Category: chlorides-buliding-blocks

112-26-5, 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. 112-26-5 name is 1,2-Bis(2-chloroethoxy)ethane, 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 50 mL round-bottomed flask was sequentially charged with 8 mmol of N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)-4-(piperazin-1-yl). Base) benzamide compound 1, 30 mmol 1,2-bis(2-chloroethoxy)ethane, 10 mmol anhydrous potassium carbonate, and 20 mL N,N-dimethylformamide (DMF). The reaction was stirred overnight at 60 degrees Celsius, extracted with ethyl acetate and dried over anhydrous sodium sulfate.The solvent was removed on a rotary evaporator and the residue was chromatographed on a silica gel column to give the product 4-((4-(2-(2-(2-chloroethoxy)ethoxy)ethyl)piperazin-1-yl)methyl. (amino)-N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)benzamide compound m (yield: 72%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Bis(2-chloroethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Patent; Hefei Zhong Popular Science Ruisheng Bio-pharmaceutical Technology Co., Ltd.; Liu Qingsong; Liu Jing; Wang Qiang; Liu Feiyang; Wang Beilei; Wang Aoli; Wang Wenchao; Hu Chen; Chen Cheng; Zhao Zheng; Wu Hong; Wang Li; (52 pag.)CN104844566; (2018); B;,
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Adding a certain compound to certain chemical reactions, such as: 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, 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 54932-72-8, 54932-72-8

General procedure: Nitrogen was purged through a stirred solution of 4-bromo-1-chloro-2-methylbenzene (258muL, 1.95mmol) in 1,4-dioxane (5mL) for 30min rac-BINAP (363mg, 1.95mmol), caesium carbonate (1.27g, 3.89mmol), 1-Boc-piperazine (363mg, 1.95mmol) and Pd(OAc)2 (87mg, 0.039mumol) and stirred at reflux for 14h under N2. The reaction was filtered through celite and concentrated in vacuo. The residue was dissolved in EtOAc (20mL), filtered through celite and washed with additional EtOAc (50mL). The organic layer was washed with water (2¡Á20mL) and brine (2¡Á20mL), dried with Na2SO4 and concentrated in vacuo. The crude residue was purified by column chromatography (100% CyHex to 10% EtOAc/CyHex) to obtain the protected intermediate as a solid (413mg, 68%). MS, m/z=255 (100) [M-tBu]. The intermediate was dissolved in a 1:3 mixture of TFA/DCM (4mL) and stirred at 20C for 1h. The solvent was evaporated in vacuo and the crude residue dissolved in EtOAc (10mL) which was successively washed with a 10% solution of NaHCO3 (10mL), water (10mL) and brine (10mL). The organic layer dried with Na2SO4 and concentrated in vacuo to obtain 92 as a solid (211mg, 76%).

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-Bromo-1-chloro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Blackmore, Timothy R.; Jacobson, Jonathan; Jarman, Kate E.; Lewin, Sharon R.; Nguyen, William; Purcell, Damian F.; Sabroux, Helene Jousset; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 195; (2020);,
Chloride – Wikipedia,
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The chemical industry reduces the impact on the environment during synthesis 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, I believe this compound will play a more active role in future production and life. 13918-92-8

To 5-bromo-2-methoxy pyridine-3-amine (6.3g, 31mmol) pyridine (25 ml) is added to solution of 2,4-difluoro-1-sulfonyl chloride (16.47g, 77 . 5mmol). Reaction liquid in 23 C stirring 24 hours, concentrated under reduced pressure, the volume of the solution to the original 1/2. Filtering, collecting solid, solid with i-PrOH (5mLx2) and Et 2 O (5 ml) washing. The resulting solid and NaOH (2.48g, 62mmol) suspended in MeOH (25 ml) in, the reaction solution 23 C stirring 1 hour, concentrated under reduced pressure. For residual DCM (20 ml) and 2M hydrochloric acid (20 ml) is diluted, by 5% NaHCO 3 pH7 aqueous solution is adjusted to the rear, with DCM (20mLx3) extraction. Merger of the first organic phase and the salt water (20 ml) washing, anhydrous Na 2 SO 4 drying, and concentrating under reduced pressure, to obtain the title compound as a buff solid (8.2g, 69.9%).

The chemical industry reduces the impact on the environment during synthesis 13918-92-8. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd. / Sunshine Lake Pharma Co., Ltd; Jiata Science company; Xi, Ning; Li, Zhuo; Wang, Tingjin; Wu, Zuping; Wen, Qiuling; (65 pag.)CN103539777; (2016); B;,
Chloride – Wikipedia,
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The chemical industry reduces the impact on the environment during synthesis 627-42-9, name is 2-Methoxyethyl chloride, I believe this compound will play a more active role in future production and life. 627-42-9

To a solution of 3,4-dihydroxybenzaldehyde (10 g, 72.5 mmol) (Aldrich) in DMF (200 mL) was added 2-chloroethyl methyl ether (16.5 mL, 181.2 mmol) (Aldrich), potassium carbonate (50 g, 362.3 mmol) and a catalytic amount of potassium iodide (Aldrich). The reaction mixture was heated at 85 C. for 14 hours. The reaction mixture was cooled down, diluted with EtOAc and washed with brine. The organic phase was dried over anhydrous sodium sulfate, evaporated to afford 3,4-bis-(2-methoxy-ethoxy)-benzaldehyde as an oil and was used in the next step without further purification. (Yield 11 g, 70%).

The chemical industry reduces the impact on the environment during synthesis 627-42-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen; US2012/184548; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, I believe this compound will play a more active role in future production and life. 60811-21-4

A solution of tert-butyl-piperazine-l-carboxylate (1.0 g, 5.37 mmol), 4-bromo-2- chloro-l-fluorobenzene (1.35 g, 6.44 mmol), t-BuONa (768 mg, 8.06 mmol), BINAP (125 mg, 0.2 mmol), Pd2(dba)3 (92 mg, 0.1 mmol) in dry toluene (10 mL) was stirred under N2 at 80C for 16 hrs. The reaction mixture was concentrated and the mixture was purified by chromatography (silica, EtOAc/PE = 1/10) to afford ter/-butyl-4-(3-chloro-4-fluorophenyl)piperazine-l- carboxylate (1.3 g, 4.13 mmol, 77%) as a yellow oil. ESI-MS (EI+, m/z): 259 [M-55]+.

The chemical industry reduces the impact on the environment during synthesis 60811-21-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (184 pag.)WO2018/89493; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

39989-43-0, A common compound: 39989-43-0, name is 3,5-Dichlorobenzylamine, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 10 – Synthesis of Compound 10 N-(4-(3,5-dichlorobenzylamino)-2-oxobutyl)-2- naphthamideN-(4-(3,5-dichlorobenzylamino)- 2- oxobutyl) -2-naphthamideTo a solution of 3,5-dichlorobenzylamine (12 mg, 0.068 mmol) in DCM (0.2 mL) was added a solution of 9 (13 mg, 0.054 mmol) in DCM (0.5 mL) at room temperature. The resulting mixture was stirred until all of the 9 had been consumed (within one hr) and then was used straight in the next reaction. MS (ESI) 415 (M+1 ); HPLC fe 6.00 min.

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-Dichlorobenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MIMETICA PTY LTD; BLASKOVICH, Mark, Arnold, Thomas; CASSIDY, Peter, Joseph; WO2010/96853; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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 15205-15-9. 15205-15-9

Step 7: (S) -tert-Butyl (1- (4- ( (2-chloro-6-fluorobenzyl) carbamoyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazol-5-yl) ethyl) carbamate[0525]To 10 mL of dichloromethane were added (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazole-4-carboxylic acid (0.3 g, 0.64 mmol) , 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (183.36 mg, 0.96 mmol) and 1-hydroxy-7-azabenzotriazole (130.56 mg, 0.96 mmol) . To the resulting solution were added (2-chloro-6-fluorophenyl) methanamine (0.1 mL, 0.77 mmol) and N, N-diisopropylethylamine (0.33 mL, 1.92 mmol) , and the mixture was stirred at rt for 22 hours. The reaction mixture was washed with water (20 mL ¡Á 3) . The organic layer was dried over anhydrous sodium sulfate. The organic solvent was removed and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1) to give the title compound as a white solid (264 mg, 67) .[0526]1H NMR (400 MHz, CDCl3) : delta ppm 7.59 (dd, J1 8.3 Hz, J2 1.9 Hz, 1H) , 7.54 (d, J 1.8 Hz, 1H) , 7.47 -7.45 (m, 1H) , 7.27 (d, J 4.6 Hz, 1H) , 7.24 (d, J 8.4 Hz, 1H) , 7.10 -7.06 (m, 1H) , 6.71 (t, JF-H 75.0 Hz, 1H) , 5.32 -5.25 (m, 1H) , 4.87 -4.84 (m, 2H) , 3.98 (d, J 6.9 Hz, 2H) , 1.56 (d, J 7.0 Hz, 3H) , 1.45 -1.43 (m, 9H) , 1.38 -1.34 (m, 1H) , 0.73 -0.68 (m, 2H) , 0.44 -0.40 (m, 2H) .

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 2-Chloro-6-fluorobenzylamine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); 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. 57946-56-2, name is 4-Chloro-2-fluoroaniline, A new synthetic method of this compound is introduced below., 57946-56-2

EXAMPLE 35 Preparation of N-(4-Chloro-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide STR121 A mixture of 4-chloro-2-fluoroaniline (19.0 g, 130.6 mmol), and 3,4,5,6-tetrahydrophthalic anhydride (19.85 g, 130.6 mmol) in acetic acid (150 mL) is refluxed for 2 hours, treated with additional 4-chloro-2-fluoroaniline (3.0 g), refluxed for 90 minutes, stirred at room temperature overnight and poured into a water/ethyl acetate mixture. The organic phase is washed sequentially with water, saturated sodium hydrogen carbonate solution and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain a purple oil. Flash column chromatography of the oil using silica gel and 15% to 20% ethyl acetate in hexanes solutions gives the title product as an off-white solid (25.3 g, mp 81-82 C.).

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; American Cyanamid Company; US5726126; (1998); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl 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 13918-92-8, 13918-92-8

Intermediate 36lambda/-[5-Bromo-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide To a cooled (0 0C) solution of 5-bromo-2-(methyloxy)-3-pyridinamine (13.7 g, 67.5 mmol) in pyridine (200 ml) was added slowly 2,4-difluorobenzenesulfonyl chloride (14.37 g, 67.6 mmol) over 15 min (reaction became heterogeneous). The ice bath was removed and the reaction was stirred at ambient temperature for 16 h. Most of the pyridine was removed in vacuo and the residue diluted with water (500 ml). The solids were filtered off and washed with copious amounts of water to give 21 g of crude desired product. More solid appeared in the mother liquor and was filtered and washed with water to give an additional 1.5 g of desired material. The two batches were combined, triturated with DCM (70 ml) and dried in a vacuum oven at 50 0C to give the title compound (15 g). LCMS (Method B) R1 = 1.11 min, MH+ = 378/380.

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, 2,4-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/147187; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

10061-02-6, 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 10061-02-6 as follows.

General procedure: Activated Al2O3 (10 g) was stirred with a solution of 0.56 g (5 mmol) of t-BuOK in 10 mL of tert-butyl alcohol under argon for 20 min. The solvent was removed in a vacuum. To the dry residue was added 0.65 g (5 mmol) of ethyl acetoacetate 1b, the mixture was stirred for 1 h under an argon atmosphere. Then, 0.55 g (5 mmol) of (E)-1,3-dichloropropene 2 was added to the mixture, and the mixture was stirred until the reaction completed (8-10 h, GLC monitoring). The solid was washed with ethyl acetate (150 mL) on as hort column, and the solvent was removed in avacuum. The crude product was purified by column chromatography (SiO2, hexane-ethyl acetate, 9 :1?8 : 2). Yield 0.81 g (79%).

According to the analysis of related databases, trans-1,3-Dichloropropene, the application of this compound in the production field has become more and more popular.

Reference:
Letter; Shakhmaev; Sunagatullina, A. Sh.; Alieva; Zorin; Russian Journal of General Chemistry; vol. 87; 10; (2017); p. 2472 – 2476; Zh. Obshch. Khim.; vol. 87; 10; (2017); p. 1723 – 1727,5;,
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Chlorides – an overview | ScienceDirect Topics