Category: chlorides-buliding-blocks

Related Products of 69411-06-9, These common heterocyclic compound, 69411-06-9, name is 4-Chloro-2,6-difluoroaniline, 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 24.0 g (147 mmol) of 4-chloro-2,6– difluoroaniline and 22.9 g of 1,2-propanediol was placed in a round bottom flask and heated to 35C with stirring. A mixture of 14.5 g (49 mmol) of 88 percent purity 2-chlorosulfonyl-8-fluoro-5-methoxy[1,2,4]triazolo-[1,5-c]pyrimidine with 29.1 g of dichloromethane was prepared and was added in 1 mL shots over a 4 hour period. The resulting mixture was heated another 4 hours and was then stirred overnight at ambient temperature. It was then cooled to about 20C and filtered, collecting the solids present. The solids were slurried in 30 mL of a 1:1 mix of 2-propanol and water, collected by filtration, washed with 2×30 mL of 2-propanol, and air dried to obtain 14.8 g (75 percent of theory) of the title compound as a white powder of 98 percent purity melting at 203-204C.

The synthetic route of 69411-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; EP1066289; (2003); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 16429-44-0, A common heterocyclic compound, 16429-44-0, name is 5-Bromo-3-chlorobenzene-1,2-diamine, molecular formula is C6H6BrClN2, 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.

Step 1 : Into a 30 niL vial were charged 5-broino-3-chlorobenzene-l,2- diamine (1.0 equiv), ytterbium (III) trifluoromethanesulfonate (0.1 equiv.) and 1 ,1,1- trimethoxyethane (1.2 equiv.). The mixture was heated at 90 C for 1 h and cooled to room temperature and concentrated in vacuo. The residue was purified by flash chromatography (0-5% MeOH/DCM) to afford 5-broroo-7-chloro-2-methyl-l H-benzo[d]imidazole in 100% yield as a yellow solid. LCMS (m/z) (M+H) = 247.0, 0.81 mm

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; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; LOU, Yan; NISHIGUCHI, Gisele A; RAMURTHY, Savithri; RICO, Alice C.; RAUNIYAR, Vivek; SENDZIK, Martin; SUBRAMANIAN, Sharadha; SETTI, Lina Quattrocchio; TAFT, Benjamin R.; TANNER, Huw Rowland; WAN, Lifeng; (307 pag.)WO2016/38582; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1298031-94-3, 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 1298031-94-3 as follows.

8-Bromo-6-chloro-2-methyl-imidazo[l,2-b]pyridazine (124 mg, 0.50 mmol) was combined with 3-(lH-pyrazol-l-yl)propan- l-ol (252 mg, 2.0 mmol) and cesium carbonate (650 mg, 2.0 mmol) in CH3CN (4 mL). The mixture was stirred at 40 C for 16 h. To the mixture was added EtOAc (10 mL). The mixture was filtered over Celite. The filtrate was concentrated. The residue was chromatographed on silica gel, eluting with 0- 10% MeOH in EtOAc to yield 6- chloro-2-methyl-8-(3-pyrazol- l-ylpropoxy)imidazo[l,2-b]pyridazine (70 mg, 48%). MS m/z 292.3 [M+H]+.

According to the analysis of related databases, 1298031-94-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 16429-44-0, A common heterocyclic compound, 16429-44-0, name is 5-Bromo-3-chlorobenzene-1,2-diamine, molecular formula is C6H6BrClN2, 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.

General procedure for the synthesis of U3A mixture of U2 (7.2 g, 32.5 mmol) and CDI (6.32 g, 39.0 mmol) in anhydrous THF (100 mL) was refluxed for 16 hours. After cooling to room temperature, the white precipitate was collected by filtration and dried under reduced pressure to afford U3.

The synthetic route of 16429-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INSTITUT PASTEUR KOREA; QURIENT CO., LTD.; KIM, Jaeseung; AHN, Seohyun; JEON, Yeejin; PARK, Dongsik; YANG, Young-In; LEE, Doohyung; LEE, SaeYeon; AHN, Jiye; KIM, Jeongjun; NAM, Kiyean; KANG, Sunhee; SEO, MinJung; SEO, Mooyoung; SEO, Jeongjea; HAN, Sung-Jun; KIM, Jung Hwan; LEE, Sangchul; CHOI, Gahee; LEE, Yunmi; (184 pag.)WO2016/16421; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H5ClF3N

Intermediate B (200 mg, 0.41 mmol), 3-chloro-5-(trifluoromethyl)benzenamine (80 mg, 0.41 mmol) and DIEA (106 mg, 2 mmol) were dissolved in THF (20 ml_). The reaction mixture was heated to 85C for 18 hours. The solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel (eluent DCM:methanol 100. to 98:2) to followed by pre-HPLC to give the titled compound (14 mg, 5.8%) as a white solid. LCMS (method B): 2.66 min [MH]+=592.2. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.45 (s, 3 H) 5.81(d, J= 6.4 Hz, 1 H) 7.30 (m, 4 H) 7.43 (m, 3 H) 7.61 (d, J=8.8, 2 H) 7.90 (m, 4 H) 8.55 (s, 1 H) 9.18 (s, 1 H) 9.39 (s, 1 H) 9.57 (s, 1 H).

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CATALYST THERAPEUTICS PTY LTD; LESSENE, Guillaume Laurent; GARNIER, Jean-Marc; CUZZUPE, Anthony Nicholas; FEUTRILL, John Thomas; CZABOTAR, Peter Edward; SHARMA, Pooja; (142 pag.)WO2016/127213; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 33353-68-3, 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. 33353-68-3, name is 3,5-Dichloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 67D (0.5 g, 1.42 mmol)And 3,5-dichloro-2-methoxyaniline (0.3 g, 1.56 mmol) was dissolved in 10 mL of N,N-dimethylformamide, and sodium iodide (0.1 g, 0.71 mmol) was added.And potassium carbonate (0.59 mg, 4.3 mmol).The reaction system was heated to 90 C for 1 h, and LCMS showed the reaction was completed.Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The solvent was dried under reduced pressure.Column chromatography purification (ethyl acetate / petroleum ether = 1 / 50 ~ 1 / 30)The yellow solid compound 67E (0.16 g, 45% yield) was obtained.

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-Dichloro-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 21397-08-0,Some common heterocyclic compound, 21397-08-0, name is 2-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.

c) N-[4-chloro-2-hydroxy-3-(aminosulfonyl)phenyl]-N’-(2-chloro-3-fluorophenyl) urea To a solution of 2-chloro-3-fluoroaniline (136 mg, 0.94 mmol) in toluene (10 mL), triphosgene (111 mg, 0.37 mmol) and triethyl amine (0.13 mL, 1.12 mmol) were added. The reaction mixture was stirred at 80 C. for 4 hours. Then the reaction mixture was concentrated under reduced pressure and then it was added to 3-amino-6-chloro-2-hydroxybenzenesulfonamide (104 mg, 0.47 mmol) in DMF (1 mL), The reaction mixture was stirred at room temperature for 16 hours. Chromatography of the resulting liquid on silica gel (30%Ethyl acetate/Hexane) gave desired product (80 mg, 43%). EI-MS m/z 395.2 (M+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-3-fluoroaniline, its application will become more common.

Reference:
Patent; SmithKline Beecham Corporation; US6500863; (2002); B1;,
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. 59772-49-5, name is 2-Bromo-6-chloroaniline, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-6-chloroaniline

Benzo [b] thiophen-3-ylboronic acid (162 g, 1000 mmol),2-bromo-6-chloroaniline (189 g, 1100 mmol) was dissolved in toluene (toluene) (Pd (PPh3) 4 (58 g, 50 mmol) was dissolved in 400 mL of EtOH,NaHCO3 (252 g, 3000 mmol) was added thereto and refluxed for 4 hours.After completion of reaction, MC is extracted by cooling to room temperature.After drying over anhydrous MgSO4, the solvent is removed by rotary evaporator. Column chromatography (MC: Hx = 1: 3) was used to obtain the desired compound 1-5. (190 g, 91percent, brown oil)

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; L Ti Material Co., Ltd.; Oh Han-guk; Lee Yun-ji; Ji Hye-su; Jeong Won-jang; Choi Jin-seok; Choi Dae-hyeok; (212 pag.)KR2019/33885; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 208186-78-1, 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. 208186-78-1, name is 1,2-Dibromo-5-chloro-3-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Slowly add isopropyl to a mixture of 1,2-dibromo-5-chloro-3-fluorobenzene (5 g, 17.5 mmol) in n-hexane (12 mL) and tetrahydrofuran (20 mL) at -45C. A solution of magnesium chloride in tetrahydrofuran (19.2 mol, 1 M) was maintained at a temperature of -40C. DMF (6.4 g, 87.5 mmol) was then slowly added dropwise to the above reaction mixture and stirred for 30 minutes. The reaction system was prepared with hydrochloric acid (15 mL, 2.0M) Quenching.The mixture was warmed to room temperature and diluted with ethyl acetate (80 mL) and the organic phase was separated.The organic phase was washed with saturated brine, filtered, and the filtrate was concentrated under reduced pressure.The residue was purified by flash column chromatography (petroleum ether/ethyl acetate = 10/1) to give 2-bromo-4-chloro-6-fluorobenzaldehyde (3 g, yield: 73%) as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 1,2-Dibromo-5-chloro-3-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Dinuo Pharmaceutical Technology Co., Ltd.; Li Qun; Liu Shengyang; (54 pag.)CN107556244; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 909122-17-4, 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. 909122-17-4 name is 1-Bromo-2-chloro-4-ethoxy-3-fluorobenzene, 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.

First Step 1.0 g of well dried magnesium and 30 mL of THF were placed in a reactor under nitrogen atmosphere, and heated to 43° C. 10.0 g of 1-bromo-2-chloro-4-ethoxy-3-fluorobenzene (6) dissolved in 20 mL of THF was slowly added dropwise thereto at a temperature range of from 43 to 51° C., followed by stirring for 30 minutes. Thereafter, 21.2 g of 4-(2-(trans-4-propylcyclohexyl)ethyl)cyclohexanone (7) dissolved in 20 mL of THF was slowly added dropwise thereto at a temperature range of from 50 to 55° C., followed by stirring for 30 minutes. After cooling the resulting reaction mixture to 25° C., the reaction mixture was mixed with 100 mL of 3N hydrochloric acid and 100 mL of toluene in a vessel and separated into an organic layer and an aqueous layer by standing still, so as to attain extraction to the organic layer. The resulting organic layer was fractionated and washed with water, a 2N sodium hydroxide aqueous solution, a saturated sodium bicarbonate aqueous solution and water, followed by drying over anhydrous magnesium sulfate. Thereafter, the solvent was removed by distillation under reduced pressure to obtain 16.4 g of 1-(2-chloro-4-ethoxy-3-fluorophenyl)-4-(2-(trans-4-propylcyclohexyl)ethyl)cyclohexanol (8). The resulting compound (8) was a yellow solid matter.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-chloro-4-ethoxy-3-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Chisso Corporation; Chisso Petrochemical Corporation; US2008/75891; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics