Chlorides-buliding-blocks

19752-55-7, A common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, 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 3 : 2-(1-((5-chlorobenzo[b]thiophen-3-yl)methyl)-6-(3,5-dichlorophenyl)-1H-indol-3- yl)acetic acid (733); [0635] To a solution of 2-(l-((5-chlorobenzo[b]thiophen-3-yl)methyl)-6-(5,5- dimethyl-l,3,2-dioxaborinan-2-yl)-lH-indol-3-yl)acetic acid (44.1 mg, 0.09428 mmol) and 1- bromo-3,5-dichlorobenzene (21.30 mg, 0.09428 mmol) in toluene (2 mL) was added Na2COs (0.2357 ml, 0.4714 mmol) and Pd(PPh3)4 (5.447 mg, 0.004714 mmol). To the solution was added 0.5 mL of EtOH to help solubility. After purging under N2, the reaction mixture was heated to 90 ¡ãC overnight.[0636] The reaction was then acidified with 2N HCl and extracted with EtOAc (3x). The combined organics and washed with brine, dried with MgSO4 and concentrated down to light brown-orange solid. This solid was diluted in CH2Cl2 and Et2O and the resulting .solid was collected by filtration to afford 733 (15.8 mg, 33.46percent yield). MS APCI (+) m/z 497.8 detected.

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTERMUNE, INC.; WO2008/100867; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 38762-41-3, name is 4-Bromo-2-chloroaniline, I believe this compound will play a more active role in future production and life. 38762-41-3

To a solution of 2,3,4-trifluorobenzoic acid (1 g, 5.68 mmol) and 4-bromo- 2-chloroaniline (1.2 g, 5.68 mmol) in acetonitrile (10 mL) was added lithium amide (0.39 g, 17.04 mmol) and the reaction stirred at 60 0C for 1.5 hours. The mixture was cooled to room temperature and then to 0 0C and acidified with aq. hydrochloric acid. The obtained precipitate was collected by filtration and washed with cold water and dried in vacuo to afford 2-[(4-bromo-2-chlorophenyl)amino]-3,4-difluorobenzoic acid (1.92 g, 94% yield) as a beige solid. MS (EI) for C13H7BrClF2NO2: 363 (MH+). [00310] Using the same or analogous synthetic techniques and substituting, as necessary, with alternative reagents, 2-[(4-iodo-2-fluorophenyl)amino]-3- fluorobenzoic acid was prepared. MS (EI) for Ci3HgF2INO2: 376 (MH+).

The chemical industry reduces the impact on the environment during synthesis 38762-41-3. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EXELIXIS, INC.; WO2008/76415; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 38762-41-3, name is 4-Bromo-2-chloroaniline, 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 38762-41-3, 38762-41-3

Example 209 Ethanesulfonic acid [5-(8-chloro-l-methyl-2-oxo-l,2,3,4-tetrahydro-quinolin-6-yl)- pyridin-3-ylmethyl] -amide[A] N-(4-Bromo-2-chloro-phenyl)-3-chloro-propionamideTo a solution of 4-bromo-2-chloro-phenylamine (32 g, 0.15 mol) and pyridine (13.45 g, 0.17 mol) in DCM (200 mL) was added 3-chloropropionyl chloride (21.65 g, 0.17 mol) dropwise at 15 C. After stirring at room temperature for 1 hour, the mixture was washed with water and then hydrochloric acid (2 N, aqueous). The organic layer was dried over anhydrous Na2S04, filtered, and concentrated in vacuo to afford title compound (10.9 g, yield: 90%) as a white solid.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KNUST, Henner; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; ZHOU, Mingwei; WO2013/37779; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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. 933190-51-3.

A mixture of 8-bromo-6-chloroimidazo[1,2-b]pyridazine (1.0 g, 4.3 mmol), 6-(2-methylpyrrolidin-1-yl)pyridin-2-amine (0.84 g, 4.73 mmol), Pd2(dba)3 (0.247 g, 0.43 mmol), BINAP (0.536 g, 0.86 mmol) and Cs2CO3 (4.21 g, 12.9 mmol) in dioxane (30 mL) was heated to 100 C. for 16 h in a sealed tube under N2 atmosphere then concentrated in vacuo. The residue was purified by chromatography (silica gel, 10 g, 200?300 mesh, ethyl acetate:petroleum ether=1:15) to afford 6-chloro-N-(6-(2-methylpyrrolidin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (1.2 g, 85%) as a yellow solid. LC-MS: [M+1]+=329, tR=1.930 min.

The synthetic route of 8-Bromo-6-chloroimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu; US2013/109661; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

60811-21-4, 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. 60811-21-4 name is 4-Bromo-2-chloro-1-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.

Lithium diisopropylamide (14.3 mL, 28.6 mmol) was added dropwise at -78 C. to a solution of 4-bromo-2-chloro-1-fluorobenzene (5.00 g, 23.9 mmol) in THF (40 mL) added. The resulting mixture was stirred at -78 C. for 2 h, then DMF (2.70 mL, 35.8 mmol) was added. The reaction mixture was allowed to warm to room temperature, quenched with NH 4 Cl aqueous solution and extracted with EtOAc (3 ¡Á 100 mL). The combined organic layers were concentrated and purified by chromatography (0 to 10% EtOAc in petroleum ether) to give the title compound.

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

Reference:
Patent; Mrck Sharp and Dohme Corp; Blair T, Lapointe; Peter H, Fuller; Hakan, Gunaydin; Kun, Liu; Daneille F, Molinari; Qinglin, Pu; Mark E, Scott; B Wesely, Trotter; Hongjun, Zhang; (117 pag.)JP2018/531957; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 stirred solution of 5-bromo-2-methoxypyridin-3-amine 1 (13.70 g, 67.5 mmol) in pyridine (140 mL) was added dropwise 2,4-difluorobenzenesulfonyl chloride 2 (14.35 g, 67.5 mmol) over 10 min at 0 C. The mixture, which quickly became heterogeneous, was allowed to warm to ambient temperature and stirred for 16 h, at which time the reaction was diluted with water (400 mL) and the solids were filtered and washed with water. The precipitate was dried in a vacuum oven at 60 C to give N-(5-bromo-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide 3 (18.30 g, 71.3% yield) as a pale yellow powder, which was used without further purification. 1H NMR (300 MHz, CDCl3) delta 7.96-7.86 (m, 2H), 7.83 (d, J = 2.2 Hz, 1H), 7.04-6.91 (m, 2H), 3.91 (s, 3H). MS (ESI, positive ion) m/z: 379.17 (M + H+, 79Br), 381.45 (M + H+, 81Br).

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; Han, Jinsong; Chen, Ying; Yang, Chao; Liu, Ting; Wang, Mingping; Xu, Haojie; Zhang, Ling; Zheng, Canhui; Song, Yunlong; Zhu, Ju; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 684 – 701;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

4090-55-5, Adding a certain compound to certain chemical reactions, such as: 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 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 4090-55-5.

0.12 g of acid chloride IIIb in 2 mL of anhydrous benzene was added to 0.24 g of imine II and 0.08 g of triethylamine in 10 mL of anhydrous benzene upon stirring. The mixture was incubated during 12 h at room temperature. The precipitated triethylamine hydrochloride was separated,the solution was evaporated, and the residue was washed with diethyl ether. Yield 0.2 g (61%), mp 53-56C. IR spectrum (KBr), nu, cm-1: 1599 (Ph), 1623(C=N). 1H NMR spectrum, [(CD3)2CO], delta, ppm: 0.94 s(3H, CH3), 1.00 s (3H, CH3), 1.29 s (3H, CH3), 1.33 s (3H, CH3), 4.07-4.21 m (4H,OCH2), 4.44-4.60 m(4H, OCH2), 6.90-8.42 m (8H, Ph), 9.08 s (1H,PhCH). 31P NMR spectrum, [(CD3)2CO], deltap, ppm: 54.72, -21.57. Mass spectrum, m/z: 526. Found, %: C 52.34; H 5.39; N 2.94; P 11.99; S 5.69. C23H29NO7P2S. Calculated, %: C 52.56; H 5.57; N 2.67; P 11.79; S6.10.

According to the analysis of related databases, 4090-55-5, the application of this compound in the production field has become more and more popular.

Reference:
Letter; Bagautdinova; Burilov; Pudovik; Pudovik; Russian Journal of General Chemistry; vol. 85; 5; (2015); p. 1204 – 1206; Zh. Obshch. Khim.; vol. 85; 5; (2015); p. 875 – 876,2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

60811-21-4, 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. 60811-21-4 name is 4-Bromo-2-chloro-1-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.

Grignard solution: To a solution of 2-propylmagnesium chloride (2M in THF, 263 ml, 525 mmol) under an Argon atmosphere was added a solution of 1,3-dibromo-5-fluorobenzene (100 g, 477 mmol) in THF (250 ml) dropwise and then stirred for 60 mins at rt. A solution of ethyl 3,3,3-trifluoro-2-oxopropanoate (60 ml, 450 mmol) in anhydrous THF (1 L) was cooled to -700 under an argon atmosphere. To t his solution was added the grignard solution slowly ensuring the reaction temperature did not exceed -65. Ton complete addition the reaction was stirred at -70 for 3h. The react ion was quenched by the addition of aqueous hydrochloric acid (1 M, 500 ml). The organic layers were extracted with DCM, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound (133.36g) which was used directly in the next step.

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

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; GRAHAM, Keith; BUCHGRABER, Philipp; AIGUABELLA FONT, Nuria; HEINRICH, Tobias; BRAeUER, Nico; KUHNKE, Lara, Patricia; WITTROCK, Sven; LANGE, Martin; BADER, Benjamin; PRECHTL, Stefan; LIENAU, Philip; KOPITZ, Charlotte, Christine; NOWAK-REPPEL, Katrin; POTZE, Lisette; STEUBER, Holger; HARVEY, Rebecca, Ann; KIRK, Ralph, Steven; (699 pag.)WO2020/48829; (2020); 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. 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, This compound has unique chemical properties. The synthetic route is as follows., 4090-55-5

Into a 250mL reaction vessel which is equipped with a stirrer and cooling device, add 18.40 g of 2,2-dimethyl-1,3-propanediol-phosphonoyl chloride (0.1mol) and 50mL of tetrahydrofuran, open the stir for the solution dissolve evenly; at below 0-10 C stirring slowly and added the drops of diethanolamine (0.1mol,10 ? 51 g), triethylamine (0.3 mol, 30.36 g) as well as 100mL of tetrahydrofuran solution, the system gradually produces white precipitates.The solution is added drop-wise after that, the system is allowed to react at 0-10 C for 10 hours, and then heated at 20 C reaction for 12 hours, the white precipitated triethylamine hydrochloride is filtered after that concentrated under reduced pressure, purification and drying and then obtained light yellow transparent oily liquid product, yield is 98.5%.

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:
Patent; North University of China; Zhao Bin; Liu Yaqing; Li Fei; Xiong Kuankuan; Wang Xiaofeng; Liu Xueyi; (10 pag.)CN104892676; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, 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. 26487-67-2

To a suspension of 60percent sodium hydride (1.6 g) in N,N-dimethylformamide (50 ml) was added 4-bromophenol (3.0 g) under a nitrogen atmosphere, the solution was stirred for 10 minutes at room temperature, then 1-(2-chloroethyl)azepane hydrochloride (4.0 g) and sodium iodide (in catalytic amounts) were sequentially added thereto followed by stirring overnight at 80¡ãC. Water was added thereto followed by stirring, the solution was extracted with ethyl acetate, then sequentially washed with water and brine, and the solvent was evaporated in vacuo. The residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (5.0 g).1H-NMR (400MHz, CDCl3); delta (ppm): 1.58-1.67 (m, 8H), 2.73-2.79 (m, 4H), 2.93 (t, 2H), 4.02 (t, 2H), 6.79 (d, 2H), 7.36 (d, 2H).

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, 26487-67-2, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai Co., Ltd.; EP1577288; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics