Category: 53531-69-4

Related Products of 53531-69-4, A common heterocyclic compound, 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, molecular formula is C7H6BrClO2S, 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.

To a solution of (4-bromo-phenyl)-methanesulfonyl chloride (1.4 g, 5.2 mmol) in DCM (20 mL) at room temperature was added pyridine (1.26 mL, 15.6 mmol) followed by 3-chloroaniline (1.1 mL, 10.4 mmol) and the reaction was stirred at room temperature for 3 hours. 1 M aqueous HCl was added and then extracted with DCM, filtered through a separator, concentrated, dry loaded onto silica and purified by silica gel column chromatography (0-100% DCM in cyclohexane) to give C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide (0.61 g, 1.68 mmol). 1H NMR (300 MHz, CDCl3): delta 7.49 (d, 2H), 7.26 (m, 1H), 7.13-7.15 (m, 4H), 6.96-6.98 (m, 1H), 6.31 (s, 1H), 4.31 (s, 2H).

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; GENENTECH, INC.; Fauber, Benjamin; Rene, Olivier; Bodil van Niel, Monique; Gaines, Simon; Killen, Jonathan; Ward, Stuart; US2014/163024; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 53531-69-4, 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 53531-69-4 as follows.

To a stirred mixture of potassium carbonate (74.8 g, 0.542 mol) in DCM (7OmL) andH20 (220 mL) at -10C was added pyrrolidine (21.2 g, 0.298 mol) in portions, and theresulting mixture was stirred for 20 mm. Then (4-bromophenyl)methanesulfonyl chloride (73.0 g,0.27 1 mol) in DCM (400 mL)was added drop-wise. The resultant mixture was stirred for lh at RT. The organic phase was separated, washed with H20, brine, dried over Na2SO4, and concentrated. The residue was recrystallized from 5% EtOAc/petroleum ether to give compound1-74. ?H NMR (300 MHz, CDC13) oe: 7.52 (d, 2H), 7.25 (d, 2H), 4.20 (s,2H), 3.20-3.30 (m, 4H),1.80-1.92 (m, 4H); LRMS found: 328 [M+23].

According to the analysis of related databases, 53531-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew L.; DINSMORE, Christopher; FULLER, Peter H.; GUERIN, David J.; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; KONG, Norman; LIU, Yumei; WO2014/146246; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 53531-69-4, 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 53531-69-4 as follows.

Step a) Intermediate 204 l-(4-Bromophenyl)-N-methyl-N-(tetrahydro-2H-pyran-4-yl)methanesulfonamide To a suspension of N-methyltetrahydro-2H-pyran-4-amine (0.507 g, 4.40 mmol) and sodium carbonate (0.467 g, 4.40 mmol) in MeCN (10 ml) was added (4- bromophenyl)methanesulfonyl chloride (0.593 g, 2.201 mmol) and the reaction mixture was stirred at r.t. for 1.5 h. The mixture was quenched with water and extracted with EtOAc (x 2). The organics were dried (MgS04) and concentrated under reduced pressure to yield l-(4-bromophenyl)-N-methyl-N-(tetrahydro-2H-pyran-4- yl)methanesulfonamide as a white solid (0.634 g, 83 %). ? NMR (400 MHz, MeOD) delta 7.56 (m, 2H, J = 8.34 Hz), 7.38 (m, 2H, J = 8.34 Hz), 4.34 (s, 2H), 3.95 (dd, 2H, J = 1 1.62, 4.55 Hz), 3.69 – 3.82 (m, 1H), 3.35 – 3.43 (m, 2H), 2.72 (s, 3H), 1.74 – 1.87 (m, 2H), 1.45 – 1.53 (m, 2H)

According to the analysis of related databases, 53531-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; RUPRAH, Parminder, Kaur; MERCHANT, Kevin, John; WALSH, Louise, Marie; KERR, Catrina, Morven; FIELDHOUSE, Charlotte; HARRISSON, David; MAINE, Stephanie; HAZEL, Katherine; WO2013/27001; (2013); 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. 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, A new synthetic method of this compound is introduced below., Application In Synthesis of (4-Bromophenyl)methanesulfonyl chloride

General procedure: Two-step one-pot method: Add bromobenzyl mercaptan to acetonitrile, then add chlorinating reagent, monitor with spot plate, and transfer to ice water bath after reaction.Add 4 equivalents of an acid binding agent such as pyridine.After slowly adding 7-amino-N-propylquinolinone in acetonitrile,The plate is monitored for reaction, after the reaction, pickling, drying,Further, the abscisic acid receptor agonist can be obtained by column chromatography or recrystallization,

The synthetic route of 53531-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaoyang University; Huang Zhiyou; (7 pag.)CN109678797; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 53531-69-4, 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. 53531-69-4 name is (4-Bromophenyl)methanesulfonyl 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.

To a stirred solution of (4-bromophenyl)methanesulfonyl chloride (DC; 500 mg, 1.85 mmol) in pyridine (10 mL) under inert atmosphere was added morpholine (712 mg, 2.22 mmol) at RT and stirred for 16 h. The reaction was monitored by TLC. After complete consumption of the starting material, the reaction mixture was diluted with water (30 mL) and was extracted with EtOAc (2×20 mL). The combined organic extracts were washed with water (15 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified by silica gel column chromatography (20-30% EtOAc/hexanes) to afford DD (360 mg, 61%) as a white solid. *H NMR (400 MHz, CDC13): delta 7.53 (d, J = 8.8 Hz, 2H), 7.29 (d, / = 8.8 Hz, 2H), 4.16 (s, 2H), 3.65 (t, / = 4.8 Hz, 4H), 3.13 (t, 7 = 4.8 Hz, 4H).

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

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; YATES, Christopher, M.; RAFFERTY, Stephen, W.; WO2014/117090; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53531-69-4, name is (4-Bromophenyl)methanesulfonyl 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 53531-69-4, Product Details of 53531-69-4

C-(4-Bromophenyl)-N-(2,4-dimethoxybenzyl)methanesulfonamide While cooling with ice, 20.0 g of 4-bromobenzylsulfonyl chloride were initially charged in 200 ml of dichloromethane, and a solution of 24 ml of 2,4-dimethoxybenzylamine in 100 ml of dichloromethane was slowly added dropwise. For improved stirrability, a further 100 ml of dichloromethane were added, and the reaction mixture was allowed to come to room temperature. After stirring for 2 hours, the reaction mixture was washed with 100 ml of water, with 100 ml of 0.2 N aqueous hydrochloric acid, with 100 ml of saturated aqueous sodium hydrogencarbonate solution and finally once more with 100 ml of water. The organic phase was dried over Na2SO4, concentrated by rotary evaporation and dried under high vacuum. The residue (30 g) was used in the next reaction without further purification.

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, (4-Bromophenyl)methanesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; Boehme, Thomas; Ritter, Kurt; Engel, Christian; Haack, Torsten; Guessregen, Stefan; Tschank, Georg; US2013/345127; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 53531-69-4, These common heterocyclic compound, 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, 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 solution of triphenylphosphine (5.13 g) and methylamine (2 M in tetrahydrofuran; 9.78 mL) in dichloromethane (10 mL) is added via a dosing pump over a period of 1 h to a mixture of 4-bromobenzylsulfonyl chloride (5.00 g) und triethylamine (5.45 mL) in dichloromethane (75 mL) at 0C under an argon atmosphere and the resulting mixture is stirred for 1 h at 0C. The reaction mixture is concentrated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 60:40?0:100) to give the title compound. LC (method 1 ): tR = 0.84 min; Mass spectrum (ESI+): m/z = 234, 236 [M+H]+.

Statistics shows that (4-Bromophenyl)methanesulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 53531-69-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LANGKOPF, Elke; BLUM, Andreas; (89 pag.)WO2016/23789; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53531-69-4, name is (4-Bromophenyl)methanesulfonyl 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 53531-69-4, COA of Formula: C7H6BrClO2S

To a stirred mixture of potassium carbonate (74.8 g, 0.542 mol) in DCM (70 mL) and H20 (220 mL) at -10C was added pyrrolidine (21.2 g, 0.298 mol) in portions, and the resulting mixture was stirred for 20 min. Then (4-bromophenyl)methanesulfonyl chloride(73.0 g, 0.271 mol) in DCM (400 mL)was added drop-wise. The resultant mixture was stirred for 1 h at RT. The organic phase was separated, washed with H20, brine, dried over Na2S04, and concentrated in vacuo. The residue was recrystallized from 5% EtO Ac/petroleum ether to give the title compound. 1H NMR (300 MHz, CDC13) delta: 7.52 (d, 2H), 7.25 (d, 2H), 4.20 (s, 2H), 3.20-3.30 (m, 4H), 1.80-1.92 (m, 4H).

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, (4-Bromophenyl)methanesulfonyl chloride, 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

Electric Literature of 53531-69-4, 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. 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Diethyl 5-aminobenzofuran-2,3-dicarboxylate (0.8 g, 2.59 mmol), 4-bromobenzylsulfonyl chloride (1.56 g, 5.77 mmol),Potassium carbonate (1.01 g, 7.30 mmol) was successively added to 30 mL of dichloromethane, and the mixture was stirred overnight at room temperature, and potassium carbonate was removed by filtration, and the residue was purified by column chromatography to yield 1.32 g (yield: 89.64%).

The synthetic route of (4-Bromophenyl)methanesulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; You Qidong; Wei Jinlian; Jiang Zhengyu; Guo Xiaoke; Xu Xiaoli; Zhang Xiaojin; (44 pag.)CN107619384; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 53531-69-4, 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. 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Various alkyl halides 23a-k (2.5 mmol) and thiourea (0.19 g, 2.5 mmol) were refluxed together in EtOH (2.5 mL) for 1 h. Afterr emoval of EtOH at reduced pressure, the obtained solid was slowly added to a mixture of NCS (1.33 g, 10 mmol), 2 M HCl (0.68 mL) and MeCN (4 mL) over 15 min. Upon completion of the reaction (TLC monitoring), the solvent was removed under vacuum. Then H2O(5 mL)was added to the residue and stirred for 15 min, the resulting solid was filtered and dried under an infrared lamp to afford the corresponding sulfonyl chlorides 24a-k. Without further purification, 24a-k was added in portions to a solution of NaN3 (195 mg ,3 mmol) in acetone/H2O (10 mL, acetone/H2O = 1:1) at 0 C. After being stirred at room temperature for 4 h, the reaction mixtur ewas concentrated in vacuo and H2O (10 mL) was added to the residue. The aqueous solution was extracted with CHCl3 (3 x 10 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to afford sulfonyl azides 25a-k.

The synthetic route of (4-Bromophenyl)methanesulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fang, Sen-Biao; Li, Hui-Jing; Nan, Xiang; Wu, Rui; Wu, Yan-Chao; Zhang, Jing; Zhang, Zhi-Zhou; European Journal of Medicinal Chemistry; vol. 200; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics