Category: 329944-72-1

Electric Literature of 329944-72-1, The chemical industry reduces the impact on the environment during synthesis 329944-72-1, name is 3-Bromo-5-chlorotoluene, I believe this compound will play a more active role in future production and life.

Azobisisobutyronitrile (AIBN, 1.0 g, 6.05 mmol) was added to a stirred solution of 1-bromo-3-chloro-5-methylbenzene (25 g, 121 mmol) in CCl4 (250 mL). The reaction mixture was then cooled to 0 C and N-bromosuccinimide (21.65 gm, 121 mmol) was added and the reaction mixture was refluxed for 3 hours. The reaction mixture was cooled to room temperature and the solid was removed by filtration. The filtrate was concentrated to give the title compound as brown liquid (25 g), which was taken to the next step 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, 3-Bromo-5-chlorotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cortendo AB; Blass, B. E.; Abou-Gharbia, M. A.; Childers, W. E.; Iyer, P.; Boruwa, J.; (143 pag.)CN105722823; (2016); 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. 329944-72-1, name is 3-Bromo-5-chlorotoluene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Under a nitrogen atmosphere, a 5 L dry and clean four-neck round bottom flask was charged with diisopropylamine (72.8 g, 0.72 mol, 1.06 eq) and 1500 mL of anhydrous tetrahydrofuran, and the temperature was reduced to -70 C.Add n-butyllithium solution (272mL, 2.5M, 0.68mol, 1.0eq), and reduce the temperature to -70 with stirring.Slowly add D-2 (139g, 0.68mol, 1.0eq) and maintain the reaction for 1h after the addition.Slowly add iodine-tetrahydrofuran solution (172g iodine / 300ml THF, 0.68mol, 1.0eq),After the addition, the reaction was maintained for 1 h.The temperature was slowly raised to room temperature, and the reaction was monitored by HPLC for completion.The reaction was quenched with 500 mL of 5% Na2S2O3 solution, and extracted with 2 L of methyl tert-butyl ether. The organic phase was washed with 1500 mL of saturated brine, dried over anhydrous sodium sulfate, concentrated under reduced pressure to obtain an oil, and recrystallized by adding 650 mL of ethanol.182 g (F-2) of white flake solid was obtained,Yield was 81%.

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; Ningbo Lumilan New Materials Co., Ltd.; Ningbo Dinghao Optoelectric Materials Technology Co., Ltd.; Zhang Yuxiang; Zhang Qingyun; Ding Huanda; Chen Zhikuan; (41 pag.)CN110551154; (2019); A;,
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. 329944-72-1, name is 3-Bromo-5-chlorotoluene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Bromo-5-chlorotoluene

S-Chloro-S-metbyl-benzonitrile To a stirred soiution of 1-Bromo-3-chloro-5-methyl- benzene (7 32g, 35 62mmol) in DMF (70ml), were added zinc cyanide (2.51g, 21 37mmol), DPPF (395mg, 0 712mmol), and Pd2dba3 (326mg, 0.356mmol) in this order. The flask was flushed with nitrogen and stirred in an oil bath (110-1200C) for 5hr After cooling to room temperature, the mixture was evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, etherhexane (from 1 ’19 to 1 9)) to afford 2.8g (51%) of a paie yellow solid m.p. 74-76 0C, 1H-NMR(200MHz, CDCi3) delta 2 39(3H s), 7 35(1 H, s), 7.40(1 HT s), 7.44(1 H, s), m/z (El) 151(M+).

According to the analysis of related databases, 329944-72-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; KIM, Choung, U.; MITCHELL, Michael, L.; SON, Jong, Chan; WO2010/9047; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 329944-72-1, 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. 329944-72-1 name is 3-Bromo-5-chlorotoluene, 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.

1-(3,5-difluorophenyl)-1,2,4-triazol-3-amine (1.12 g, 5.710 mmol), 1-bromo-3-chloro-5-methyl-benzene (2.72 g, 13.24 mmol), sodium tert-butoxide (approximately 909.8 mg, 9.467 mmol) and chloro(2-di-t-butylphosphino-2′,4′,6′-tri-i- propyl-1,1′ -biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) (t-BuXPhos Palladacycle) (approximately 227.4 mg, 0.3078 mmol) were slurried into dry t- butanol (15.86 mL) and dry 1,4-dioxane (5.288 mL) and purged with nitrogen for -10 minutes. The reaction was sealed and stirred at 90 C for ~1 hour. The reaction mixture was cooled to room temperature and poured into water (150 mL). The precipitate was filtered. The filter cake was washed with additional water (-75 mL) and methanol (-25 mL). Dried the filter cake in the high vacuum oven at 50C overnight to yield N-(3-chloro-5-methyl-phenyl)-1-(3,5-difluorophenyl)-1,2,4-triazol- 3-amine (1.587 g, 4.629 mmol, 81%). NMR (300 MHz, DMSO-^e) delta 9.78 (s, 1H), 9.20 (s, 1H), 7.68 – 7.58 (m, 2H), 7.55 (d, J = 1.9 Hz, 1H), 7.34 (s, 1H), 7.28 (tt, J = 9.4, 2.3 Hz, 1H), 6.76 (s, 1H), 2.29 (s, 3H) ppm. ESI-MS m/z calc. 320.06403, found 321.07 (M+l)+; Retention time: 1.02 minutes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-chlorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; BETHIEL, Randy Scott; CAO, Jingrong; COLLIER, Philip, N.; DAVIES, Robert J.; DOYLE, Elisabeth; FRANTZ, James Daniel; GOLDMAN, Brian Anthony; GREY, Ronald Lee; GRILLOT, Anne-laure; GU, Wenxin; KOLPAK, Adrianne Lynne; KRAUSS, Paul Eduardo; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MESSERSMITH, David; PEROLA, Emanuele; RYU, Elizabeth, Jin-Sun; SYKEN, Joshua; WANG, Jian; (491 pag.)WO2018/106646; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 329944-72-1, These common heterocyclic compound, 329944-72-1, name is 3-Bromo-5-chlorotoluene, 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 : To a solution of 3-bromo-5~chlorotoluene (754 mg, 3,67 mmol) in diethyl ether (20 mL) was added dropwise butyllithium (1.5 mL, 3.67 mmol) at -78 C. The resulting solution was stirred at -78 C for 0.5h before addition of 3a (558 mg, 1.835 mmol) as one portion. The reaction mixture was stirred from -78 C to rt over 16h before quenching with sat. NaHCPatent; MERCK SHARP & DOHME CORP.; DING, FA-Xiang; JIANG, Jinlong; SHEN, Dong-Ming; SHEN, Hong; SHI, Zhi-Cai; WO2011/137024; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

329944-72-1, name is 3-Bromo-5-chlorotoluene, 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. SDS of cas: 329944-72-1

The mixture of 3-bromo-5-chlorotoluene (9 g, 43.8 mmol), NBS (8.19 g, 46 mmol), and AIBN (200 mg) in carbon tetrachloride (50 mL) was heated at 80 C. for 3 hours. The resulting mixture was run through a silicon gel column with dichloromethane as the eluant. The fraction was collected and solvent was removed by rotovap, crude 1-bromo-3-(bromomethyl)-5-chlorobenzene (3) was obtained as a brown residue and used in the next step without further purification.

The synthetic route of 329944-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gerritz, Samuel; Shi, Shuhao; Zhu, Shirong; US2006/287287; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 329944-72-1, 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. 329944-72-1 name is 3-Bromo-5-chlorotoluene, 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.

Azobisisobutyronitrile (AIBN, 1.0 g, 6.05 mmol) was added to a stirred solution of 1-bromo-3-chloro-5-methylbenzene (25 g, 121 mmol) in CCl4 (250 mL). The reaction mixture was then cooled to 0 oC and N-Bromosuccinimide (21.65 gm, 121 mmol) was added and the reaction mixture was refluxed for 3 hours. The reaction mixture was cooled to room temperature and the solid was removed by filtration. The filtrate was concentrated to give the title compound as brown liquid (25 g), which was taken to the next step without further purification. 1H NMR: (400 MHz, CDCl3) delta 7.45-7.42 (m, 2H), 7.32 (s, 1H), 4.36 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-chlorotoluene, and friends who are interested can also refer to it.

Reference:
Article; Blass, Benjamin E.; Iyer, Pravin; Abou-Gharbia, Magid; Childers, Wayne E.; Gordon, John C.; Ramanjulu, Mercy; Morton, George; Arumugam, Premkumar; Boruwa, Joshodeep; Ellingboe, John; Mitra, Sayan; Reddy Nimmareddy, Rajashekar; Paliwal, Shalini; Rajasekhar, Jamallamudi; Shivakumar, Savithiri; Srivastava, Pratima; Tangirala, Raghuram S.; Venkataramanaiah, Konda; Bobbala, Ramreddy; Yanamandra, Mahesh; Krishnakanth Reddy; Bioorganic and Medicinal Chemistry Letters; vol. 28; 13; (2018); p. 2270 – 2274;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics