Tag: M.W=200-300

Reference of 50594-82-6, 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. 50594-82-6 name is 3,4,5-Trichlorobenzotrifluoride, 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.

d. 1,3-Bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene A mixture of 3,4,5-trichloro-alpha,alpha,alpha-trifluorotoluene (10 g. 0.04 mol), and the dipotassium salt of 1,3-dihydroxybenzene (4 g. 0.021 mol) in 150 ml. sulfolane is stirred and heated 70 minutes at ~120 C. The cooled reaction mixture is diluted with benzene (350 ml.) and washed once with water (1 L). Hexane (200 ml.) is added, and the solution washed with water (3 * 500 ml.) dried, filtered through activated silica gel (~25 g.), and the solvents removed. The residual oil is crystallized from a mixture of pentane and benzene to give 1,3-bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene (5.3 g. 49%) m.p. 121-122 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,4,5-Trichlorobenzotrifluoride, and friends who are interested can also refer to it.

Reference:
Patent; Rohm and Haas Company; US4063929; (1977); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 97329-43-6, These common heterocyclic compound, 97329-43-6, name is 1-Bromo-2-chloro-3-methylbenzene, 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.

A mixture of 1-bromo-2-chloro-3-methylbenzene (1.0 g, 4.87 mmol), NBS (1.3 g, 7.3 mmol), and benzoyl peroxide (11 mg, 0.05 mmol) in carbon tetrachloride (10 mL) was heated at 80 C. for 18 hours. The mixture was concentrated, then dichloromethane (10 mL) and water (10 mL) were added. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was re-dissolved in ethanol (10 mL) and NH4OH (10 mL, 4.87 mmol) was added. Then the mixture was stirred at room temperature for 2 hours. The mixture was concentrated and purified by prep-TLC (normal phase, silica gel, dichloromethanemethanol=20:1) to give (3-bromo-2-chlorophenyl)methanamine (500 mg, 46% yield) as a yellow solid. LCMS (ESI) [M+H]+=220.0

Statistics shows that 1-Bromo-2-chloro-3-methylbenzene is playing an increasingly important role. we look forward to future research findings about 97329-43-6.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
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Synthetic Route of 933190-51-3, 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. 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, This compound has unique chemical properties. The synthetic route is as follows.

Example XIV(1) 4-((6-((trans-4-aminocyclohexyl)amino)imidazo[1,2-b]pyridazin-8-yl)amino)-N-(2-(4-pyridinyl)ethyl)benzamide (1a) In a 250 ml round bottom flask, under a nitrogen atmosphere, was added 8-bromo-6-chloroimidazo[1,2-b]pyridazine (5.0 g, 18.6 mmol) from Example I(1), step 1b, tert-butyl 4-aminobenzoate (3.95 g, 20.5 mmol), and DMF (30 ml). The solution was cooled to 0 C. and 1.0M potassium tert-butoxide in THF (46 ml) was added drop-wise via syringe over 30 minutes. The reaction was allowed to stir at room temperature for 30 minutes and then warmed to 50 C. for 2 hrs and the concentrated in vacuo to remove THF. The resulting solution was taken up in ethyl acetate and washed with H2O (3*300 ml) and then brine (1*50 ml). The organic layers were combined and dried over Na2SO4 and filtered. Following solvent evaporation, 6.0 g of crude product was obtained. Further purification was done via triteration with 3:1 diethyl ether/heptane to give 2.2 g of tert-butyl 4-(6-chloroimidazo[1,2-b]pyridazin-8-ylamino)benzoate as a brown solid after filtration.

The chemical industry reduces the impact on the environment during synthesis 8-Bromo-6-chloroimidazo[1,2-b]pyridazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/78136; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 63624-28-2, A common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, molecular formula is C8H9ClO4S, 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: A mixture of 16a (26.30mg, 0.10mmol), acetyl chloride (7.80mg, 0.10mmol), and pyridine (2.0mL) was stirred at 60C and monitored by TLC. Pyridine was removed under reduced pressure. Then the mixture was basified by 1N NaOH aqueous solution (pH?9), extracted with CH2Cl2 (20mL¡Á3), washed with brine (5mL¡Á3), dried over anhydrous Na2SO4, and concentrated under reduced pressure. The obtained residue was purified by chromatography (petroleum ether/ethanol=8:1, v/v) to afford 2a (0.3g).

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; Song, Pinrao; Chen, Ming; Ma, Xiaodong; Xu, Lei; Liu, Tao; Zhou, Yubo; Hu, Yongzhou; Bioorganic and Medicinal Chemistry; vol. 23; 8; (2015); p. 1858 – 1868;,
Chloride – Wikipedia,
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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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H6BrCl

2-Bromo-4-chlorobenzylbromide (5b). To the bromoderivative (6.71 g, 32.68 mmol) (4) dissolved in CCl4 were added N-bromosuccinimide (NBS) (5.82 g, 32.68 mmol), a,a’-azoisobutyronitrile (AIBN) (107.2 mg, 0.65 mmol) and after heating at reflux for 4 hours, the reaction mix- ture was cooled and filtered on Gooch. The filtrate was washed with aqueous sodium thiosulphate solution and then the organic phase was anhydrified on anhydrous sodium sulphate and the solvent evapo- rated. The crude reaction product was purified by flash chromatogra- phy, using n-hexane as the eluent. 6.00 g of product (5b) are thus obtained as a colourless oil with a yield of 64%. ?H NMR (CDCIs) 8 7.58 (d, 1H, J = 1.75 Hz), 7.38 (d, 1H, J = 8.51 Hz), 7.28 (m, 1H), 4.55 (s, 2H); MS m/z 284 (M+), 205 (100), 169,124, 89; Anal. (C7H5Br2CI) C, H, N compliant with the expected structure.

According to the analysis of related databases, 27139-97-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.P.A.; MINETTI, Patrizia; WO2005/97797; (2005); A2;,
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Chlorides – an overview | ScienceDirect Topics

Electric Literature of 14862-52-3, 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. 14862-52-3, name is 3,5-Dibromochlorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A three neck round bottom flask, equipped with dropping funnel, reflux condenser and magnetic stir bar is charged with an arylhalide (1 eq) and corresponding boronic ester or acid (1.25 eq. per halogen atom in arylhalide), the flask is sealed with a rubber septum, evacuated and backfilled with argon (2 times). Anhydrous dioxane (4ml/mmol of arylhalide) is added through the septum using a double-tipped needle. Separately, a solution of potassium carbonate (2M in water) is prepared and degassed with N2for 30 min. The solution is added to the reaction mixture through the septum using a double-tipped needle, followed by the addition of thetetrakis(triphenylphosphin)palladium(0) (3mol %) under a positive nitrogen pressure. Nitrogen purged reflux condenser is attached to the flask and the reaction mixture is stirred at 90C for 12 h. The mixture is allowed to cool down to the room temperature, a precipitate is collected by filtration, washed with water, methanol, dried in vacuum at 40C to give a crude product, which is further purified by re-crystallization or trituration with appropriate solvents. Final purification is achieved by sublimation in a high vacuum.

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

Reference:
Patent; NOVALED GMBH; SENKOVSKYY, Volodymyr; LUSCHTINETZ, Regina; SCHULZE, Benjamin; ROTHE, Carsten; (106 pag.)WO2018/215348; (2018); A1;,
Chloride – Wikipedia,
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Related Products of 85462-59-5, These common heterocyclic compound, 85462-59-5, name is 2-Bromo-5-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.

Example 39; 4-Chloro-5-fluoro-2-(4-phenoxy-benzoylamino)-benzoic acid Step 1: N,N-di-tert-Butyloxycarbonyl-2-bromo-5-chloro-4-fluoro-aniline This compound was prepared in analogy to the method of Darnbrough et al. (Synth. Comm. 2001, 31, 3273): Under an atmosphere of Nitrogen, di-tert-butyl dicarbonate [24424-99-5], 8.839 g) was added to a cooled (0 C.) solution of 2-bromo-5-chloro-4-fluoro-aniline ([85462-59-5], 3.03 g) and DMAP (0.165 g) in THF (20 ml). After 4 h at r.t., the reaction mixture was taken up in ethyl acetate, washed with 1N HCl and brine, and dried (Na2SO4). The solvent was evaporated and the residue purified by column chromatography (silica gel, n-heptane, ethyl acetate) to give the title compound (4.66 g, 81%). 1H NMR (CDCl3): delta 1.42 (s, 18H), 7.28 (d, 1H), 7.42 (d, 1H).

The synthetic route of 85462-59-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dehmlow, Henrietta; Grether, Uwe; Kratochwil, Nicole A.; Narquizian, Robert; Panousis, Constantinos; Peters, Jens-Uwe; US2006/281810; (2006); 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. 50638-46-5, name is 4-Bromo-3-chloroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Bromo-3-chloroanisole

A solution of PdCl2(dppf)-DCM adduct (0.922 g, 1.129 mmol), methylboronic acid (2.70 g, 45.2 mmol), 4-bromo-3-chloroanisole (6.39 ml, 45.2 mmol), and potassium phosphate (28.8 g, 135 mmol) in 150 mL dioxane and 50 mL water was heated to 110 C. for 2 hours. The reaction mixture was then diluted with heptane, the organics dried over MgSO4 and concentrated to afford 2-chloro-4-methoxy-1-methylbenzene. m/z (ESI) 141.0 (M-CH3)+.

The synthetic route of 50638-46-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
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Chlorides – an overview | ScienceDirect Topics

Related Products of 33863-76-2, 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. 33863-76-2 name is 1-Bromo-3-chloro-5-fluorobenzene, 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.

Preparation 23:TERT-BUTYL 4-(3-CHLORO-5-FLUOROPHENYL)-4-HYDROXYPIPERIDINE-l-CARBOXYLATE Preparation according to preparation 1 : l-bromo-3-chloro-5-fluorobenzene (7.5 g, 35.9 mmol), tetrahydrofuran (100 ml), n-butyl lithium (2.5 M in hexane, 20 ml, 40 mmol), 4- boc-l-piperidone (7.8 g, 39.5 mmol). Yield: 8.75 g. MS m/z (rel. intensity, 70 eV) 329 (M+, 2), 255 (32), 211 (12), 157 (14), 57 (bp).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-chloro-5-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; A. CARLSSON RESEARCH AB; WO2007/65655; (2007); 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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, A new synthetic method of this compound is introduced below., Quality Control of 2,6-Dichlorobenzenesulfonyl chloride

2.6-Dichlorobenzenesulfonyl chloride (100 mg, 0.41 mmol) was dissolved in DCM (0.5 mL) and triethylamine (0.11 mL, 0.81 mmol) was added followed by 2-(2- fluorophenyl)ethanamine (0.09 mL, 0.69 mmol). The reaction mixture was stirred for 1.5 hour at room temperature. DCM (10 mL) and brine (10 mL) were added to the mixture. The layers were separated and the organic phase was dried over magnesium sulfate, filtered and the solvent was evaporated. Purification by column chromatography on silica gel with petroleum ether/DCM (60:40 to 40:60) afforded the title compound as white solid (74 mg, 52 %). 1H NMR (400 MHz, CDCfi) d 2.88 (t, J = 6.9 Hz, 2H), 3.36-3.46 (m, 2H), 5.31 (t, J = 5.7 Hz, 1H), 6.95-7.02 (m, 1H), 7.05 (td, J = 7.5, 1.0 Hz, 1H), 7.14 (td, J = 7.5, 1.6 Hz, 1H), 7.17-7.24 (m, 1H), 7.32 (dd, J = 8.7, 7.3 Hz, 1H), 7.43 (s, 1H), 7.45 (d, J = 0.7 Hz, 1H). MS ESI+ m/z 348 [M+H]+.

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; GLUCOX BIOTECH AB; WIKSTROeM, Per; WALUM, Erik; (126 pag.)WO2019/215291; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics