Category: 13918-92-8

Reference of 13918-92-8, 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 13918-92-8 as follows.

General procedure: To a solution of 5-bromo-2-methoxypyridin-3-amine (1) (2.01 g,10 mmol) in pyridine (50 ml) at 0 C, 4-fluorophenylsulfonylchloride (2.14 g, 11 mmol) was added. Then the mixture was stirredat room temperature for 24 h. Pyridine was removed underreduced pressure and adding water (100 ml), extracted with ethylacetate (3 100 ml), the organic layer was washed with water(50 ml), dried with Na2SO4 and evaporated to give compound 2a asa white solid (3.22 g, 89.4% yield).

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fan, Yan-Hua; Li, Wei; Liu, Dan-Dan; Bai, Meng-Xuan; Song, Hong-Rui; Xu, Yong-Nan; Lee, SangKook; Zhou, Zhi-Peng; Wang, Jian; Ding, Huai-Wei; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 95 – 106;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13918-92-8, 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 13918-92-8 as follows.

To a solution of 5-bromo-2-methoxypyridin-3-amine (10.15 g, 50 mmol) in pyridine (50 mL) was added 2,4-difluorobenzene-1-sulfonyl chloride (11.68 g, 60 mol) slowly at 0 C. The mixture was stirred at rt for 19 hours and concentrated in vacuo. The residue was dissolved in MeOH (100 mL) and NaOH (2.50 g, 60 mmol). The resulted mixture was stirred at rt for 12 hours and concentrated in vacuo. The residue was dissolved in H2O (50 mL) and the resulted mixture was extracted with DCM (100 mL¡Á3). The combined organic phases were washed with brine (100 mL¡Á3), dried over anhydrous Na2SO4, and concentrated in vacuo to give the title compound as a brown solid (16.90 g, 89.1%). [0304] MS (ESI, pos. ion) m/z: 379.0 [M+H]+.

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; Xi, Ning; US2014/234254; (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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H3ClF2O2S

General procedure: To a mixture of7-(1,4-diazepan-1-yl)-2-(4-fluorophenyl)imidazo[1,2-a]pyrimidine 6 (1 mmol)in CH2Cl2 was added Et3N (2 mmol), followedby corresponding acid chloride or sulfonylchloride or alkyl halide (1.1 mmol)at room temperature and the mixture was allowed to stir for 3 h. The mixturewas diluted with water (50 mL), extracted with CH2Cl2(2 ¡Á 50 mL) and the combined organic layers were dried over anhydrous Na2SO4,filtered and concentrated under reduced pressure. The residue was purified bycolumn chromatography over silica gel [100-200 mesh; CH3OH:CH2Cl2 (1:9)]. Fractions containingthe product were concentrated under vacuum to obtain title compounds (10a-i,11a-g, 12).

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mantipally, Manohar; Gangireddy, Madhusudhana Reddy; Gundla, Rambabu; Badavath, Vishnu Nayak; Mandha, Santhosh Reddy; Maddipati, Venkatanarayana Chowdary; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2248 – 2253;,
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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Recommanded Product: 2,4-Difluorobenzene-1-sulfonyl chloride

A mixture of 1.50 g (5.8 mmol) E-3, 3.08 mL (23.2 mmol) 2,4-difluoro-benzenesulfonyl chloride, 1.9 mL (24.4 mmol) pyridine and 40 mL DCM is stirred at RT over night. The reaction mixture is concentrated under reduced pressure and the residue is purified with RP-chromatograpy. Yield: 0.71 g (28%).

The synthetic route of 13918-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; KRAEMER, Oliver; van der VEEN, Lars; US2013/23533; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13918-92-8,Some common heterocyclic compound, 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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 flask containing 10 mmol of 3,4-methylenedioxyphenethylamine in 80 mL of dichloromethane was placed in an ice bath, then 13 mmol of pyridine was added to provide an alkaline environment. While stirring, 2 mmol of 2,4-difluorobenzenesulfonyl chloride was slowly added dropwise. After lh, the ice bath was removed, and the reaction was continued at room temperature for 3 h to stop the reaction. The reaction solution was washed with water three times, washed once with saturated sodium chloride and dried over anhydrous sodium sulfate. The solvent is recovered by filtration and rotary distillation, and hexane is added to the remaining oily liquid to crystallize. After the crystals are completely crystallized, the product is recrystallized to give the product as a pale yellow solid, N-(2,4-difluorobenzenesulfonyl)-3,4-methyleneoxyphenylethylamine, yield 99%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Difluorobenzene-1-sulfonyl chloride, its application will become more common.

Reference:
Patent; Hebei University of Science and Technology; Liu Shouxin; Zhang Xiaofang; Zhang Zhiwei; Yang Yihua; Yang Jianhua; (12 pag.)CN104045645; (2018); B;,
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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Safety of 2,4-Difluorobenzene-1-sulfonyl chloride

General procedure: To 5-(5-(5-Aminopyridin-3-yl)thiophen-2-yl)-2-methyl- isoindolin-1-one (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 CH2C12 (3 mL) over 5 mm. The suspension was heated to 45C under N2 for 4 h., at which point another portion of 2,4-difluorobenzenesulphonyl chloride (169 mg,0.79 minol) in CH2C12 (2 mL) was added. The whole mixture was left to stir for at 45C under N2 for 16 h., then the solvent removed under reduced pressure. The resulting residue was suspended in acetone (10 mL), 1 M HCI (20 mL) added, and the entire mixture stirred for 10 minutes. The solid was then collected by filtration, washed well with 1 M HC1 and water, dried, and purified by chromatography as described below.In cases where the bis-sulphonarnide was also formed, a second step was introduced where the crude product above was treated with a 1:1 mixture of 1 ,4-dioxane and 2 M NaOH. The crude suiphomamide resulting from subsequent acidification of the reaction mixture was isolated by filtration, washed well with wafer, and dried. Purification was carried out by flash column chromatography (2% MeOHJCH2C12 as eluant), giving the title compound(1) as a pale yellow solid (211 mg, 54%), mp (MeOH/CH2C12) 266-269C. ?H NMR [400 MHz, (CD3)2S0] oe 11.15 (br s, 1 H), 8.69 (d, J= 2.0 Hz, I H), 8.25 (d, J= 2.4 Hz, 1 H), 8.01 (dt, J 8.7, 6.3 Hz, 1 H), 7.95 (s, I H), 7.83 (dd, J= 8.0, 1.5 Hz, 1 H), 7.68-7.75(m, 3 H), 7.65 (d, J 3.9 Hz, 1 H), 7.58 (dt, J 8.9, 2.4 Hz, I H), 7.30 (dt, J 8.2, 2.0 Hz,I H), 4.52 (s, 2 H), 3:09 (s, 3 H). Anal. (C24H17F2N303S2) C, H, N.

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; PETER MACCALLUM CANCER INSTITUTE; SPICER, Julie Ann; DENNY, William Alexander; MILLER, Christian Karl; O’CONNOR, Patrick David; HUTTUNEN, Kristiina; TRAPANI, Joseph A.; HILL, Geoff; ALEXANDER, Kylie; WO2014/28968; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 13918-92-8, 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 13918-92-8 as follows.

Intermediate 14Preparation of N- [5 -bromo-2-(methyloxy)- 3 -pyridinyll -2,4-difluorobenzenesulfonamideTo a cooled (0 0C) solution of 5-bromo-2-(methyloxy)-3-pyridinamine (20.3 g, 100 mmol) in Pyridine (200 rnL) was added slowly 2,4-difluorobenzenesulfonyl chloride (21.3 g, 100 mmol) over 15 min (reaction became heterogeneous). The ice bath was removed and the reaction was stirred at ambient temperature for 16 h, at which time the reaction was diluted with water (500 mL) and the solids filtered off and washed with copious amounts of water. The precipitate was dried in a vacuum oven at 50 0C to give N-[5-bromo-2- (methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide (12 g, 31.6 mmol, 31.7 % yield). MS (ES) m/e 380.9, 379.0 (M + H)+.

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157191; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 13918-92-8, 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. 13918-92-8 name is 2,4-Difluorobenzene-1-sulfonyl chloride, 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 75 mg (0.22 mmol) E-7, 59 mu. (0.44 mmol) 2,4-difluoro-benzenesulfonyl chloride and 56 mu. (0.71 mmol) pyridine in 3 mL DCM is stirred over night at RT. The reaction mixture is concentrated under reduced pressure and the residue is purified by RP chromatography (C18, 20-90% acetonitrile in water containing 0.1% formic acid). Yield: 52 mg (46%). HPLC-MS: M+H = 516; tR = 1, 17 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Difluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13918-92-8, A common heterocyclic compound, 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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.

A mixture of 1.80 g (8.8 mmol) C-5, 2.29 mL (17 mmol) 2,4-difluorobenzenesulphonyl chloride, 1.07 mL (13.3 mmol) pyridine and 20 mL DCM is stirred at RT over night. 100 mL DCM is added and the reaction mixture is extracted three times with 50 mL aqueous 1M HCl. The organic layer is dried over MgSO4 and the solvent is removed under reduced pressure. The solid is dissolved in water/MeCN and further purified by RP-chromatograpy. Yield: 2.9 g (86%).

The synthetic route of 13918-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; KRAEMER, Oliver; van der VEEN, Lars; US2013/23533; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 13918-92-8, A common heterocyclic compound, 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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.

(1) 5-Bromo-3-amino-2-chloropyridine (0.10 g, 0.48 mmol), pyridine (0.057 g, 0.72 mmol), and dissolved in dichloromethane (0.77 mL) to prepare reaction solution 1. 2,4-difluorophenylsulfonyl chloride (0.12 g, 0.58 mmol) was used to prepare reaction solution 2. The flow rate (0.5 mL / min) set by the intelligent numerical control sampler was simultaneously introduced into the first via a 500 mum picker tube. Mix in a three-way mixer (ambient temperature 0 C), then flow out under its own pressure, enter a 500 mum inside diameter tube with a set temperature control (25 C), and set the residence time t1 (0.5min). the sulfonamide complete reaction, followed by after-pressure valve to obtain a first effluent;

The synthetic route of 13918-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fudan University; Zhuhai Fudan Chuangxin Institute; Ling Yun; Zhou Yaming; Jia Yu; Deng Mingli; Liu Xiaofeng; Yang Yongtai; Chen Zhenxia; (30 pag.)CN110498798; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics