Chlorides-buliding-blocks

A common compound: 6940-78-9, name is 1-Bromo-4-chlorobutane, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 6940-78-9

A solution of 1-bromo-4-chlorobutane (22.25 ml, 0.19 mol) in diethyl ether (100 ml) was added dropwise (under N2 atmosphere) to a suspension of activated Mg turnings (4.67 g, 0.19 mol) in diethyl ether (100 ml). Some crystals of iodine were also added. The temperature in the flask increased, and the orange colour turned to white. Once the addition of 1-bromo-4-chlorobutane was completed, the reaction was cooled in an ice-bath and 2-naphthalenecarboxaldehyde (20.00 g, 0.13 mol) was added dropwise as a solution in THF (200 ml, dry). The reaction mixture was stirred in the ice-bath for 4 hours. Then the mixture was quenched with NH4Cl 1 N. Both phases were separated. The organic layer was washed with brine, dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by flash chromatography (eluent: n-hexane/EtOAc 20:1). The desired fractions were collected and the solvent was evaporated, yielding intermediate 19.

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, 6940-78-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guillemont, Jerome Emile Georges; Dorange, Ismet; Lancois, David Francis Alain; Villalgordo-Soto, Jose Manuel; Ferdinand, Yvan Rene; Motte, Magali Madeleine Simone; Andries, Koenraad Jozef Lodewijk Marcel; Koul, Anil; US2010/63026; (2010); 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 2729-34-2 as follows. 2729-34-2

General procedure: To a mixture of compound 19 (211 mg, 1.3 mmol, 1.0equiv) inethanol (10 mL) at 60 C, 18a (351 mg, 1.3 mmol, 1.0 equiv) wasadded. The reaction was stirred for 10 min, and then a warm sodiumbicarbonate solution (328 mg in 5mL water) was added over15 min. The reaction was stirred at 60 C for 1 h and then cooled toroom temperature. After extraction with ethyl acetate, the combinedorganic phase was dried over sodium sulfate and concentratedto give 20a as a crude brown solid (515 mg, 80%).

According to the analysis of related databases, 2729-34-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Shulun; Guo, Wei; Liu, Xiaohua; Sun, Pu; Wang, Yi; Ding, Chunyong; Meng, Linghua; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 38 – 55;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 627-42-9, name is 2-Methoxyethyl chloride, 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 627-42-9. 627-42-9

the 121g (leq) ELTA 1200ml and dimethylformamide (DMF) was stirred clear solution; sequentially added 323g (4eq) 2- chloroethyl methyl ether, 944g (8eq) of anhydrous potassium carbonate and 23.6gTetrabutylammonium bromide; purged with nitrogen three times,Under nitrogen, the reaction was heated to 105~110 C 13~14h; the filter cake was rinsed DCM until the filtrate was colorless; the combined filtrate was concentrated under reduced pressure to a fraction distilled off; the residue was added DCM, cooled to room temperature , washed with 3Nu K0H, the DCM phase was separated, washed with water, brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to 45 C to give 210g oil ELTB, yield 96.4%

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 2-Methoxyethyl chloride.

Reference:
Patent; Chongqing Peng Wei Pharmaceutical Co., Ltd.; Yan, Weiwei; Ren, Yanrong; Liu, Zeyan; Han, Gongchao; (9 pag.)CN105566233; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, molecular formula is C4H8BrCl, 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. 6940-78-9.

At 20 ~ 30 C, under stirring to N,N-dimethylformamide (1000 ml) was added 7-hydroxy-1H-quinolin-2-one (200.0 g) and potassium hydroxide (205.3 g, 1.2 eq), 240 ml of pure water was slowly added to the mixed solution at a controlled temperature of <40 C. The mixture was stirred at room temperature for about 15 minutes and 1-chloro-4-bromobutane (422 g, 2.0 eq) was added in one portion and then stirred at 40 C. for 5-6 h . The mixture was stirred for 1 h at room temperature and filtered. The cake was beaten by stirring in 1000 ml of water for 1 h, filtered, and the filter cake was refined in 10 times of methanol to obtain 240 g of the title compound (3) (yield: 77.0%). The synthetic route of 1-Bromo-4-chlorobutane has been constantly updated, and we look forward to future research findings. Reference:
Patent; Anhui Runsheng Pharmaceutical Co., Ltd.; Sun Mingzhe; Fang Cunjie; Zhao Dongsheng; Fang Congbin; Sun Yanbiao; Xu Kui; (4 pag.)CN106496206; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6940-78-9, Adding some certain compound to certain chemical reactions, such as: 6940-78-9, name is 1-Bromo-4-chlorobutane, 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 6940-78-9.

Add p-nitrophenol (1.39g, 10mmol) and potassium carbonate (1.38g, 10mmol) to 25ml acetonitrile, then add dropwise1-Bromo-4-chlorobutane (1.7 ml, 15 mmol) was refluxed at 80 C overnight. After the reaction is completed, water is added to dissolve potassium carbonate, andExtract with ethyl acetate, wash the organic phase with saturated sodium bicarbonate and brine.Evaporation to dryness gave a white solid (1.98 g, yield 86%).The product was used directly in the next reaction without purification.

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 6940-78-9.

Reference:
Patent; Beijing Xinchen Pharmaceutical Technology Co., Ltd.; Yin Yuxin; Zhai Zheng; (37 pag.)CN109593064; (2019); A;,
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, 626-43-7

EXAMPLE 6; Preparation of 1,3,5-triaminobenzene from 3,5-dichloroaniline; hydrolysis with sulfuric acid of the 1,3,5-triaminobenzene to phloroglucinol, and purification; A pressurized vessel is charged with 30 g (18.6 mmol) of 3,5-dichloroaniline and 1.5 g of copper chloride in 160 ml of 28% aqueous ammonia. The mixture is heated at 190 C. and under a pressure of 37 bars for 24 hours. The contents of the vessel are poured into 200 ml of water and then the excess ammonia is removed. Then 37 g of 98% sulfuric acid are added and the mixture is heated at 110 C. for 20 hours. Following filtration, the solution is concentrated to a third and then cooled in an ice bath until the phloroglucinol precipitates. The precipitate obtained is subsequently recrystallized from 350 ml of a water-ethanol (93 V-7 V) mixture.

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, 3,5-Dichloroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHV ANALYITIC; US2005/165256; (2005); 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. 108-41-8, name is 1-Chloro-3-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 108-41-8

General procedure: KBr (29.8 mg, 0.25 mmol, 1.0 equiv), 1-ethyl-4-nitrobenzene (1a) (41.6 mg, 0.275 mmol, 1.1 equiv), Oxone (153.9 mg, 0.25 mmol, 1.0 equiv), CH2Cl2 (0.25 mL) and H2O (180.0 mg, 0.18 mL, 40.0 equiv) were added, in accordance with the order, to a 15-mL oven-driedtube. The reaction tube was equipped with a magnetic stir bar and sealed with a Teflon-lined cap at once after the addition of the H2O. Then, the tube was placed on a magnetic stirrer (speed 300 rpm) and irradiated with a 0.5 W LED at a distance of 5 cm for 20 h at rt. After the reaction was finished, the reaction mixture was quenched with Na2SO3. Water (15 mL) was added and the mixture extracted with CH2Cl2 (3 ¡Á 5 mL). The organic phase was combined and dried with anhydrous Na2SO4. The solvent was evaporated under reduced pressure to give the crude product that was purified by flash column chromatography (petroleum ether/EtOAc mixtures). Compound 3a was obtained as a light yellow solid; yield: 53.6 mg (93%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Zhao, Mengdi; Li, Meiqi; Lu, Wenjun; Synthesis; vol. 50; 24; (2018); p. 4933 – 4939;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, 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. 33863-76-2

EXAMPLE 13-Chloro-5-{[5-chloro-l-(lH-pyrazolo[3,4-]pyridin-3-ylmethyl)-lH-indazol-4- yl] oxy } benzonitrileStep 1 : 3-Bromo-5-chlorophenyl 2-chloro-5-fluorophenyl ether; To a solution of 2-chloro-5-fluorophenol ( 82.3 g, 562 mmol) and l-bromo-3- chloro-5-fluorobenzene (124g, 590 mmol) in NMP (200 mL) was added potassium carbonate (155g, 1.123mol). The resulting mixture was then heated to 1400C and maintained at 14O0C for 30 hours, after which the mixture was poured into water (1500 mL) and extracted with EtOAc (2500 + 1500 mL). The combined extracts were washed with water and brine. This solution was concentrated on the rotary evaporator and the residue was distilled at high vacuum at 135-1900C to give the title compound as a clear, colorless liquid. leta NMR (CDCI3) delta 7.45 (dd, 1eta, J=9.0 and 4.5 hz), 7.28(dd, 1eta, J=I .7Hz), 7.26(s, IH), 7.00(dd, Ih, J=I .95Hz), 6.92(ddd, IH, J=10.5, 7.6 and 2.7Hz), 6.89(dd, IH, J=I.95Hz).

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 33863-76-2.

Reference:
Patent; MERCK & CO., INC.; WO2008/76223; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 108-37-2, name is 1-Bromo-3-chlorobenzene, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 108-37-2

(Setting-Up and Reaction) To a 50 mL two-necked round-bottomed flask, [PdCl (pi-allyl) ]2 (10.8 mg, 0. 05 mol%) and cBRIDP (41.8 mg, 0.2 mol%) were added. A three-way stopcock was attached to the flask, and the inside was purged with nitrogen. Subsequently, anhydrous THF (5 mL) was added, and the mixture was shaken at room temperature for 1 minute and further diluted with anhydrous xylenes (20 mL) to prepare a catalyst solution (25 mL). On the other hand, to a 300 mL four-necked round-bottomed flask, a three-way stopcock, a Teflon-coated magnetic stirring bar, a condenser, a 50 mL dropping funnel, and a thermometer were attached, and the inside was purged with nitrogen. To this flask, carbazole (20.4 g, 178.8mmol, 1.03eq.), anhydrous xylenes (100 mL), and anhydrous THF (10 mL) were sequentially added, and the obtained reactant suspension was cooled to 5C by use of an ice-water bath. Subsequently, a MeMgCl/THF solution (3.02 mol/L, 40.0 mL, 120.8 mmol, 1.02 eq.) was placed in the dropping funnel, and added dropwise over 20 minutes, while the reactant suspension was being stirred, and the inside temperature was being kept at 20C or below. Then, the dropping funnel was rinsed with anhydrous xylenes (20 mL). Subsequently, 3-bromochlorobenzene (14.0 mL, 118.4 mmol, 1.0 eq.) and the catalyst solution (25 mL) were sequentially added to the reaction solution, and then the mixture was stirred for 1 hour under reflux (approximately 110C). Reaction Conversion: >99.9% (GC). (Post Treatment) After the obtained suspension had been cooled to room temperature, water (60 mL) and ammonium chloride (3.2 g, approximately 0.5 eq.) were added. The mixture was filtered by use of diatomaceous earth, the aqueous layer was separated (Aqueous Layer 1: pH=9), and further the organic layer was washed with water (60 mL) (Aqueous Layer 2: pH=7). The organic layer was concentrated under reduced pressure, and the obtained brown viscous liquid was purified by silica gel column chromatography (Eluent: n-hexane/toluene=4/1 to 2/1) to give 32.4 g of title compound (8) as a colorless viscous liquid. Isolated Yield: 98.5%. For exact measurement of the weight, a toluene solution of title compound (8) (25% by weight, 0.900 mmol/g) was prepared after the purification and used in the second step. 1H NMR (300 MHz, CDCl3): delta=8.13 (dt, J=7.5, 0.9 Hz, 2H), 7.58 (t, J=2.1 Hz, 1H), 7.56-7.38 (m, 8H), 7.35-7.25 (m, 2H). 13C NMR (75 MHz, CDCl3): delta=140.5, 140.0, 135.4, 130.8, 127.6, 127.2, 126.1, 125.2, 123.5, 120.4, 120.3, 109.6.

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, 108-37-2, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takasago International Corporation; Nakayama, Yuji; Yokoyama, Naota; EP2937355; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 60811-18-9 name is 4-Bromo-1-chloro-2-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. 60811-18-9

[Example 112] Preparation of 4-(trans-4-(2-(trans-4-n-propyl-4-silacyclohexyl)ethyl)cyclohexyl)-3′-fluoro-4′-cyanobiphenyl 20.9 g (0.1 mol) of 1-bromo-4-chloro-3-fluorobenzene was dripped into a mixture of 2.5 g (0.11 mol) of magnesium and 300 ml of THF to obtain a Grignard’s reagent. This solution was then dripped into a 500 ml THF solution of 0.5 g of tetrakis triphenylphosphine palladium and 43.6 g (0.1 mol) of 4-(trans-4-(2-(trans-4-n-propyl-4-silacyclohexyl)ethyl)cyclohexyl)phenyl bromide. After a conventional after treatment, purification was conducted by means of chromatography to obtain 36.4 g (yield 75.1%) of 4-(trans-4-(2-(trans-4-n-propyl-4-silacyclohexyl)ethyl)cyclohexyl)-3′-fluoro-4′-cyanobiphenyl was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-chloro-2-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Shin-Etsu Chemical Co., Ltd.; US5582764; (1996); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics