Chlorides-buliding-blocks

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. 33406-96-1, name is 1-Chloro-4-fluoro-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H6ClF

2-Chloro-5-fluoro-4-nitrotoluene. To a stirred solution of 2-chloro-5-fluorotoluene (10.356 g, 71.628 mmol, Lancaster, used as received) in conc. H2 SO4 (70 mL) at 0 C., KNO3 (7.252 g, 71.72 mmol) was added in four equal portions. The resulting pale yellow solution was allowed to warm to room temperature and was stirred overnight at room temperature. It was then poured into ice water (350 g) and extracted with ether (3*100 mL). Ether was dried over anhydrous Na2 SO4, removed under vacuum, and the resulting oil was dried further under vacuum to afford 12.277 g (90%) of the title compound as an oil, which was used as such for the next reaction; 1 H NMR (CDCl3); delta2.459 (s, 2H), 7.193 (d, 1H, J1 =11.1 Hz), 8.083 (d, 1H, J1 =6.6 Hz).

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 33406-96-1.

Reference:
Patent; State of Oregon, acting by and through the Oregon State Board of Higher Education, acting for and on behalf of the Oregon Health Sciences University and the University of Oregon, Eugene Oregon; Acea Pharmaceuticals, Inc.; The Regents of the University of California; US5631373; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 13918-92-8, 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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 8 (0.2 mmol, 1 equiv) in THF (1 mL) was added the sulfonyl chloride, sulfamoyl chloride or acid chloride (0.24 mmol, 1.2equiv), followed by TEA (0.30 mmol, 1.5 equiv). The mixture was stirred at rt for 3 h. Water (0.4 mL), EtOAc (3 mL) and then saturated NaHCO3 solution (0.8 mL) were added. After 10 min, the aqueous layer was removed. Celite (600 mg) was added to the organic layer and the solvent was evaporated. Flash chromatography using silica gel with an EtOAc/hexanes gradient provided the purified sulfonamide, sulfamide or amide.

The chemical industry reduces the impact on the environment during synthesis 2,4-Difluorobenzene-1-sulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Amato, George; Wiethe, Robert; Manke, Amruta; Vasukuttan, Vineetha; Snyder, Rodney; Runyon, Scott; Maitra, Rangan; Bioorganic and Medicinal Chemistry; vol. 27; 16; (2019); p. 3632 – 3649;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 14752-66-0, 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. 14752-66-0 name is Sodium 4-chlorobenzenesulfinate, 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.

A mixture of THF, K2CO3 (0.77 g 0 006 mol) and sodium 4-chloro- benzenesulfinate(0.75 g, 3.7 mmol) was stirred for 15 en blanket and cooled to 0-5 C. Naphth-2-ylmethylbromide (0.81 g, 3.7 mmol) was added to the reaction mixture. The mixture was stirred at 65 – 67 C for two hours and the solvent was removed by distillation. The resultant solid residue was recrystallized from isopropanol to give the title product, 0.30g, 51% yield, 99% purity by HPLC

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

Reference:
Patent; WYETH; RAVEENDRANATH, Sanjay; RAVEENDRANATH, Vijay; RAVEENDRANATH, Girija; WO2008/157216; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 57946-56-2,Some common heterocyclic compound, 57946-56-2, name is 4-Chloro-2-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.

To a solution of 4-chloro-2-fluoroaniline (1.15 g, 7.9 mmol) in 125 mL of ethanol added silver sulphate (1.7 g, 8.3 mmol), then followed by addition of I2 (2.1 g, 8.3 mmol) in portions. After the addition was completed, the mixture was stirred at RT for 2 hours. The mixture was filtered through celite and the filtration was evaporated to give dark oil which was dissolved in 125 mL of DCM. The solution was washed with 2M sodium hydroxide (40 mL×2), saturated Na2S2O3 (40 mL×2) and water (40 mL×2). The resulting solution was dried over MgSO4 and then evaporated to give the crude 4-chloro-2-fluoro-6-iodoaniline as dark oil (2.1 g, yield: 98%).

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-2-fluoroaniline, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; FENG, Song; GAO, LU; HONG, Di; WANG, Lisha; YUN, Hongying; ZHAO, Shu-Hai; (89 pag.)US2016/200741; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 210532-25-5, 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

Example llbis-a: N-(6-chloro-5-cyanopyridin-3-yl)-3,5-difluorobenzene- sulfonamide 1.132 g (5.32 mmol) of 3,5-difluorobenzene-l-sulfonyle chloride is added under argon to a solution of 545 mg (3.55 mmol) of 5-amino-2-chloronicotinotrile in 20 mL of an anhydrous 1 : 1 mixture of THF and pyridine. The reaction medium is heated to 70C for 3 hours and let 12 additional hours under stirring at room temperature. The solvent is dry evaporated and the crude reaction product is redissolved in ethyl acetate and washed with several aqueous fractions. The organic phase is dried on magnesium sulfate, filtered, concentrated and then purified by silica gel chromatography to yield 784 mg (67%) of N-(6-chloro-5-cyanopyridin-3-yl)-3,5-difluorobenzene-sulfonamide. 1H NMR: deltaEta ppm (400 MHz, DMSO): 11 ,39 (1H, si, NH), 8.34 (1H, m, CHarom), 8.10 (1H, m, CHarom), 7.67 (1H, m, CHarom), 7.59 (2H, m, CHarom).

The chemical industry reduces the impact on the environment during synthesis 3,5-Difluorobenzene-1-sulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PIERRE FABRE MEDICAMENT; SOKOLOFF, Pierre; CACHOUX, Frederic; WO2014/16433; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, molecular formula is C6H4ClN3, 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. Computed Properties of C6H4ClN3

Step 2: Preparation of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine 478 mg (3.11 mmol) of 6-chloroimidazo[1,2-b]pyridazine were introduced into 10 mL of chloroform under argon and, while cooling in ice, 664 mg (3.73 mmol) of N-bromosuccuinimide were added. After the addition was complete, the reaction mixture was stirred at room temperature overnight. The reaction mixture was then mixed with water and ethyl acetate and, after addition of saturated sodium bicarbonate solution, the phases were separated. The aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were then washed with sat. sodium chloride solution and dried over sodium sulfate. In the final removal of the solvent in vacuo, the desired product was isolated in quantitative yield in the form of an amorphous white solid which was employed without further chromatographic purification in subsequent reactions. 1H-NMR (CHLOROFORM-d): delta [ppm]=7.12 (1H); 7.79 (1H); 7.90 (1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6775-78-6, its application will become more common.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Eis, Knut; Puehler, Florian; Zorn, Ludwig; Schulze, Volker; Suelzle, Detlev; Lienau, Philip; Haegebarth, Andrea; Petersen, Kirstin; Boemer, Ulf; US2015/87631; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, molecular formula is C8H9ClO4S, 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: 63624-28-2

General procedure: A solution of the appropriate acid halide fragments (4.8 mmol)in dry pyridine (5 mL) was dropwise added to a well-stirredmixture of the intermediate 3-amino-substituted rutaecarpine 5(4 mmol) in dry pyridine (50 mL) at room temperature. The reactionwasstirred for 30 min and monitored by TLC. After the reactioncompleted, the pH was adjusted to neutral with dilute hydrochloricacid. The pyridine and residual sulfonyl chloride were distilledunder reduced pressure. The mixture was extracted with an ethylacetate-water system. The aqueous layer was discarded and ethyl acetate was evaporated to obtain crude product. The crude productwas washed with water and dried under vacuum. The solid residuewas purified by flash chromatography on silica gel with ethyl acetate/petroleum ether (1:1) elution to provide the desired derivatives6a-6p, 7a-7c, and 8a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 63624-28-2, its application will become more common.

Reference:
Article; Wu, Mingfei; Ma, Jie; Ji, Lijun; Wang, Min; Han, Jianfei; Li, Zeng; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 198 – 211;,
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

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

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