Month: August 2021

Application of 53145-38-3, 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. 53145-38-3, name is 2-Chloro-6-fluoroanisole, This compound has unique chemical properties. The synthetic route is as follows.

Under N2 atmosphere, an oven-dried 4 mL vial was charged with l-chloro-3- fluoro-2-methoxybenzene (48.2 mg, 38.9 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol%), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol%), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 (v/v) with 1% triethylamine), to afford 106.7 mg of a mixture of the title compound and its two constitutional isomers (78% yield). Purification for characterization was accomplished by preparative TLC. [00221] Data for 2k: colorless solid; R/ = 0.59 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.93-7.97 (m, 4H), 7.70-7.74 (m, 2H), 7.57-7.61 (m, 4H), 6.83 (t, J = 2.1 Hz, 1H), 6.72 (dd, J = 10.9, 2.6 Hz, 1H), 4.04 (d, J = 2.3 Hz, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 155.1 (d, J = 251.3 Hz), 146.4 (d, J = 12.5 Hz), 139.1, 134.5, 129.4, 129.1 (d, J = 3.8 Hz), 128.8 (d, J = 1.1 Hz), 128.7, 128.4 (d, J = 5.5 Hz), 119.4 (d, J =20 Hz), 61.7 (d, J = 6.3 Hz). 19F NMR (375 MHz, CDC13, 23 C, delta): -129.0 (d, J = 9.8 Hz). Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for [M + NH4]+, 473.0402, found, 473.0415.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-6-fluoroanisole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; NGAI, Ming-Yu; BOURSALIAN, Gregory, Bagrad; MCNEILL, Eric, Andrew; RITTER, Tobias; WO2015/31725; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6775-78-6, 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. 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-bromo-6-chloroimidazo[l,2-b]pyridazine (11-1) was synthesized as shown in scheme 11, wherein N-bromosuccinamide (19.2 g, 108 mmol) was added to a solution of chloro-imidazo[l,2- b]pyridazine (10-1) (15 g, 98 mmol) in DMF cooled to 00C. The resulting solution was stirred at 00C for 1 hour and the reaction mixture was then poured into 1.4L of stirring water at room temperature. The resulting yellow heterogeneous solution was then stirred at room temperature for one hour and the solids were then filtered and washed with hexanes. The solid was dried under vacuum over-night to yield 3- bromo-6-chloroimidazo[l,2-b]pyridazine (11-1) as a yellow solid.

The synthetic route of 6-Chloroimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2009/140128; (2009); A2;,
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. 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-(4-Chlorophenyl)-N-methylmethanamine

General procedure: A solution of 0.17g (1.40mmol) of N-benzylmethylamine, 0.20g (1.40mmol) of K2CO3 and 0.40g of (R,S)-3(4-bromobutyl)-5-phenyloxazolidin-2-one 23 in ACN was allowed to stirring under reflux for 6-12h and monitored by TLC until the reaction was completed. The hot solution was filtered and concentrated in vacuo to afford 0.29g (85.0mmol) of a chromatography pure yellow oil 2a.

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 104-11-0.

Reference:
Article; Zampieri, Daniele; Vio, Luciano; Fermeglia, Maurizio; Pricl, Sabrina; Wuensch, Bernhard; Schepmann, Dirk; Romano, Maurizio; Mamolo, Maria Grazia; Laurini, Erik; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 712 – 726;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 108-70-3,Some common heterocyclic compound, 108-70-3, name is 1,3,5-Trichlorobenzene, molecular formula is C6H3Cl3, 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 1; [0099] 3,5-Dichlorophenyl-isopropylsulfide (2); EMI20.0[0100] Method A; [0101] To a solution of 4N sodium hydroxide (0.8 ml) was added isopropylmercaptan (0.33 ml). The mixture was stirred for 10 minutes at room temperature. 1,3,5-Trichlorobenzene(1) (1.8 g, 10 mmol) and tetra n-butylammoniumbromide (322 mg, 1 mmol) were added thereto. The reaction mixture was refluxed under vigorous stirring at 140[deg.] C. for 5.5 hours. The reaction mixture was poured into ice-water, extracted with ethylacetate, washed with water, dried over sodium sulphate, filtrated and concentrated under reduced pressure. The obtained residue was chromatographed twice on silica gel (SiO2 18 g, elution: n-hexane) to yield the objective (2) (566 mg). Yield 85%. [0102] IR(film) 1555, 1400, 1375, 1360, 1155 cm<-1>. [0103] <1>H-NMR (CDCl3, 200 MHz) [delta]: 1.32 (6H, d, J=6.4 Hz), 3.42 (1H, sept, J=6.4 Hz), 7.15-7.25 (3H, m).

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

Reference:
Patent; Aoki, Tsutomu; Konoike, Toshiro; US2003/195363; (2003); 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. 32768-54-0, name is 2,3-Dichlorotoluene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6Cl2

EXAMPLE 1 Preparation of 2,3-dichloro-6-nitrotoluene 208 mmole concentrated nitric acid and 270 mmole concentrated sulfuric acid were mixed and cooled to ambient temperature. 200 mmole 2,3-dichlorotoluene was added to a reaction flask and was cooled in an ice-water bath. The acid mixture was added slowly with stirring to the dichlorotoluene keeping the dichlorotoluene in the ice-water bath. After all the acid had been added, the mixture in the ice-water bath was stirred for about 10 minutes. A drying tube was attached to the reaction flask and the reaction mixture warmed to ambient temperature. The reaction mixture was heated at 50 C. with stirring for three hours. The reaction mixture was transferred to a separatory funnel and the acid drained. The organic layer was washed with water and discarded. 1 % sodium carbonate was added to neutralize the acid. Ethyl acetate was added and partitioned the product to the organic phase. Ethyl acetate was added until the organic phase cleared. The organic phase was washed with water, followed by washing with half-saturated aqueous brine solution and washing with saturated aqueous brine solution. The organic phase was dried with sodium sulfate and the solvent evaporated under reduced pressure. The crude product was purified by flash column chromatography using silica gel 60 (35 to 70-um particle size) at 5% product loading. The elution solvent was 100% hexane. Unreacted starting material elutes first followed by the ortho nitro product then by a material hypothesized to be the para nitro compounds. The yield was about 50% of a light yellow solid based on 2,3-dichlorotoluene.

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; Roberts Laboratories Inc.; US5801245; (1998); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 4535-90-4,Some common heterocyclic compound, 4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, molecular formula is C3H9Cl2N, 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 solution of 50 mg of 3-((2-(4-((3-(trifluoromethyl)benzyl)carbamoyl)pyridin-2-yl)-4-(piperidin-1-yl)phenyl)carbamoyl)benzoic acid 4.1e, 9.3 mg of N-methyl-N-(2-chloroethyl)amine hydrochloride, 43 muL of diisopropylethylamine, and 35 mg of HATU in 1000 muL of DMF was stirred for 1 h. The mixture was diluted with 20 mL of water, and the resulting precipitate was collected by filtration. It was dissolved in dichloromethane and the solution was washed with water and dried (Na2SO4). The solvent was evaporated to give 42 mg of product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-N-methylethanamine hydrochloride, its application will become more common.

Reference:
Patent; Ardelyx, Inc.; Lewis, Jason G.; Jacobs, Jeffrey W.; Reich, Nicholas; Leadbetter, Michael R.; Bell, Noah; Chang, Han-Ting; Chen, Tao; Navre, Marc; Charmot, Dominique; Carreras, Christopher; Labonte, Eric; (323 pag.)US9301951; (2016); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1000572-93-9, name is 1-Bromo-3,4-dichloro-5-fluorobenzene, 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 1000572-93-9, Safety of 1-Bromo-3,4-dichloro-5-fluorobenzene

A mixture of 5-bromo-1,2-dichloro-3-fluorobenzene (2 g, 8.3 mmol), bis(pinacolato)diboron (3.1 g, 12.4 mmol), Pd(dppf)Cl2 (0.33 g, 0.41 mmol), KOAc (2.4 g, 24.7 mmol) in 1,4-dioxane (50 mL) was degassed with N2 for 5 minutes. The reaction mixture was stirred at 70 C. for 16 h. TLC (EtOAc/Petroleum ether=1:5) indicated complete consumption of the bromo starting material. The reaction mixture was poured into water (40 mL) and extracted with EtOAc (3*70 mL). The combined organic phases were dried over anhydrous Na2SO4, and concentrated in vacuo to give a crude residue, which was purified by column chromatography (silica gel, EtOAc/petroleum ether=1:10) to give the boron intermediate (2.0 g, yield: 83.3%) as a white solid.

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; Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; Akama, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen; US2013/131016; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, 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 1996-30-1, SDS of cas: 1996-30-1

A solution of 2-bromo-4-chloro-l-fluorobenzene (2.5 mL, 20 mmol) and sodium thiomethoxide (1.45 g, 20.7 mmol) in DMF (20 mL) was stirred at 100C for 2 h. The reaction mixture was added to water (20 mL) with stirring, and the aqueous mixture was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel(hexanes/EtOAc: 20/1) to afford the title compound. 1H NMR (600 MHz, DMSO-d6): delta 7.74 (d, / = 8.6, 2.3 Hz, 1H), 7.49 (dd, / = 8.6, 2.3 Hz, 1H), 7.28 (d, / = 8.6 Hz, 1H), 2.51 (m, 3H).

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-Bromo-4-fluorochlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; FALCONE, Danielle; TORRES, Luis; BRUBAKER, Jason; ZENG, Hongbo; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146490; (2014); 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. 6940-78-9, name is 1-Bromo-4-chlorobutane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H8BrCl

General procedure: A 2.6 M methanolic solution of MeSNa (23 mL, 1.2 equiv.) was added dropwise to a stirred solution of omega-bromochloroalkane 6 (50 mmol) in dry methanol (80 mL) at room temperature (r.t.). Stirring was continued until complete consumption of the dihalide (2-3 h, GC monitoring). The mixture was concentrated in vacuo and the resulting white slurry was taken in cold water and extracted with dichloromethane. After drying the organic phase over MgSO4, filtration and concentration in vacuo, the oily residue was purified by flash chromatography using silica gel (230-400 mesh) with hexane as eluent to afford 7a-d as light yellow oils.

According to the analysis of related databases, 6940-78-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mavratzotis, Manolis; Cassel, Stephanie; Montaut, Sabine; Rollin, Patrick; Molecules; vol. 23; 4; (2018);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 83121-15-7, The chemical industry reduces the impact on the environment during synthesis 83121-15-7, name is 3,5-Dichloro-2,4-difluoroaniline, I believe this compound will play a more active role in future production and life.

In a 500ml stainless steel autoclave equipped with a hydrogen port, cooling circulating water, pressure gauge and electric heating device,160 g of methanol and 22.8 g (0.1 mol) of compound (II) 3,5-dichloro-2,4-difluoronitrobenzene were added.0.80 g of 3% platinum carbon and 0.85 g (0.007 mol) of 85% phosphoric acid were added by stirring, and the pipe was rinsed with 20 g of methanol to close the kettle;Wherein the molar amount of platinum carbon is calculated as 0.80*(1-60% aqueous)*3% dry basis platinum content/195.078 platinum molecular weight=0.0000492 mol; First, hydrogen is introduced to the internal pressure of 0.2 to 0.4 MPa for 2 to 3 times, then hydrogen is introduced to the internal pressure of 1.0 to 1.5 MPa, and the temperature is controlled at 75 to 80 C to stir the reaction. During the period, hydrogen is added until the pressure is no longer lowered.HPLC monitoring raw material (II) basically disappeared or the content was less than 0.5%; reaction 6h, the reaction solution was suction filtered, the filter residue was washed twice with methanol, 10ml each time; solid platinum carbon was recovered and applied; The filtrate was vacuum-recovered to recover a large amount of light yellow solids. The mixture was stirred and dripped into 50 g of water, stirred rapidly for 30 minutes, slowly cooled to 0 to 5 C for 1 h, filtered, and dried.The solid was further washed with water to neutrality, rinsed with 10 g of water, and dried at 50 C under normal pressure to obtain a white-white powdery solid. The weight: 19.0 g, content: 97.2%; yield: 96.0%.

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, 3,5-Dichloro-2,4-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Zhongqi Technology Co., Ltd.; Chen Qinghong; Zhang Pu; Wang Fengyun; Hou Yuanchang; (7 pag.)CN109369414; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics