Category: 57310-39-1

Related Products of 57310-39-1, 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. 57310-39-1 name is 3-Bromo-4-chlorotoluene, 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.

In a reactor equipped with a reflux condenser, a mixture of 3-bromo-4-chlorotoluene (compound CM20a above, 30.82 g, 150 mmol), 2,5-dimethylphenylboronic acid (compound CM20b above, 24.75 g, 165 mmol), anhydrous potassium carbonate (124.39 g, 900 mmol), palladium(II) acetate (0.67 g, 6 mmol), tricyclohexylphosphine (1.68 g, 12 mmol), dimethylacetamide (commercially available dehydrated product, 600 ml) and pivalic acid (15.32 g and 150 mmol) was stirred for 10 hours under an argon gas atmosphere while heating in an oil bath set to 150 C. After diluting with toluene (500 ml), rinsing and liquid separation were carried out 3 times using ion-exchanged water. Next, there was repeated twice a procedure of adding active white clay (product of Wako Pure Chemical Industries, Ltd., 60 g) to the obtained oil layer, stirring the mixture for 2 hours, and then passing it through Celite and a silica gel pad to remove the insolubles. After removing the solvent from the obtained solution by concentration under reduced pressure, recrystallizing purification was carried out (with a mixed solvent of chloroform and ethanol), and the deposited crystals were filtered out and dried under reduced pressure to obtain the target CM20c (35.5 g) as a solid with a faint yellow-white appearance. Yield: 51%. The HPLC-area percent value of the obtained compound CM20c measured under analysis conditions 1 was 99.3% (UV254 nm)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-4-chlorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMTIED; Cambridge Display Teclmology Limited; Sekine, Chizu; Mikami, Satoshi; Anryu, Makoto; Kakimoto, Hidenobu; Steudel, Annette Regine; Humphries, Martin John; Kamtekar, Kiran Timothy; Garcia, Elena Hojas; Heidenhain, Sophie; Pegington, Ruth; (144 pag.)US9929347; (2018); B2;,
Chloride – Wikipedia,
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Related Products of 57310-39-1, A common heterocyclic compound, 57310-39-1, name is 3-Bromo-4-chlorotoluene, molecular formula is C7H6BrCl, 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.

The title compound was prepared from 39 in the same manner as described for 33 (63% yield over two steps, a colorless oil).1H NMR (CDCl3) delta: 2.31 (3H, s), 3.58-3.90 (6H, m), 3.96 (1H, d, J = 10.6 Hz), 4.38 (1H, d, J = 10.4 Hz), 4.50-4.68 (3H, m), 4.78-4.98 (4H, m), 6.91-7.08 (3H, m), 7.12-7.38 (20H, m). MS (FAB) m/z: 649 (M++H), calcd for C41H41ClO5: 648.

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; Ikegai, Kazuhiro; Imamura, Masakazu; Suzuki, Takayuki; Nakanishi, Keita; Murakami, Takeshi; Kurosaki, Eiji; Noda, Atsushi; Kobayashi, Yoshinori; Yokota, Masayuki; Koide, Tomokazu; Kosakai, Kazuhiro; Ohkura, Yasufumi; Takeuchi, Makoto; Tomiyama, Hiroshi; Ohta, Mitsuaki; Bioorganic and Medicinal Chemistry; vol. 21; 13; (2013); p. 3934 – 3948;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 57310-39-1, 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 57310-39-1 as follows.

Step 1: Synthesis of 1-bromo-2-chloro-5-methyl-4-nitrobenzene (8A) A solution of compound 2-bromo-1-chloro-4-methylbenzene (50 g, 0.24 mol, 1 eq) in conc.H2SO4 (400 ml), was cooled to 0-5 C. using an ice-water-methanol bath. Fuming nitric acid (10.38 ml, 1.48 g/ml, 0.24 mol) in con.H2SO4 (26 ml) was slowly added dropwise to the mixture and then stirred at 0 C. for 3 h. The solution was poured into 500 g ice/water and extracted with dichloromethane (2*300 mL). The combined organic layers were washed with water, dried over Na2SO4 and concentrated to give 58 g of 8A which was used the next step directly without further purification. 1H NMR (400 MHz, DMSO-d6) delta 8.09 (s, 1H), 7.64 (s, 1H), 2.57 (s, 3H).

According to the analysis of related databases, 57310-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AFRAXIS, INC.; CAMPBELL, David; DURON, Sergio G.; US2013/116263; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 57310-39-1,Some common heterocyclic compound, 57310-39-1, name is 3-Bromo-4-chlorotoluene, molecular formula is C7H6BrCl, 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 7: 4-(2′-Chloro-5′-methyl-biphenyl-4-ylmethyl)-2-phenyl-morpholine; 109mg of 4-(4-Bromo-benzyl)-2-phenyl-morpholine was combined with 102mg of bis(pinacolato)diboron, 97mg of potassium acetate, l lmg tetrakis(triphenylphosphine)palladium(0), and 1.9mL DMF. The mixture was heated in a microwave reactor at 12O0C for 7 minutes and cooled. 0.8mL of 2M aqueous sodium bicarbonate was added along with lOlmg of 3-Bromo-4-chlorotoluene in 0.15mL DMF. The mixture was heated in the microwave reactor for an additional 5 minutes at 120C. The reaction was cooled and filtered through Celite, washing with methylene chloride. The eluant was concentrated and purified by flash chromatography twice using an ethyl acetate/hexanes gradient to afford 3.5mg of product. ES MS (+) m/z 378

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-chlorotoluene, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/70760; (2007); A2;,
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. 57310-39-1, name is 3-Bromo-4-chlorotoluene, A new synthetic method of this compound is introduced below., Quality Control of 3-Bromo-4-chlorotoluene

General procedure: A mixture of bromotoluene intermediate 7-14 or 16 (10 mmol), N-bromosuccinimide (15 mmol, 2.67 g) and azobisisobutyronitrile (5 mmol, 82 mg) in tetrachloromethane (20 mL) was refluxed for 16 h. After cooling the mixture was filtered, the filtrate was diluted with dichloromethane (30 mL), washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2SO4 and evaporated. The residue containing the adequate benzyl bromide derivative without further purification was used to the next step.

The synthetic route of 57310-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Szyma?ska, Ewa; Cha?upnik, Paulina; Szczepa?ska, Katarzyna; Cunado Moral, Ana Maria; Pickering, Darryl S.; Nielsen, Birgitte; Johansen, Tommy N.; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry Letters; vol. 26; 22; (2016); p. 5568 – 5572;,
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. 57310-39-1, name is 3-Bromo-4-chlorotoluene, A new synthetic method of this compound is introduced below., Formula: C7H6BrCl

A solution of 2-bromo- l -chloro-4-methylbenzene (24 g, 0. 1 17 mo l, l eq) in cone. H2S04 (200 mL) was cooled to 0-5C. Nitric acid (5 mL, 1.48g/ml, 0.1 17mol) in cone. H2S04 ( 13 ml) was added dropwise to the mixture slowly. After the addition was completed, the reaction was stirred at 0 C for 3h. The reaction mixture was poured into 200g ice-water and extracted with DCM (2×100 mL). The combined organic layers were washed with water , dried over Na2S04, and concentrated to afford crude 166, which was recrystallized from ethanol (200ml) to afford 166 as a pale yellow solid (24 g, 83%). ? NM (400 MHz, CDCb) ppm: 8.08 (s, 1H), 7.63 (s, 1 H), 2.56 (s, 3H).

The synthetic route of 57310-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AFRAXIS, INC.; CAMPBELL, David; DURON, Sergio, G.; WO2013/43232; (2013); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 57310-39-1, A common heterocyclic compound, 57310-39-1, name is 3-Bromo-4-chlorotoluene, molecular formula is C7H6BrCl, 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.

EXAMPLE 2 4-Amino-l -(7H-pyrrolo[‘2,3-d1pyriniidin-4-ylVpiperidine-4-carboxylic acid (6- chloro-biphenyl-3-ylmethylVamide hydrochloride2A. 2-Chloro-5-methyl-biphenylA mixture of 2-bromo-l-chloro-4-methyl-benzene (4.83 g, 23.4 mmol), benzeneboronic acid (5.7 g, 46.7 mmol), Pd(Ph3P)4 (1.35 g, 1.2 mmol) and 2M Na2CO3 (34 mL) in DME (100 mL) was stirred at 1000C under N2 for 16 h. After cooling, the resulting suspension was filtered. The filtrate was diluted with saturated brine and extracted with ethyl acetate (2 x 150 mL). The combined organic layers were washed with brine (100 mL) and water (100 mL), dried (Na2SO4) and filtered through decolourising charcoal. After evaporation of the solvent, n-hexane was added to the oil. The mixture was filtered to remove solids and the filtrate was concentrated. The resulting crude oil was purified by silica column chromatography (ethyl acetate : n-hexane / 1 : 20) to give the title compound (1.76g, 90 %) as a light yellow oil. Rf= 0.55. GC-MS (EI) m/z 202.3 [M]+, Rt 3.41 min. 1H (500 MHz, CDCl3) delta 7.64 (IH, d, J = 7.5 Hz), 7.50-7.35 (5H, m), 7.15 (IH, s), 7.12 (IH, d, J = 7.5 Hz), 2.39 (3H, s).

The synthetic route of 57310-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB; WO2007/125325; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics