Month: August 2021

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. 928782-97-2, name is 4-Chloro-2-(phenylethynyl)aniline, A new synthetic method of this compound is introduced below., Computed Properties of C14H10ClN

General procedure: Fe3O4SiO2-bipy-AuCl3 (16 mg, 0.01 mmol) and AgOTf (8 mg,0.03 mmol) were added to a mixture of 2-(phenylethynyl)aniline(0.2 mmol) and phenylacetylene (0.4 mmol) under Ar at roomtemperature. The reaction mixture was stirred at room temperature.During this procedure the reaction mixture became a deep blackliquid very quickly. After 4 h the resulting mixture was diluted withethyl acetate and the supported catalyst was magnetically separated.The reaction solution was evaporated and the residue was purifiedby column chromatography on silica gel (eluting with hexane/ethylacetate = 25:1) to give the desired product 3a. The recovered catalystwas washed with MeOH (2 × 2 mL) and air-dried. When appropriate itcould be used directly for the next run.

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; Yang, Weisen; Wei, Li; Yi, Feiyan; Cai, Mingzhong; Journal of Chemical Research; vol. 42; 11; (2018); p. 558 – 563;,
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. 873-38-1, name is 2-Bromo-4-chloroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5BrClN

Step 1 : 4-chloro-2-(4,4,5,5-tetramethyl-L3,2-dioxaborolan-2-yl)aniline To a solution of 2- bromo-4-chloroaniline (2.06 g, 9.98 mmol), Pd(PPh3)2Cl2 (0.20 g, 0.285 mmol) and TEA (5.60 mL, 40.2 mmol) in dioxane (100 mL) was added 4,4,5, 5-tetramethyl-l,3,2-dioxaborolane (4.33 mL, 29.90 mmol) and stirred at 120C for 16 hours under N2. LCMS showed the reaction was complete. The mixture was poured into aq. sat. H4C1 (100 mL) and extracted with DCM (200 mL). The organic layer was dried over Na2S04, concentrated in vacuo and purified by chromatography on silica gel (100-200 mesh) (24 g) (pet. Ether : EtOAc = 95 : 5) to give the title compound. MS (ESI) m/z 254.1 (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; MERCK SHARP & DOHME CORP.; MERTZ, Eric; EDMONDSON, Scott, D.; SO, Sung-Sau; SUN, Wanying; LIU, Weiguo; NEELAMKAVIL, Santhosh, F.; GAO, Ying-Duo; HRUZA, Alan; ZANG, Yi; ALI, Amjad; MAL, Rudrajit; HE, Jiafang; KUANG, Rongze; WU, Heping; OGAWA, Anthony, K.; NOLTING, Andrew, F.; (152 pag.)WO2016/168098; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, 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 13918-92-8, COA of Formula: C6H3ClF2O2S

General procedure: To 5-(5-(5-Aminopyridin-3-yl)thiophen-2-yl)-2-methyl- isoindolin-1-one (49) (225 mg, 0.79 mmol) in dry pyridine (23 mL) under N2 at RT,was added dropwise, 2,4-difluorobenzenesulphonyl chloride (336 mg, 1.58 mmol) in CH2Cl2(3 mL) over 5 min. The suspension was heated to 45 C under N2 for 4 h., at which pointanother portion of 2,4-difluorobenzenesulphonyl chloride (169 mg, 0.79 mmol) in CH2Cl2 (2mL) was added. The whole mixture was left to stir for at 45 C under N2 for 16 h., then thesolvent removed under reduced pressure. The resulting residue was suspended in acetone (10mL), 1 M HCl (20 mL) added, and the entire mixture stirred for 10 minutes. The solid wasthen collected by filtration, washed well with 1 M HCl and water, dried, and purified bychromatography as described below. In cases where the bis-sulphonamide was also formed, a second step was introduced wherethe crude product above was treated with a 1:1 mixture of 1,4-dioxane and 2 M NaOH. Thecrude sulphonamide resulting from subsequent acidification of the reaction mixture wasisolated by filtration, washed well with water, and dried. Purification was carried out by flashcolumn chromatography (2% MeOH/CH2Cl2 as eluant), giving the title compound as a paleyellow solid (211 mg, 545).

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, 2,4-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Spicer, Julie A.; Miller, Christian K.; O’Connor, Patrick D.; Jose, Jiney; Huttunen, Kristiina M.; Jaiswal, Jagdish K.; Denny, William A.; Akhlaghi, Hedieh; Browne, Kylie A.; Trapani, Joseph A.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 4; (2017); p. 1050 – 1054;,
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. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7ClFN

(i) [1-(Triphenylmethyl)-1H-pyrazol-4-yl]acetic acid (0.460 g, 1.25 mmol, which can be prepared as described in WO 95/07283) was dissolved in dichloromethane (30 ml) and to this was added water soluble carbodiimide (0.312 g, 1.63 mmol), 1- hydroxybenzotriazole (0.220 g, 1.63 mmol), N-ethyl morpholine (0.477 ml, 3.75 mmol), and [(2-chloro-4-fluorophenyl)methyl]amine (0.209 ml, 1.63 mmol). The mixture was stirred at room temperature under argon for 18 hours and then diluted with dichloromethane and washed with saturated aqueous sodium hydrogen carbonate. The mixture was then filtered through a hydrophobic frit and the organic phase was evaporated to give the crude product as a yellow oil. The crude material was purified by automated (Biotage SP4) flash-silica column chromatography, eluting with 0-80% ethyl acetate in hexane to give lambda/-[(2-chloro-4-fluorophenyl)methyl]-2-[1- (triphenylmethyl)-1 H-pyrazol-4-yl]acetamide as a white solid (0.330 g). LC/MS [M+H]+ = n.d., retention time = 3.64 minutes

The synthetic route of 15205-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/138876; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2845-89-8, These common heterocyclic compound, 2845-89-8, name is 1-Chloro-3-methoxybenzene, 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.

Unless special limited, generally the reaction conditions are as follows: 110 C lower, aryl chloride (0.7mmol), the secondary amine (1.2equiv. , Relative to the aryl chloride), the tertiary butyl alcohol potassium (1.3equiv. , Relative to the aryl chloride), complex (41) (0.02 muM %) (40muL, complex (41) (9.7 mg) dissolved in 4.0 ml of 1, 4 – dioxane), 1, 4 – dioxane (1.0 ml) the reaction 24 hours. Yield rate of the product after separation and purification.

Statistics shows that 1-Chloro-3-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 2845-89-8.

Reference:
Patent; Wenzhou University; Shao Lixiong; Lu Jianmei; Liu Feng; (23 pag.)CN106892945; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, Application In Synthesis of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Compound 3a (35.82 g, 110 mmol) and tetrahydrofuran (182 mL) were added to a three-necked flask and dissolved in an ice bath and cooled to -5 to 0C.A 2.0 M isopropyl magnesium chloride tetrahydrofuran solution (120 mmol, 60.0 mL) was added dropwise under a nitrogen atmosphere, and the reaction was maintained at an internal temperature of -5 to 0C for 1 hour.Compound 2a (36.34 g, 100 mmol) was dissolved in tetrahydrofuran (91 mL) under a nitrogen atmosphere, and slowly dropped into a reaction flask. After the dropwise addition, the temperature was raised to 25 to 30 C. and reacted for 2 to 3 hours.After the reaction was completed, the reaction was quenched by the addition of saturated ammonium chloride solution (182 mL), and the mixture was extracted twice with ethyl acetate (182 mL). The combined organic phases were washed twice with water (182 mL), dried over sodium sulfate, filtered, and concentrated with ethyl acetate. Recrystallization of ester and petroleum ether to give intermediate 4a(46.03g, 88%).

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:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Xu Guanshu; (22 pag.)CN107540685; (2018); A;,
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 106-39-8 as follows. Quality Control of 1-Bromo-4-chlorobenzene

General procedure: A flame-dried 50mL round-bottom flask equipped with amagnetic stir bar and a rubber septum was charged with arylhalide (1.0mmol), phenyl boronic acid (1.1mmol), K2CO3(2.0mmol) and CL-salen-Pd(II) (0.5% mmol). The mixturewas stirred in Ethanol: H2O= 1:1 (5.0mL) at 50 underair atmosphere for 1h. The mixture was cooled to roomtemperature, quenched with water (5mL), and diluted withethyl acetate (5mL). The layers were separated, and theaqueous layer was extracted with 2 × 5mL of ethyl acetate.The combined organic extracts were dried over anhydrousmagnesium sulfate, filtered, and concentrated in vacuo.Finally, the product was purified by column chromatography.

According to the analysis of related databases, 106-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Chunxia; Peng, Jinsong; Sun, Peng; Xie, Kaijun; Yang, Jiaojiao; Catalysis Letters; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 89794-02-5, 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. 89794-02-5, name is 4-Bromo-2-chlorotoluene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 10.0 mmol of the salt (II) were suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel under a nitrogen atmosphere, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) was added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic was diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture was heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension was discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. Examples 15, 18, 20 and 27 and 46-52 were extracted from the aqueous phase with 100 ml of ethyl acetate, the solvent was distilled off under reduced pressure and the resulting oils were isolated. The isolated yield for Example 1 that was prepared by this method was 2.87 g (72% of theory), whereas Example 1 prepared according to DE 198 50 139 A1 was obtained in a yield of 47% of theory.The composition of Examples 1-76 and selected physical properties are summarized in Table 2.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-chlorotoluene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7781-10-4,Some common heterocyclic compound, 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H6ClN3, 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 part of the resulted N-methylated compound (500 mg, 2.98 mmol) was dissolved in 5 ml abs. THF and cooled down to -78 C. Then 2M LDA (1.7 ml, 3.4 mmol) was added dropwise. The mixture was stirred at -78C for 1 hour, then iodide (757 mg, 2.98 mmol)was added. The solution was allowed to warm to r.t. and stirred for 22 hours, then 5 mlwater was added. Solid compound was formed and filtered off to give Preparation R2aj.HRMS calculated for C7H61N30: 274.9556; found 275.9634 [(M+H)+ form].1H-NMR(500 MHz, dmso-d6) oe ppm 11.97 (s, 1 H), 7.85 (s, 1 H), 6.79 (s, 1 H), 3.64 (s, 3H)13C-NMR(500 MHz, dmso-d6) oe ppm 157.3, 149.1, 144.2, 111.4, 110.3, 80.4, 33.2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, its application will become more common.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; WEBER, Csaba; VASAS, Attila; MOLNAR, Balazs; KISS, Arpad; MACIAS, Alba; MURRAY, James Brooke; LEWKOWICZ, Elodie; GENESTE, Olivier; CHANRION, Maia; DEMARLES, Didier; (105 pag.)WO2017/212012; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 261762-56-5, 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. 261762-56-5, name is 1-Chloro-2-fluoro-3-methoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 3 5-{[1-(2-Chloro-3-fluoro-4-methoxyphenyl)-3,3,3-trifluoro-2-hydroxy-2-([methylsulfanyl]methyl)propyl]amino}-1H-quinolin-2-one2-Chloro-3-fluoro-4-methoxybenzaldehyde; 1 g (6.2 mmol) 3-Chloro-2-fluoroanisole in 20 ml THF are cooled to -70 C. and 2.7 ml of a 2.5 M n-butyl lithium solution in hexane are added. After one hour at -70 3.93 ml DMF in 7 ml THF are added at -70 C. and the mixture is stirred another hour at -70 C. 15 ml of a 1 M aqueous HCl are added and the reaction is warmed to ambient temperature over 18 hours. The reaction mixture is partitioned between diethyl ether and water. The aqueous phase is extracted with diethyl ether, the combined organic phases are washed with brine, dried over sodium sulfate and evaporated. The crude product is purified by chromatography on silica gel to yield 0.25 g 2-chloro-3-fluoro-4-methoxybenzaldehyde. 1H-NMR (CDCl3); delta=3.98 (s, 3H), 6.98 (dd, 1H), 7.75 (dd, 1H), 10.30 (s, 1H).

The synthetic route of 1-Chloro-2-fluoro-3-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Berger, Markus; Rehwinkel, Hartmut; Zollner, Thomas; May, Ekkehard; Hassfeld, Jorna; Schacke, Heike; US2009/137564; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics