Dann, L., Jr.; SHERER, Edward, C.; WOOD, Harold, B.; SAKURADA, Isao; (130 pag.)WO2016/94260; (2016); 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. 626-43-7, name is 3,5-Dichloroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5Cl2N

3,5-dichloroanilme ( 1 eq), ethyl 2-bromoacetate (3eq) and NaOAc (3 eq) in EtOH was refiuxed overnight. The solvent was removed under reduced pressure and the residue was extracted with DCM. The orgamc layer was dried over sodium sulfate, concentrated in vacuum, and the residue was purified through Hash chromatography on silica gel eluted with EA-Hexane to give ethyl 2-((3,5-dichlorophenyl)amino)acetate.

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; UNIVERSITY OF WASHINGTON; BUCKNER, Frederick, S.; ALVAREZ, Ximena, Barros; FAN, Erkang; GILLESPIE, John, Robert; HOL, Wilhelmus, G.J.; HUANG, Wenlin; KOH, Cho, Yeow; RANADE, Ranae, M.; SHIBATA, Sayaka; VERLINDE, Christophe, L.M.; ZHANG, Zhongsheng; (249 pag.)WO2016/29146; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 626-43-7, 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 626-43-7 as follows.

General procedure: 14 Typical continuous diazotization procedure: Material A (50 mL of aqueous solution containing amine (100 mmol), fluoroboric acid (120 mmol), hydrochloric acid (180 mmol)), and material B (50 mL of aqueous solution containing sodium nitrite (105 mmol)) were pumped into the T-joint at 4 mL/min, respectively, after a residence time of about 15 s at 25 C in a reacting tube, the mixture flowed through the outlet and accumulated in the cooling vessel. Vigorous stirring was maintained. The solid was filtered with suction after the slurry was cooled to -5 C. The solid was washed with methanol and then dried in vacuo to yield the corresponding diazonium tetrafluoroborate. 15 Typical continuous fluorodediazoniation procedure: Slurry of the diazonium tetrafluoroborate prepared as above in 300 mL of cosolvent was introduced into a reacting tube continuously at a flow rate of 4 mL/min. The mixture was maintained for 1 min at setting temperature and then cooled in the tandem tube. The collected liquid was washed with aqueous NaOH and water, nearly colorless liquid was obtained.

According to the analysis of related databases, 626-43-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yu, Zhi-Qun; Lv, Yan-Wen; Yu, Chuan-Ming; Su, Wei-Ke; Tetrahedron Letters; vol. 54; 10; (2013); p. 1261 – 1263;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 626-43-7, A common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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.

In a reaction flask, 48 g (0.3 mol) of 3,5-dichloroaniline was added to a mixed solution of 500 mL of water and 500 mL of hydrochloric acid.Medium, after stirring evenly, cool down to 0 C,Under stirring, 400 mL of an aqueous solution containing 23 g (0.34 mol) of sodium nitrite was added dropwise, and after mixing, the mixture was uniformly mixed to obtain a solution A;1000 mL of an aqueous solution containing 67 g (1.2 mol) of potassium hydroxide was placed in another reaction flask.Under the condition of 0 C, slowly add 250 mL of ethanol (35 mol) dissolved in ethyl pyruvate, and then add to the solution B after stirring.After the solution A was brought to a temperature of 0 C, the solution B was slowly added dropwise to the solution A, and after the completion of the dropwise addition, the temperature was raised to 40 C for 10 minutes, and then the reaction solution was extracted three times with 1000 mL of diethyl ether.The organic phases were combined, dried over anhydrous magnesium sulfate (100 g), concentrated, and then recrystallized from a mixture of n-hexane and acetone (V-hexane: Vacetone = 2:1) to give ethyl-2-(2-(3,5-) Chlorophenyl)indenyl)propionic acid 78g,Yield is 95%

The synthetic route of 626-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Henan Wanliu Biological Technology Co., Ltd.; Yang Weixiao; Ren Baoqi; Wang Jiahao; (13 pag.)CN108864089; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 626-43-7, 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. 626-43-7, name is 3,5-Dichloroaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of bromo acetyl bromide (3.3 g, 16.41 mmol) in CH2C12 (15 mL) was added 3, 5-dichloroaniline 1 (2.65 g, 16.41 mmol) in CH2C12 (10 mL) for 10 mm at RT and stirred for 30 mm. The reaction progress was monitored by TLC; after reaction completion, the volatile reagents and solvent were removed under reduced pressure. The residue was diluted with water (40 mL) and extracted with CH2C12 (2 x 40 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure to obtain compound 2 (3.8 g, 65%) as an off-white solid. 1H NMR (500 MHz, CDC13): oe 8.13 (br s, 1H), 7.51 (s, 2H), 7.16 (s, 1H), 4.01 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 3,5-Dichloroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PHARMAKEA, INC.; HUTCHINSON, John, Howard; LONERGAN, David; HUANG, Fei; ROWBOTTOM, Martin; CALDERON, Imelda; WO2015/48301; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 626-43-7, name is 3,5-Dichloroaniline, 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 626-43-7, Recommanded Product: 3,5-Dichloroaniline

Step 1 Preparation of #-(3,5-dichlorophenyl)-2-hydroxyimino-acetamide To a solution of 3,5-dichloroanilin (10.0 g, 61.7 mmol) in purified water were added conc. hydrochloric acid (12 ml) and 1,4-dioxane (20 ml), and the resulting mixture was heated until it became transparent, followed by the addition of a 50 C. solution of chloral hydrate (10.5 g, 66.9 mmol) and Na2SO4 (66.0 g) in purified water (224 ml) thereto. Then, the resulting mixture was added to a solution of hydroxylamine hydrochloride (13.0 g, 180 mmol) in water (60 ml) and heated for 50 min with flux. After the mixture was cooled to room temperature, the insoluble solid was filtered, washed with distilled water, and dried in a vacuum to afford the title compound as a pale solid (12.8 g, 89%). TLC Rf=0.5 (ethylacetate:n-hexane=1:3); m.p. 196-197 C.; 1H NMR (DMSO-d6) delta 7.39 (t, 1H, J=1.8 Hz, ArH), 7.70 (s, 1H, CHNOH), 7.89 (d, 2H, J=1.8 Hz, ArH), 10.54 (br s, 1H, NH), 12.40 (br s, 1H, NOH); MS (EI) m/e 233 [M+], 216, 202, 189, 161.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dichloroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Korea Research Institute of Chemical Technology; US2009/203708; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics