Author: Jessica.F

127049-87-0, name is 1-Bromo-2,4-dichloro-3-methylbenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 1-Bromo-2,4-dichloro-3-methylbenzene

To a stirred solution of 1-bromo-2,4-dichloro-3-methylbenzene (500 mg, 2.09 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (637 mg, 2.51 mmol) in 1.4- dioxane was added potassium acetate (304 mg, 3.10 mmol), and the mixture was degassed for 10 min. [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (Pd(dppf)Cl2; 152 mg, 0.2 mmol) was added, and the mixture was degassed for 10 min. The mixture was heated at 90 C for 5 h, was cooled and was diluted with EtOAc. The organic layer was washed with water and brine, dried over Na2S04, and concentrated. Purification by MPLC with 5% EtOAc- Hexane as eluent afforded the title compound as a colorless liquid (430 mg): *H NMR (300 MHz, CDCl3) delta 7.41 (dd, / = 2.07, 8.10 Hz, 1H), 7.26 – 7.23 (m, 1H), 2.47 (s, 3H), 1.37 (s, 12H). Note: The title compound obtained was impure (containing diborane) and used in next step without further purification.

The synthetic route of 127049-87-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; BELL, Jared; BUYSSE, Ann M.; DAEUBLE, John F.; ECKELBARGER, Joseph D.; EPP, Jeffrey B.; IRVINE, Nicholas M.; KISTER, Jeremy; LO, William C.; LOSO, Michael R.; LOWE, Christian T.; ROHANNA, John C.; SATCHIVI, Norbert M.; SIDDALL, Thomas L.; STEWARD, Kimberly M.; YERKES, Carla N.; (281 pag.)WO2019/84353; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 621-62-5, name is 2-Chloro-1,1-diethoxyethane, 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 621-62-5, Application In Synthesis of 2-Chloro-1,1-diethoxyethane

A solution of 4-bromo-6-chloropyridazin-3-amine (15.7 g, 75.3 mmol), 2-chloro- 1,1- diethoxyethane (13.9 g, 90.3 mmol) and PTSA (17.2 g, 90.3 mmol) in isopropanol (150 mL) was heated to 80C for 20 h. After cooling to room temperature, the solution was concentrated in vacuo. The resulting mixture was treated with a saturated NaHC03 solution (300 mL), extracted with dichloromethane (200 mL x 3), dried over Na2S04, filtered and concentrated. The residue was purified by chromatography (silica gel, 200 – 300 mesh, petroleum ether : ethyl acetate = 3 : 1) to give 8-bromo-6-chloroimidazo[l,2-b]pyridazine (17.2 g, 98 %) as an orange solid. LC-MS: [M+H]+, 231.9, 233.9, tR = 1.46min

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; F. HOFFMANN-LA ROCHE AG; HERMANN, Johannes Cornelius; KUGLSTATTER, Andreas; LUCAS, Matthew C.; PADILLA, Fernando; WANNER, Jutta; ZHANG, Xiaohu; WO2013/64445; (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. 16429-44-0, name is 5-Bromo-3-chlorobenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Recommanded Product: 16429-44-0

To a solution of 5-bromo-3-chlorobenzene-1,2-diamine (200 mg,0.90 mmol)inchloroform (3 mL)was added di(1H-imidazol-1-yl)methanone (220 mg,1.35 mmol). The mixture was heated to 60 C for 12 h under a nitrogen atmosphere. After cooling the reaction toroom temperature,the white precipitate was filtered off,washed with chloroform (3 mL x 2),and dried in vacuo to give the title compound (170 mg,76%)as a white solid. 1H NMR (400MHz,DMSO-d6)8 11.35 (s,1H),11.05 (s,1H),7.21 (d,J = 1.6 Hz,1H),7. 04 (d,J = 1.6 Hz,1H).

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.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; WAI, John; LAI, Kwong Wah; WANG, Fei; (251 pag.)WO2017/205536; (2017); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1481-63-6, 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. 1481-63-6, name is 1-Bromo-2,4-dichloro-5-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 5 20 mmol of 2,4-dichloro-5-fluorobromobenzene, 180 mmol of phenylboronic acid, 240 mmol of potassium carbonate are heated with 0.1 mol % of trans-di-acetato-bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) in 300 ml of xylene for 16 hours at 130 C. The reaction solution is recrystallized after aqueous workup. Yield: 84% of 2,4-dichloro-5-fluorobiphenyl.

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, 1-Bromo-2,4-dichloro-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoechst AG; US5559277; (1996); A;,
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. 3260-88-6, name is 2-Methyl-3-chloroanisole, A new synthetic method of this compound is introduced below., Computed Properties of C8H9ClO

2-Chloro-6-methoxytoluene in an amount of 14.6 g (0.093 mole) was added with 100 ml methylene chloride and aluminium chloride in an amount of 24.9 g (0.187 mole), and acetyl chloride in an amount of 14.6 g (0.187 mole) was fed dropwise into the resulting mixture at 15 C. After stirring the mixture for an hour at an ambient temperature, the mixture was then poured into 1N-hydrochloric acid, and an organic layer obtained was washed with water and dried with anhydrous magnesium sulfate. The solvent remained in the layer was distillated out to obtain 2-chloro-4-methoxy-3-methylacetophenone in an amount of 18.1 g. The yield was 97.7%.

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; Nippon Soda Co., Ltd.; US6100421; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1161847-36-4, 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. 1161847-36-4, name is 6-Chloroimidazo[1,2-b]pyridazin-8-amine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 13.; Reference for Suzuki conditions: Billingsley and Buchwald, J. Am. Chem. Soc. 2007, 129, 3358-3366. A mixture of 6-chloro-imidazo[l,2-b]pyridazin-8-ylamine (0.048 g, 0.29 mmol), 4-tert- butyl-N-[2-methyl-3-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-benzamide (0.169 g, 0.444 mmol), potassium phosphate (0.120 g, 0.567 mmol), 2- dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.024 g, 0.058 mmol), palladium acetate (0.007 g, 0.03 mmol), 0.5 mL of n-butanol and 0.2 mL of water in a sealed tube was stirred at 100 0C for 2 d. The resulting cloudy orange mixture was partitioned between 5 mL of ethyl acetate and 5 mL of water, and the aqueous layer was extracted with 5 mL of ethyl acetate. The combined organic layers were dried over MgSO4, filtered and concentrated to an orange oil. Column chromatography (60 -> 100% EtOAc/hexanes) afforded 0.026 g (23%) of N-[3-(8-amino-imidazo[l,2-b]pyridazin-6-yl)-2-methyl- phenyl] -4-tert-butyl-benzamide as a yellow 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, 6-Chloroimidazo[1,2-b]pyridazin-8-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/77334; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 69411-05-8, 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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, This compound has unique chemical properties. The synthetic route is as follows.

11636] 3-Chloro-5-trifluoromethylaniline (517, 3.66 g,18.7 mmol) was dissolved in 70 mE THF and stirred in an ice bath. To it were added 13oC2O (4.48 g, 20.6 mmol) and DMAP (2.51 g, 20.6 mmol). The mixture was stirred for overnight, and was concentrated in vacuo. The residue was taken into 200 mE EtOAc, washed with water x3, dried, rotavaped, and subjected to silica flash colunm using 1% MeOR in DCM to get tert-butyl 3-chloro-5-(trifluoromethyl) phenylcarbamate (518, 3.37 g, 61%) as a white solid. It was dissolved in 100 mE dry THF and treated with NaR (60% in mineral oil, 910 mg, 22.8 mmol) at RT for 15 mm and then iodomethane (1.42 mE, 22.8 mmol) was added. The mixture was stirred for overnight, concentrated, taken into 200 mE EtOAc, washed with water x2, dried, concentrated, and subjected to silica flash column using 0 to 5% EtOAc in DCM to isolate the methylation product as an oil. It was treated with 1:1 TFADCM (10 mE/i 0 mE) at RT for 3 hours, concentrated in vacuo, taken into 200 mE EtAOc and 50 mE iN NaOH. The organic phase was separated, washed with water, dried, subjected to silica flash column with 1% MeOR in DCM to isolate 3-chioro-N-methyl-5-(trifluoromethyl) aniline (519, 1.76 g, 53%) as an oil.

The chemical industry reduces the impact on the environment during synthesis 3-Chloro-5-trifluoromethylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; JIA, Zhaozhong J.; CHEN, Wei; THOMAS, William D.; US2015/158865; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 454-78-4, name is 2-Bromo-1-chloro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrClF3, 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. Application In Synthesis of 2-Bromo-1-chloro-4-(trifluoromethyl)benzene

EXAMPLE 6; [5-(3-{4-[2-Chloro-5-(trifluoromethyl)phenyllpiperazin-l-yl|isoxazol-5-yl)-2//-tetrazol-2- yl] acetic acid; Step 1 : tert-Butyl 4-r2-chloro-5-(trifluoromethyl)phenyllpiperazine-l-carboxylate; Into a 50 mL pressure vial equipped with a magnetic stir bar was added tert-butyl piperazine-1-carboxylate (2.00 g, 10.7 mmol), palladium(II) acetate (0.24 g, 1.07 mmol) and racemic-BTNAP (1.34 g, 2.15 mmol). The vial was evacuated under vacuum (1 mm Hg) and backfilled with N2 (repeated 3 times). Toluene (10 mL) and 3-bromo-4-chlorobenzotrifluoride (3.06 g, 11.8 mmol) were added to the vial and the solvent was degassed for 10 min with a steady flow of nitrogen before being heated to 120 0C for 16 h. The reaction mixture was filtered through a plug of celite on a sintered glass funnel, washing with diethyl ether (100 mL). The filtrate was concentrated and purified by column chromatography through silica gel, eluting with 0% EtOAc in hexanes to 40% EtOAc in hexanes as a gradient. The desired product was obtained as a light yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 454-78-4, its application will become more common.

Reference:
Patent; MERCK FROSST CANADA LTD.; ISABEL, Elise; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; RAMTOHUL, Yeeman, K.; ROY, Patrick; TRANMER, Geoffrey, K.; ASPIOTIS, Renee; LI, Lianhai; MARTINS, Evelyn; WO2010/94126; (2010); 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. 87-63-8, name is 2-Chloro-6-methylaniline, A new synthetic method of this compound is introduced below., name: 2-Chloro-6-methylaniline

To a cold stirring solution of 2-chloro-6-methylaniline (59.5 g 0.42 mol) and pyridine (68 ml, 0.63 mol) in THF (600 mL) was added 3-ethoxyacryloyl chloride (84.7 g, 0.63 mol) slowly keeping the temp at 0-5C. The mixture was then warmed and stirred for 2 h. at 20C. Hydrochloric acid (1N, 115 mL) was added at 0-10C. The mixture was diluted with water (310 mL) and the resulting solution was concentrated under vacuum to a thick slurry. The slurry was diluted with toluene (275 mL) and stirred for 15 min. at 20-22C then 1 h. at 0C. The solid was collected by vacuum filtration, washed with water (2 x 75 mL) and dried to give 74.1 g (73.6 % yield) of (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide). lH NMR (400 Hz, DMSO-d6) 8 1. 26 (t, 3H, J= 7 Hz), 2.15 (s, 3H), 3.94 (q, 2H, J= 7 Hz), 5.58 (d, 1H, J=12.4 Hz), 7.10-7. 27 (m, 2H, J=7.5 Hz), 7.27-7. 37 (d, 1H, J=7.5 Hz), 7.45 (d, 1H, J=12.4 Hz), 9. 28 (s, 1H) ; l3c NMR (100MHz, CDC13) b : 14. 57, 18.96, 67.17, 97.99, 126. 80, 127. 44, 129. 07, 131.32, 132.89, 138. 25,161. 09,165. 36.

The synthetic route of 87-63-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2005/77945; (2005); A2;,
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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 69411-05-8

11568] 3-Chloro-5-trifluoromethylaniline (3.66 g, 18.7 mmol) was dissolved in 70 mE THF and stirred in an ice bath. To it were added 13oC2O (4.48 g, 20.6 mmol) and DMAP (2.51 g, 20.6 mmol). The mixture was stirred for overnight, and was concentrated in vacuo. The residue was taken into 200 mE EtOAc, washed with water x3, dried, rotavaped, and subjected to silica flash column using 1% MeOH in DCM to get tert-butyl 3-chloro-5-(trifluoromethyl)phenylcarbamate (466,3.37 g, 61%) as awhite solid. It was dissolved in 100 mE dry THF and treated with NaH (60% in mineral oil, 910 mg, 22.8 mmol) at RT for 15 mm and then iodomethane (1.42 mE,22.8 mmol) was added. The mixture was stirred for overnight, concentrated, taken into 200 mE EtOAc, washed with water x2, dried, concentrated, and subjected to silica flash colunm using 0 to 5% EtOAc in DCM to isolate the methylation product as an oil. It was treated with 1:1 TFADCM (10 mE/lO mE) at RT for 3 hours, concentrated in vacuo, taken into 200 mE EtAOc and SOmE iN NaOH. The organic phase was separated, washed with water, dried, subjected to silica flash column with 1% MeOH in DCM to isolate 3-chloro-N- methyl-5-(trifluoromethyl)aniline (467, 1.76 g, 53%) as an 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; JIA, Zhaozhong J.; CHEN, Wei; THOMAS, William D.; US2015/158865; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics