Category: chlorides-buliding-blocks

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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C15H14BrClO

A mixture of 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene compound of formula-4 (83.33 gms) and toluene (420 ml) was heated to reflux temperature and stirred for 2 hrs under azeotropic conditions. Distilled off the solvent completely under reduced pressure. Cooled the obtained compound to 25-30 C. under nitrogen atmosphere. Tetrahydrofuran (665 ml) followed by the compound obtained in step-(a) were added to the reaction mixture at 25-30 C. under nitrogen atmosphere. Cooled the reaction mixture to -85 to -80 C. and stirred for 20 mins at the same temperature. n-butyl lithium (238.3 ml) was slowly added to the reaction mixture at -85 to -80 C. under nitrogen atmosphere. Raised the temperature of the reaction mixture to -75 to -70 C. and stirred for 2 hrs at the same temperature. A solution of methane sulfonic acid (91.4 ml) in methanol (500 ml) was slowly added to the reaction mixture at -75 to -70 C. The temperature of the reaction mixture was slowly raised to 0-5 C. and then to 10-15 C. The reaction mixture was stirred for 18 hrs at 10-15 C. 10% aqueous sodium bicarbonate solution was added to the reaction mixture at 10-15 C. The temperature of the reaction mixture was raised to 25-30 C. and stirred for 15 mins. Separated the both organic and aqueous layers, the aqueous layer was extracted with ethyl acetate. Both the organic layers were combined, washed with 10% aqueous sodium chloride solution and then distilled off the solvent completely from the organic layer under reduced pressure. Cooled the obtained compound to 40-45 C. and then co-distilled with toluene. Toluene (100 ml) was added to the obtained compound at 25-30 C. and stirred for 20 mins at the same temperature. Diisopropyl ether (500 ml) was added to the reaction mixture at 25-30 C. Cooled the reaction mixture to 15-20 C. and stirred for 2 hrs at the same temperature. Settled the reaction mixture and decanted the upper organic layer. Distilled off the solvent from the bottom to get title compound. Yield: 135 gms; Purity by HPLC: 89.02%.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSN LABORATORIES PRIVATE LIMITED; Thirumalai Rajan, Srinivasan; Eswaraiah, Sajja; (15 pag.)US2017/29398; (2017); A1;,
Chloride – Wikipedia,
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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 4152-90-3 as follows. SDS of cas: 4152-90-3

General procedure: The mixture of benzylamine 1a (5.0 mmol), CuI (0.0190 g, 0.1 mmol, 2 mol%), and TEMPO (0.0156 g, 0.1 mmol, 2 mol%) was directly stirred in open air at room temperature (ca. 30 oC) in a reaction tube. After completion of the reaction as monitored by GC-MS and/or TLC, the mixture was then directly purified, without any workup, through a Et3N-washed silica gel column using ethyl acetate and petroleum ether as the eluent, affording N-benzylidenebenzylamine 2a in 85% isolated yield.

According to the analysis of related databases, 4152-90-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Huang, Bo; Tian, Haiwen; Lin, Shoushuai; Xie, Meihua; Yu, Xiaochun; Xu, Qing; Tetrahedron Letters; vol. 54; 22; (2013); p. 2861 – 2864;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 367-22-6,Some common heterocyclic compound, 367-22-6, name is 4-Chloro-3-fluoroaniline, molecular formula is C6H5ClFN, 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.

[0216] Ethyl 2-(4-chloro-3-fluorophenylamino)-2-oxoacetate (2′). TEA (2.28g, 0.023 mol) was added at once to a solution of 3 g (0.0206 mol) 4-chloro-3-fluoroaniline in 50 ml of DCM and then ethyl 2-chloro-2-oxoacetate (2.81 g, 0.0206 mol) was added dropwise at 0C. Reaction mixture was stirred at 0C for 1 h and then continued at room temperature (RT) for 6 h. The mixture was washed with 25% aqueous solution of K2C03 (2×50 ml) and water (50 ml). The product was dried over Na2S04 and evaporated. The residue was washed with ether and dried on the air to give ethyl 2-(4-chloro-3-fluorophenylamino)-2- oxoacetate (2′) (3.97 g, 78.6%) as a white powder; LC-MS (APCI+) m/z: calcd for C10H9CIFNO3: 245.03; found: 245 (M+H+).

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-3-fluoroaniline, its application will become more common.

Reference:
Patent; NEW YORK BLOOD CENTER, INC.; THE UNITED STATES OF AMERICA as represented by THE DEPARTMENT OF HEALTH AND HUMAN SERVICES (WASHINGTON, DC); DEBNATH, Asim, Kumar; CURRELI, Francesca; KWONG, Peter, D.; KWONG, Young, Do; WO2013/36676; (2013); A1;,
Chloride – Wikipedia,
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Related Products of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, 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.

Stage 1.2: 3-Bromo-6-chloro-imidazo[1,2-b]pyridazine (II). 6-Chloro-imidazo[1,2-b]pyridazine (I) (example 1; stage 1.1) (4.94 g; 29.3 mMol) is dissolved in DMF (50 mL) and cooled to 0C. At this temperature, N-bromo-succinimide (5.76 g; 30.7 mMol) is added and the brown solution is stirred at OC for 2 h, followed by stirring at RT for 1h. The brown solution is taken up into EtOAc (400 mL) and washed with water (2x 200 mL), followed by back extraction of the aqueous layers with EtOAc (1x 200 mL). The combined organic layers are dried (Na2SO4), and concentrated under reduced pressure to obtain the title compound as yellowish crystals; mp. 132-137C; MS(ESI+):m/z= 233.8 (M+H)+; HPLC: tRet = 4.61 min (System 1). The title compound is used in the next step without further purification. Additional material can be isolated from the mother liquor. The structure is confirmed by x-ray analysis; it contains N-bromo-succinimide.

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2008/138889; (2008); A2;,
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 933190-51-3 as follows. Safety of 8-Bromo-6-chloroimidazo[1,2-b]pyridazine

Compound 3-1 (0 · 27g, lmmol), morpholine 0 · 12g (l. 2mmol) and triethylamine (0 · 3ml, 2. 2mmol) Was added to 5ml of tetrahydrofuran was refluxed for 12h, after completion of the reaction, washed with water, extracted with dichloromethane, washed with saturated brine, dried over anhydrous sodium sulfate. Petroleum ether: ethyl acetate 6: 1 column chromatography to obtain a solid, yield 80%

According to the analysis of related databases, 933190-51-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Peking University; Zhang Liangren; (50 pag.)CN103360399; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1005-56-7, 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. 1005-56-7, name is O-Phenyl carbonochloridothioate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Phenyl chlorothionoformate (345 mg, 2.0 mmol), amine 2 (4.0 mmol) and water (15 mL) were added successively to a 50 mL round-bottom flask. The reaction mixture was stirred at room temperature for 1 h (monitored by TLC). After the reaction was complete, the solid was filtered off, washed with 10% HCl (2 × 20 mL) and deionised water(2 × 20 mL), and dried under vacuum to give the pure thiocarbamates 3. All products are known compounds and were identified by comparison of their physical and spectral data with those reported inthe literature.28

The synthetic route of O-Phenyl carbonochloridothioate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Zhengyi; Chen, Yuan; Yin, Yue; Wang, Zhiming; Sun, Xiaoqiang; Journal of Chemical Research; vol. 40; 11; (2016); p. 670 – 673;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 56961-77-4, 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. 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 1-1 was synthesized according to the following reaction formula. 3-chloro-10H-spiro(acridine-9,9′-fluorene) (27.4 mmol, 10 g) after dissolving in 100 mL of xylene, NatBuO (137 mmol, 13.2 g) was added and stirred at 180 C Then, 1-bromo-2,3-dichlorobenzene (9.16 mmol, 2.05 g) and BTP (0.36 mmol, 0.2 g) were added sequentially. After 12 hours, the reaction was quenched with a saturated aqueous solution of ammonium chloride and extracted with ethyl acetate and water.The impure target obtained by concentration under reduced pressure was purified by column chromatography using an ethyl acetate / normal nucleic acid solvent to obtain 2.5 g (33% yield) of Intermediate 1-1.

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

Reference:
Patent; LG Chem, Ltd.; Gu Gi-dong; Keum Su-jeong; Yoon Jeong-min; Kim Gong-gyeom; (50 pag.)KR2019/37176; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 139512-70-2,Some common heterocyclic compound, 139512-70-2, name is 4-Chloro-5-fluorobenzene-1,2-diamine, molecular formula is C6H6ClFN2, 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: A solution of intermediate 6 (1.0 equiv.) and substituted o-phenylenediamine (1.0 equiv.) in 15 mL acetonitrile was stirred at roomtemperature overnight. TLC was used to monitor the progress of the reaction. When the reaction finished, the mixture was addedBOP (1.5 equiv.) and DBU (2.0 equiv.) and was stirred at room temperature. TLC was used to monitor the progressof the reaction. The solutionwas treated with water and ethyl acetate. The organic phases were combined anddried over and evaporated to dryness under reduced pressure. Purification bychromatography using petroleum ether/ethyl acetate 2:1 yielded 7a.

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-5-fluorobenzene-1,2-diamine, its application will become more common.

Reference:
Article; Bu, Huagang; Jia, Lejiao; Li, Jun; Li, Zhenyu; Li, Zhiying; Shen, Chengwu; Tang, Hui; Wu, Xingkang; Zhang, Rui; Bioorganic and medicinal chemistry letters; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 344-65-0, name is 1-Bromo-4-chloro-2-(trifluoromethyl)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 344-65-0, name: 1-Bromo-4-chloro-2-(trifluoromethyl)benzene

General procedure: A 1,4-Dioxane solution (8 mL) of 10 (1.0 mmol), arylboronic acid 2 (1.0 equiv.), K3PO4, and Pd(PPh3)4 (5 molpercent) was heated at 75 C for 4 h. After cooling to room temperature, H2O was added and the reaction mixture was extracted with CH2Cl2. The organic layer was dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (pure n-heptane).#10;#10;#10;#10;#10;#10;#10;

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; Ali, Iftikhar; Siyo, Baraa; Hassan, Zahid; Malik, Imran; Ullah, Ihsan; Ali, Asad; Nawaz, Muhammad; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 145; (2013); p. 18 – 34;,
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. 53145-38-3, name is 2-Chloro-6-fluoroanisole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H6ClFO

Example 6Preparation of 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4-oxo-5,6-dihydro-4H-pyridine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester (15)2-Chloro-6-fluoroanisole (24.5 g, 0.153 mol) was dissolved in anhydrous THF (150 mL) under a nitrogen atmosphere. The solution was cooled to -60 C., and n-BuLi (67 mL of 2.5 M solution in hexane, 0.168 mol) was added dropwise over 30 min. During the addition the reaction warmed to -48 C. The reaction mixture was stirred for 30 min at -50 C. and then cooled to -60 C. Anhydrous ZnCl2 (25 g, 0.183 mol) was added to the reaction mixture first by addition as a solid and then by addition of a solution in anhydrous THF. The reaction mixture was stirred at -45 C. for 2.5 h until nearly all of the solid ZnCl2 had dissolved. The reaction solution was allowed to warm to room temperature, and solvent was evaporated by a nitrogen purge. The residue was redissolved in THF to form a stock solution.Methyl 4-methoxypicolinate (11.92 g, 0.0713 mol) was dissolved in anhydrous THF (300 mL) under N2. The solution was cooled in an ice bath. Neat phenyl chloroformate (10.5 mL, 0.0837 mol) was added. After 45 min the stock solution of (4-chloro-2-fluoro-3-methoxyphenyl)zinc(II) chloride (1.19 M in THF, 76.0 mL, 0.0904 mol) was added dropwise over 1 h. The solution was stirred at room temperature for 3 days (d) and then quenched by addition of a saturated aqueous ammonium chloride (NH4Cl) solution (200 mL). The organic layer was separated, and the aqueous layer was extracted with ether (2×100 mL). The combined organic extracts were washed with H2O and then brine. The solution was dried (MgSO4) and evaporated to a bright yellow liquid which was dissolved in THF (250 mL) and 1 M HCl (250 mL). The reaction mixture was stirred at room temperature for 2 d and then neutralized with saturated NaHCO3 solution. The reaction mixture was extracted with ether. The ether extracts were washed with H2O followed by brine, then dried (MgSO4) and evaporated to a yellow oil. The crude product was purified by silica gel chromatography (hexane-EtOAc gradient) to give a yellow oil. The oil was crystallized from MeOH to give 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4-oxo-5,6-dihydro-4H-pyridine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester (15; 17.67 g, 57%) as a white solid: mp 112-114 C.; 1H NMR (300 MHz, CDCl3) delta 7.40 (m, 2H), 7.27 (m, 1H), 7.14 (m, 4H), 6.22 (d, J=6.6 Hz, 1H, H6), 5.90 (d, J=1.2 Hz, 1H, H3), 3.97 (d, JF-H=0.9 Hz, 3H, OMe), 3.87 (s, 3H, CO2Me), 3.30 (dd, J=6.6, 17.4 Hz, 1H, H5a), 3.05 (d, J=18 Hz, 1H, H5b); 13C{1H} NMR (75.4 MHz, CDCl3) delta 191.7 (C4), 163.8 (CO2Me), 153.9 (d, JF-C=250 Hz, C2′), 151.0, 150.3, 145.0, 144.8, 129.6 (meta Ph), 128.8 (d, JF-C=3 Hz, C4′), 126.5 (para Ph), 125.2 (d, JF-C=3 Hz, C5′), 124.5 (d, JF-C=12 Hz, C1′), 121.0 (d, JF-C=4 Hz, C6′), 120.9 (ortho Ph), 114.5 (C3), 61.6 (d, JF-C=5 Hz, OMe), 53.8, 53.4, 41.6; Anal. Calcd for C21H17ClFNO6: C, 58.14; H, 3.95; N, 3.23. Found: C, 57.82; H, 3.90; N, 3.18.

According to the analysis of related databases, 53145-38-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; US2010/311981; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics