Category: chlorides-buliding-blocks

Reference of 886762-39-6, The chemical industry reduces the impact on the environment during synthesis 886762-39-6, name is 3,4-Dichloro-2-fluoroaniline, I believe this compound will play a more active role in future production and life.

j00324j A solution of 3,4-dichloro-2-fluoroaniline (5.0 g, 31 mmol) and potassium 0-ethyl carbonodithioate (11 g, 67 mmol) in 1V N-dimethylformamide (50 mL) was stirred at 130 C for 16 hours. On completion, the reaction was cooled to room temperature, and hydrochloric acid (1M, 75 mL) was added. The mixture was stirred for 0.5 hour, resulting in formation of a solid. The solid was collected by filtration, washed with water (2 x 100 mL) and dried in vacuo to give compound B-26 (5.2 g, 79% yield) as a white solid. LCMS (B): tR=0.847 mi, (ES) m/z (M+H)237.0.

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, 3,4-Dichloro-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); 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 14862-52-3 as follows. Quality Control of 3,5-Dibromochlorobenzene

Under an argon atmosphere, 1,3-dibromo-5-chlorobenzene (2.70 g, 10.0 mmol) was dissolved in THF (38 mL). The mixture was cooled to -15 C., a THF solution (0.86 M, 12.3 mL, 10.5 mmol) of isopropyl magnesium chloride / lithium chloride complex was added, and the temperature was raised to 0 C. over 3 hours. Cyanuric chloride (5.53 g, 30.0 mmol) was added to the reaction mixture at the same temperature, then the temperature was raised to room temperature and stirred for 24 hours. Saturated ammonium chloride aqueous solution was added to the reaction mixture to stop the reaction, and then ethyl acetate was added. The organic layer was separated and the aqueous layer was extracted twice with ethyl acetate. The organic layers were combined, washed with water and dried over sodium sulfate.After filtering off the solid, the low-boiling fraction was removed under reduced pressure and the resulting residue was dried under vacuum to give crude product (6.74 g). The obtained crude product (6.6 g) was heated to 40 C. for 4 hours under reduced pressure (8 Pa), then heated to 50 C. and heated for 12 hours. After cooling to room temperature, purification by silica gel chromatography (eluent: hexane / ethyl acetate) gave the desired 2- (3-bromo-5-chlorophenyl) -4,6- dichloro-1,3,5- Triazine (82%, 2.80 g, 8.2 mmol).

According to the analysis of related databases, 14862-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH INSTITUTE; AIHARA, HIDENORI; SHONO, TOMOHIRO; (35 pag.)JP2017/160145; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 104-77-8, name is 3-Chloro-N,N-diethylpropan-1-amine, molecular formula is C7H16ClN, 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. Recommanded Product: 104-77-8

Preparation 88 4-(Diethylamino)-1-(4-fluorophenyl)-1-butanone A suspension of 73.1 g (0.489 mol) 3-(diethylamino)-propyl chloride and 11.87 g (0.489 mol) of magnesium in 300 mL of tetrahydrofuran is initiated with 0.25 mL of 3M ethylmagnesium bromide in diethyl ether and is refluxed overnight. After this time, the reaction is allowed to cool to 40 C. and is treated with 29.6 g (0.245 mol) of 4-fluorobenzonitrile. The initial exotherm is followed by applied heat and the reaction is refluxed for 3 hr. After this time, the reaction is allowd to cool to room temperature and is quenched with 250 mL of water. This mixture is extracted with 2*250 mL of methylene chloride. The combined organic layers are acidifed to pH=1 with 2N aq. hydrochloric acid and the resulting layers separated. The aqueous extract is washed with 100 mL of methylene chloride and is made basic with 4N of sodium hydroxide. The aqueous mixture is extracted with 3*300 mL of methylene chloride. The combined organic layers are dried over sodium sulfate, filtered and the solvent distilled in vacuo to provide crude title compound. This liquid is distilled under vacuum to provide the title compound. NMR (CDCl3): delta=1.04(t,6), 1.92(m,2), 2.52(m,6), 3.20(t,2), 7.14(t,2) and 8.02 (m,2)ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 104-77-8, its application will become more common.

Reference:
Patent; Schering A.G.; US4851526; (1989); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 452-66-4, name is 4-Chloro-1-fluoro-2-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. Product Details of 452-66-4

General procedure: Example 3Tandem Borylation/Dehalogenation of 1-Chloro-4-fluoro-3-Substituted- and 1-Bromo-4-fluoro-3-Substituted BenzenesTandem borylation/dehalogenation was also investigated as a strategy for the ortho-borylation of arenes that are substituted with an electron-withdrawing group. The scheme below illustrates the tandem borylation/dehalogenation methodology which was investigated. As discussed above, in the case of arenes that are substituted with an electron-withdrawing group, iridium-catalyzed C-H activation-borylation of the arene is typically governed by steric effects. In tandem borylation/dehalogenation, the substrate can include an electron-withdrawing group and a sacrificial atom (e.g., a halogen such as Cl or Br) positioned para to the electron-withdrawing group, so as to sterically hinder attack of the iridium catalyst at the otherwise sterically favored position meta to the electron-withdrawing group. As a result, iridium-catalyzed C-H activation-borylation of the arene exclusively generates the ortho-borylated (electronic) product. Subsequent dehalogenation can afford exclusively the desired electronic product.[0337] General Procedure for Borylation [0338] In a nitrogen atmosphere glovebox B2Pin2 (140 mg, 0.55 mmol) was weighed into a 20 mL vial containing a magnetic stir bar. [Ir(OMe)cod]2 (6.6 mg, 0.02 mmol) and 4,4?-di-tert-butyl-2,2?-dipyridyl ligand (5.4 mg, 0.02 mmol) were weighed into two separate test tubes, each being diluted with THF (2 mL). The [Ir(OMe)cod]2 solution was transferred into the 20 mL vial containing B2Pin2. This mixture was stirred until a golden yellow clear solution was obtained. The solution containing ligand was transferred into the vial, and the mixture was stirred until it became a dark brown color solution. The substrate (1 mmol) was added to the vial, which was then sealed. The reaction mixture stirred for 24 h at rt, after which the vial was removed from the glovebox. The reaction mixture was passed through a short plug of silica eluting with a 10:1 hexane/EtOAc solution (2×10 mL). The volatiles were removed by rotary evaporation affording the product, which was characterized using standard methodologies. 4-Chloro-1-fluoro-2-methylbenzene was borylated using the general procedure described above. After the workup, a white solid ( ) was obtained (0.173 g, 64%): mp 64-65 C.; 1H NMR (500 MHz, CDCl3) delta 7.49 (dd, J=3.0, 6.5 Hz, 1H), 7.22 (dd, J=2.0, 6.5 Hz, 1H), 2.23 (d, J=2.0 Hz, 3H), 1.34 (s, 12H); 13C NMR (125 MHz, CDCl3) delta 163.9 (d, J=247.5 Hz), 134.2 (d, J=5.7 Hz), 133.4 (d, J=8.5 Hz), 128.4 (d, J=2.9 Hz), 126.6 (d, J=21.9 Hz), 84.1, 24.7, 14.5 (d, J=3.9 Hz); 19F NMR (470 MHz, CDCl3) delta 109.9; 11B NMR (160 MHz, CDCl3) delta 29.8 (br s).

The synthetic route of 4-Chloro-1-fluoro-2-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Smith, III, Milton R.; Maleczka, JR., Robert E.; Li, Hao; Jayasundara, Chathurika; Oppenheimer, Jossian; Sabasovs, Dmitrijs; US2015/65743; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 98-60-2,Some common heterocyclic compound, 98-60-2, name is 4-Chlorobenzenesulfonyl chloride, molecular formula is C6H4Cl2O2S, 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 substance was synthesized according to a previously reported procedure with some modifications.[3] To a stirred and warmed (80 oC) solution of Na2SO3 (2.36 g, 19 mmol) and NaHCO3 (1.68 g, 20 mmol) in 100 mL H2O was added portionwise arylsulfonyl chloride (10 mmol). The mixture was stirred at 90 C for 3 h, then filtered, and the filtrate concentrated under vacuum. The residue was recrystallised from water (5 mL) to yield the corresponding sodium arylsulfinate.

The synthetic route of 98-60-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Xinxin; Chen, Fei; Lu, Guo-Ping; Tetrahedron Letters; vol. 59; 48; (2018); p. 4226 – 4230;,
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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

l-Bromo-4-chloro-2-fluorobenzene (20.51 g, 97.93 mmol) was stirred in THF under nitrogen and the r.m. cooled to -15 C. Isopropylmagnesium chloride (2 M in THF, 59.8 mL, 119.6 mmol) was added dropwise at -15 C. The r.m. was stirred at 0-5 C for 1 h, then cooled to -15 C. Intermediate 4 (10 g, 48.97 mmol) dissolved in THF (total amount of THF 120 mL) was added dropwise and the mixture was allowed to reach r.t. NH4C1 sat. sol. was then added dropwise and the r.m. extracted with DCM. The organic layer was dried over MgS04, filtered and concentrated in vacuo. The product was purified by flash column chromatography (silica, MeOH/DCM 0/100 to 4/96). The purest fractions were evaporated, yielding intermediate 49 (8.3 g, 51%).

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 1996-29-8.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VOS, Ann, Marleen; OEHLRICH, Daniel; GIJSEN, Henricus, Jacobus, Maria; WATTS, Karl, Shawn; BHAT, Sathesh, Pangala; VAN DEN KEYBUS, Frans, Alfons, Maria; (151 pag.)WO2018/162443; (2018); 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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C6H3BrClF

4-Bromo-2-chloro-l-(2-cyano-2-methyl)ethylbenzeneTo a solution of the 4-bromo-2-chloro-l-fluorobenzene (2.1Og, 10.0 mmol) in toluene (15 mL) was added the isobutyronitrile (3.64 mL) followed by KHMDS (0.5 M solution in toluene, 15 mL, 7.50 mmol). Reaction heated at 60 0C for 10 mins and then cooled to 0 0C, poured into IM HCl (5 mL) and extracted with ethyl acetate (2 x 30 mL), orgs washed with brine (10 mL), dried over magnesium sulphate, filtered and concentrated in vacuo. Residue was purified by flash column chromatography (silica, 0 to 50 % EtOAc / hexanes) to yield a brown solid (970 mg, 38%). MS (+ve ESI) : Rt = 2.46 min, no mass ion (M+H)+ 1H NMR (400.132 MHz, CDC13) delta 1.85 (6H, s),7.35 (IH, d),7.43 (IH, m),7.61 (IH, d)

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/1127; (2008); 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. 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, A new synthetic method of this compound is introduced below., SDS of cas: 1996-30-1

1 -(4-Chloro-2-(trimethylstannyl)phenyl)- 1 H- 1 ,2,4-triazole Step 1. 1 -(2-Bromo-4-chlorophenvD- 1 H- 1 ,2,4-triazole. To a mixture of 2-bromo-4-chloro-l- fluorobenzene (2 g, 9.6 mmol) and 4H-l ,2,4-triazole (0.79 g, 1 1.5 mmol) in DMF (20 mL) was added K2C03 (5.28 g, 38.2 mmol), and the mixture was stirred at 100C for 16 h. The mixture was diluted with water (50 mL) and extracted with EtOAc (50 mL x 3). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated. The residue was purified by silica gel gradient chromatography (Si02, petroleum ether: EtOAc = 10: 1-1 : 1) to give the title compound. 1H NMR (CDC13, 400MHz): delta 8.48 (s, 1H), 8.14 (s, 1H), 7.77 (s, 1H), 7.46 (d, J=l . l Hz, 2H).

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.; LIU, Weiguo; EDMONDSON, Scott, D.; GUO, Zhuyan; MERTZ, Eric; OGAWA, Anthony, K.; SO, Sung-Sau; SUN, Wanying; BROCKUNIER, Linda, L.; ALI, Amjad; KUANG, Rongze; WU, Heping; WO2015/183709; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1435-50-3, 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. 1435-50-3, name is 2-Bromo-1,4-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

25.4 g of 2-bromo-1,4-dichlorobenzene, 8.9 ml of iodoethane and 13.3 ml of DMPU are dissolved in 230 ml of THF, and a solution of 16.2 g of lithium tetramethylpiperidide in THF is added dropwise at -70 C. After a further 2 h at -70 C., the reaction mixture is allowed to warm to ambient temperature, and the batch is hydrolysed using water and worked up by extraction. The crude product is purified by fractional distillation. [0126] b.p.: 73 C./0.1 bar. Colourless liquid.

The synthetic route of 2-Bromo-1,4-dichlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; Reiffenrath, Volker; Jasper, Christian; Manabe, Atsutaka; Montenegro, Elvira; Pauluth, Detlef; US2013/221274; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1996-29-8,Some common heterocyclic compound, 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, molecular formula is C6H3BrClF, 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.

Add Intermediate 18 (Int-18) (39.6 g, 134 mmol),1-bromo-4-chloro-2-fluorobenzene (28 g, 134 mmol), K2 CO3 (37 g, 267 mmol) and Pd (PPh3) 4 (4.6 g, 4 mmol) were dissolved in 180 ml of distilled water and 650 ml of THF in a round bottom flask, and then refluxed and stirred at 60 C for 12 hours.When the reaction is complete, the resultant is poured into an excess of methanol,And the obtained mixture was stirred at room temperature for 30 minutes.The solids were filtered, dried and processed by column chromatography (hexane: DCM (30%)).To obtain 26 g (65%) of Intermediate 19 (Int-19).

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-4-chloro-2-fluorobenzene, its application will become more common.

Reference:
Patent; Samsung Sdi Co Ltd; Kim, Changwoo; Lee, Seungjae; Kim, Hyung Sun; Ryu, Dong Wan; Shin, Chang Ju; Jang, Kipo; Jung, Sung Hyun; Jung, Juyeon; Chu, Handong; (79 pag.)TW2019/30299; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics