Tag: M.W=200-300

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., Recommanded Product: 2,6-Dichlorobenzenesulfonyl chloride

General procedure: To a solution of amine (1 mmol) in 3 mL of pyridine at 0C was slowly added the appropriate benzenesulfonyl chloride (1.1 mmol, 1.1 equiv). The mixture was stirred for 12 h at 25C. The mixture was quenched with 2N HCl, extracted with EtOAc, dried over anhydrous MgSO4, and concentrated in vacuum. The crude product was purified by recrystallization and/or chromatography as noted below.

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; Kril, Liliia M.; Vilchez, Valery; Jiang, Jieyun; Turcios, Lilia; Chen, Changguo; Sviripa, Vitaliy M.; Zhang, Wen; Liu, Chunming; Spear, Brett; Watt, David S.; Gedaly, Roberto; Bioorganic and Medicinal Chemistry Letters; vol. 25; 18; (2015); p. 3897 – 3899;,
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Synthetic Route of 27139-97-5, These common heterocyclic compound, 27139-97-5, name is 2-Bromo-4-chloro-1-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.

To a stirred solution of 4-bromo-2-chlorotoluene (10.0 g; 48.7 mmol) and benzoyl peroxide (0.51 g; 2.09 mmol) in 80 mL of carbon tetrachloride was added N-bromosuccinimide (43.3 g; 243 mmol), and the resulting mixture was stirred and heated to reflux. After 15 hours, the mixture was cooled to ambient temperature, and the insoluble material was removed by filtration and washed twice with carbon tetrachloride. The filtrate and washings were combined and evaporated. The residue was purified by silica gel chromatography on a Biotage 65M column, eluting with hexanes to give 17.4 g of 2-bromo-4-chloro-l- (dibromomethyl)benzene as a colorless liquid.

Statistics shows that 2-Bromo-4-chloro-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 27139-97-5.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2009/158426; (2009); A1;,
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Electric Literature of 62356-27-8, The chemical industry reduces the impact on the environment during synthesis 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

(a) Preparation of 2-bromo-6-chlorobenzylbromide 2-bromo-6-chlorotoluene (20.55 g) and N-bromosuccinimide (19.6 g) were stirred together in carbon tetrachloride (100 ml) under reflux for 22 hours exposure to radiation from an infrared lamp. The resulting solution was cooled in ice, filtered and evaporated to yield the title product which was dissolved in petroleum ether (60-80). Part was recrystallized therefrom as pink needles (8.5 g) and part was recovered by evaporation as a dark orange solid (17.7 g) (total yield 26.2 g. 92%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-3-chloro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shell Oil Company; US4259349; (1981); A;,
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Chlorides – an overview | ScienceDirect Topics

Electric Literature of 118754-53-3, 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 118754-53-3 as follows.

Preparation of 2,6-dichloro-4-trifluoromethylbenzoic acid To a mixture of 65.2 ml of n-butyllithium (1.61M in hexane) and 100 ml of anhydrous ether was added dropwise 29.3 g of 4-bromo-3,5-dichlorobenzotrifluoride (3) in 30 ml of anhydrous ether at -78 C., followed by stirring for 20 minutes. Subsequently, 10 g of dry ice crashed into small pieces was added in small portions to the reaction mixture, followed by stirring at room temperature for 1.5 hours. Ice water was added to the reaction mixture, the mixture was thereafter extracted with ether, and the combined extract was subjected to reverse extraction with 10% aqueous sodium carbonate solution. The aqueous layer was acidified with 6N hydrochloric acid, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous magnesium sulfate. Removal of the solvent under reduced pressure gave 20.4 g of the desired product in the form of white crystals (crude yield 79.1%). mp 117~118 C. 1 H-NMR (CDCl3, TMS, delta ppm): 6.21(br, s, 1H), 7.64(s,2H)

According to the analysis of related databases, 118754-53-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Otsuka Kagaku Kabushiki Kaisha; US5739083; (1998); A;,
Chloride – Wikipedia,
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Application of 14862-52-3, A common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, molecular formula is C6H3Br2Cl, 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 compound entitled was synthesized in accordance with the following scheme. Into a 1L four-necked glass flask equipped with a thermometer, a reflux condenser and a stirrer, 3,5-dibromochlorobenzene 20.0 g (74.0 mmol), phenylboronic acid 27.0 g (222 mmol), 2.0 mol/l sodium carbonate aqueous solution 285 ml (570 mmol), and toluene:tetrahydrofuran (1:1) solution 500 ml were added, and nitrogen was passed through the solution for 2 hours and 30 minutes. Tetrakistriphenylphosphine palladium(0) 4.28 g (3.70 mmol) was then added, which was reacted for 28 hours at 73 to 75 C with stirring followed by further addition of phenylboronic acid 4.10 g (33.6 mmol) and tetrakistriphenylphosphine palladium(0) 1.10 g (950 mumol) and reaction for 24 hours at 73 to 75 C with stirring. After completion of the reaction, the reaction mixture was cooled down to room temperature and separated with the addition of water and toluene, and after the water layer was extracted with toluene and after the organic layers were combined and washed with water, it was dried with anhydrous magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the obtained concentrate was purified by silica-gel column chromatography (eluent: hexane) to obtain 3,5-diphenylchlorobenzene 16.0 g as white solid (isolation yield; 82 %).

The synthetic route of 14862-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ube Industries, Ltd.; EP2332907; (2011); A1;,
Chloride – Wikipedia,
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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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: chlorides-buliding-blocks

General procedure: To a solution of 1-(3-Amino-phenyl)-3-(4-hydroxy-3-methoxy-phenyl)-propenone (1) (0.1 g, 0.373 mmol) in 2.5 mL of dioxane/H2O (50:50) was added methanesulfonyl chloride (0.043 g, 0.372 mmol) over a 20 min period at 0 C followed by 5 h of vigorous stirring at room temperature. The solvent was removed in vacuo, and the resulting solid was purified by silica gel column chromatography (CHCl3/methanol = 95:5).

The synthetic route of 6579-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Park, Chong-Bin; Ahn, Chan Mug; Oh, Sangtae; Kwon, Daeho; Cho, Won-Chul; Shin, Woon-Seob; Cui, Yuan; Um, Ye Sol; Park, Byong-Gon; Lee, Seokjoon; Bioorganic and Medicinal Chemistry; vol. 23; 20; (2015); p. 6673 – 6682;,
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Electric Literature of 14862-52-3, A common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, molecular formula is C6H3Br2Cl, 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.

Compound (M-3) (270 g, 1.0 mol, 1.0 eq) was added to a 5 L four-necked round bottom flask under nitrogen protection.Compound (N-3) (122g, 1.0mol, 1.0eq) and 2500mL of toluene, then add sodium carbonate (212g, 2.0mol, 2.0eq) and purified water (360g, 20mol, 20eq), nitrogen purge for 30mins, then add Tetrakis (triphenylphosphine) palladium (11.5g, 0.01mol, 0.01eq), heated to 110 for 15hThe reaction was monitored by HPLC for completion. Filtered with diatomaceous earth, washed the organic phase with 2000 mL of saturated brine, and dried over anhydrous sodium sulfate. Distilled to 400 mL under reduced pressure, and 2000 mL of ethanol was added dropwise to precipitate most of the solid, filtered,Drying under vacuum gave 182 g of the target compound (D-3) as an off-white solid,Yield: 68%.

The synthetic route of 14862-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ningbo Lumilan New Materials Co., Ltd.; Ningbo Dinghao Optoelectric Materials Technology Co., Ltd.; Zhang Yuxiang; Zhang Qingyun; Ding Huanda; Chen Zhikuan; (41 pag.)CN110551154; (2019); A;,
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Application of 174913-12-3,Some common heterocyclic compound, 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene, molecular formula is C7H6BrClO, 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 mixture of 1-bromo-3-chloro-5-methoxy-benzene (800 mg, 3.61 mmol) and 1,4- dioxa-8-azaspiro[4.5]decane (500 mg, 2.78 mmol) in dioxane (20 mL) was added t-BuONa (668 mg, 6.95 mmol), Pd2(dba)3 (51 mg, 0.05 mmol) and Ruphos (52 mg, 0.1 mmol) under N2. After being heated with stirring at 100C overnight, the resulting reaction mixture was cooled to rt,diluted with H20 (20 mL) and extracted with EA (50 mL) for three times. The combined organic layer was washed with brine (50 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give crude 8 -(3-chloro-5-methoxy-phenyl)- 1 ,4-dioxa- 8-azaspiro [4.5] decane (700 mg), which was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chloro-5-methoxybenzene, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 33863-76-2, 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. 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 6TERT-BUTYL 3-(3-CHLORO-S-FLUOROPHENYL)-S-HYDROXYAZETIDINE-I – CARBOXYLATE5 A mixture of 1 -bromo-3-chloro-5-fluorobenzene (1.47 g, 7.01 mmol),, magnesium turnings (0.82 g, 31.1 mmol) and a small piece of iodine in dry tetrahydrofuran (50 mL), under nitrogen was gently heated until reaction started and stirred for 1 h at ambient temperature after which a solution of 1 -Boc-3-azetidinone (1.0 g, 5.85 mmol) in dry diethyl ether (10 mL) was added dropwise. The resulting10 mixture was stirred for 15 min and water (70 ml) and saturated aqueous ammonium chloride (20 mL,) was added and the mixture was extracted with ethyl acetate (2×50 ml). The combined organic phase was dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethylacetate/isooctane 1 :4 to 1 : 1 ) to give the title compound Yield: 1.25 g. MS m/z15 (rel. intensity, 70 eV) 285 (M+, 1 ), 156 (60), 141 (43), 127 (80), 57 (bp).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-chloro-5-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NSAB, FILIAL AF NEUROSEARCH SWEDEN AB, SVERIGE; SONESSON, Clas; SWANSON, Lars; PETTERSSON, Fredrik; WO2010/58020; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 16817-43-9, 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 16817-43-9 as follows.

General procedure: To a flame-dried 25 mL round bottom flask was charged activated Mg (7.5 mmol, 1.5 eq.) and 5 mL anhydrous THF. To this suspension was added 2 drops of 1,2-dibromoethane. After 5 min, a solution of Aryl bromide (5 mmol, 1.0 eq.) in 5 mL anhydrous THF was slowly added to the suspension of Mg at room temperature. The reaction was mildly exothermic. The Grignard reagent was titrated and 1 mmol of this reagent was added to a flame-dried reaction vial. The solution was diluted with 3 mL anhydrous toluene and after cooling to the target temperature T, a solution of oxaziridine (1.2 mmol, 1.2 eq.) in 1 mL anhydrous toluene was added. The reaction was maintained at the targeted temperature T for time t before being quenched with saturated aqueous NH4Cl. (The actual temperature/reaction time is listed for each substrate.)

According to the analysis of related databases, 16817-43-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WILLIAM MARSH RICE UNIVERSITY; GAO, HONGYIN; ZHOU, Zhe; KURTI, Laszlo; (51 pag.)US2018/57444; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics