Author: tianli

Synthetic Route of 33863-76-2, 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. 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a degassed solution of (R)-3-((R)-3-Amino-2-oxo-perhydro- azepin-l-yl)-piperidine-l -carboxylic acid tert-butyl ester 39.6 (0.6 g, 1.9 mmol) in toluene (40 mL) was added sodium tert-butoxide (0.34 g, 3.6 mmol), (R)-(+)-2,2′-bis(diphenylphosphino)- Iota , -binaphthyl (0.20 g, 0.33 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.1 1 g, 0.12 mmol) and l-Bromo-3-chloro-5-fluoro-benzene (0.5 g, 2.4 mmol). The solution was purged under an atmosphere of argon and heated to reflux for 2.5 h. The reaction was cooled to room temperature, filtered through celite pad, diluted with ether and washed with a solution of NaHC03, brine, dried(Na2SC>4) filtered and solvent was concentrated in vacuo to afford a residue which purified by flash chromatography (gradient DCM/MeOH, 0 to 5%) to afford 0.4g, 48.2%. LCMS m z 385.4 [M – tBu]+.

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

Reference:
Patent; BIOGEN IDEC MA INC.; ERLANSON, Daniel, A.; MARCOTTE, Doug; KUMARAVEL, Gnanasambandam; FAN, Junfa; WANG, Deping; CUERVO, Julio, H.; SILVIAN, Laura; POWELL, Noel; BUI, Minna; HOPKINS, Brian, T.; TAVERAS, Art; GUAN, Bing; CONLON, Patrick; ZHONG, Min; JENKINS, Tracy, J.; SCOTT, Daniel; SUNESIS PHARMACEUTICALS, INC.; LUGOVSKOY, Alexey, A.; WO2011/29046; (2011); A1;,
Chloride – Wikipedia,
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Synthetic Route of 73006-78-7, 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. 73006-78-7, name is 5-Chloro-[1,1′-biphenyl]-2-amine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under nitrogen or argon, 0.4 mmol, 0.2mmol, Ir(ppy) 3(2mg) and DMF1 ml was added to the reaction flask, followed by blue LED lights(7W) irradiation until complete conversion of trivalent iodine reagent completion of thereaction at room temperature. Add 10 ml of saturated Na 2CO 3Aqueous solution, andextracted three times with ethyl acetate, the organic layer was washed with water andonce with saturated brine, dried over anhydrous Na 2SO 4The organic layer was dried.Column chromatography (eluent: petroleum ether 60-90: ethyl acetate = 20: 1-10: 1) to give the product in 48% yield

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, 5-Chloro-[1,1′-biphenyl]-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University; Zhu, ChengJian; Xie, jin; Xu, Pan; (13 pag.)CN103553857; (2016); B;,
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. 174913-10-1, name is 1-Bromo-3-chloro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 174913-10-1

1-Bromo-3-chloro-2-methoxybenzene (113.2 g, 426.4 mmol)The mixture was dissolved in tetrahydrofuran (1000 mL), the temperature was lowered to -78 C, and 1.7 M tert-butyllithium (t-BuLi) (251.7 mL, 426.4 mmol) was added slowly. After stirring at the same temperature for 1 hour, triisopropyl borate (B (OiPr) 3) (113.2 mL, 852.4 mmol) was added and stirred for 3 hours while slowly warming to room temperature. To the reaction mixture was added a 2 N aqueous hydrochloric acid solution (800 mL) and the mixture was stirred at room temperature for 1.5 hours. The resulting precipitate was filtered, washed with water and ethyl ether, and vacuum dried. After drying, recrystallization from chloroform and ethyl acetate and drying afforded (3-chloro-2-methoxyphenyl) boronic acid (89.6 g, yield 91%;

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 174913-10-1.

Reference:
Patent; LG Chem, Ltd.; Jeong Min-u; Lee Dong-hun; Moon Jeong-uk; Park Tae-yun; Lee Jeong-ha; Cho Seong-mi; Chae Mi-yeong; (43 pag.)KR2018/10166; (2018); A;,
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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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Bromo-4-chloro-1-methylbenzene

In a three-necked round-bottom 500 ml flask equipped with a reflux condenser, thermometer, dropping funnel with pressure-equalizing, and magnetic stirring bar, 41.3 ml (128 g, 0.80 mmol) of bromine were added dropwise to 164 g (0.80 mol) of 2-bromo-4-chlorotoluene under exposure to 500 W lamp for 3 h at 19O0C. The resulting mixture was cooled to room temperature. Fractional distillation gave a colorless liquid, b.p. 1 1 1-1 15C/7 mm Hg. Yield 182 g (80%).Anal. calc. for C7H5Br2Cl: C, 29.56; H, 1.77. Found: C, 29.76; H, 1.89.1H NMR (CDCl3): delta 7.44 (d, J= 1.7 Hz, IH, 2-H), 7.36 (dd, J= 6.0 Hz, J= 1.7 Hz, IH, 4-H), 7.18 (d, J= 6.0 Hz, IH, 5-H), 4.69 (s, 2H, CH2).

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 27139-97-5.

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS INC.; WO2007/70041; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4584-46-7, These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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 2-(2,4-dimethoxy-benzyl)-4-hydroxy-isoindole-1 ,3-dione (317 mg, 1.01 mmol), 2- dimethylaminoethyl chloride hydrochloride (160 mg, 1.11 mmol) and potassium carbonate (350 mg, 2.5 mmol) in DMF (4 mL) was heated at 60C for 18 hours. The mixture was concentrated in vacuo, taken up in ethyl acetate and extracted twice with 1N hydrochloric acid. The aqueous extracts were made basic with solid potassium carbonate and extracted with ethyl acetate (*2). The combined organic extracts were washed with brine, dried (MgSO4) and concentrated to give the title compound (236 mg, 61 %) as an off-white solid. 1H NMR (methanol-d4) 7.73 (1 H, t), 7.44-7.40 (2H, m), 7.02 (1 H, d), 6.51 (1 H, d), 6.42 (1H, dd), 4.72 (2H, s), 4.33 (2H, t), 3.80 (3H, s), 3.76 (3H, s), 2.87 (2H, t), 2.40 (6H, s). MS: [M+H]+ 385.

The synthetic route of 4584-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44041; (2008); 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. 2401-24-3, name is 2-Chloro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Chloro-5-methoxyaniline

General procedure: A mixture of benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (247 mg, 1.0 mmol), 2-bromo-4-methoxyaniline (303 mg, 1.5 mmol) and lithium perchlorate (190 mg, 1.7 mmol) were taken in acetonitrile (3.0 mL). The reaction mixture was heated to 90 C for 18 h. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with water. The organic layer was dried over sodium sulfate and concentrated under reduced pressure, and the product was purified by column chromatography (silica gel, 50% EtOAc/hexanes) to provide benzyl 4-(((2-bromo-4-methoxyphenyl)amino)methyl)-4-hydroxypiperidine-1-carboxylate, 5c (358 mg, 80%) as a colourless syrup.

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 2401-24-3.

Reference:
Article; Kurissery, A. Tony; Rajkumar, G. Abraham; Arvapalli, Venkata Satyanarayana; Pitchumani, Venkatachalam; Tetrahedron Letters; vol. 58; 37; (2017); p. 3607 – 3611;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 106-39-8,Some common heterocyclic compound, 106-39-8, name is 1-Bromo-4-chlorobenzene, molecular formula is C6H4BrCl, 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.

At room temperature, to a suitable solvent(a mixture of 1-Sulfobutyl-3-methylimidazolium trifluoromethansulfonate and 1,4-dioxane of volume ration 1:8),add add 100 mmol compound of the above formula (1), 180 mmol compound of the above formula (II), 7 mmol of a catalyst (2mmol of Pd (TFA) 2 and 5 mmol of CuBr), 10mmol of the bipyridine organic ligand of formula L3 and 20 mmol of trifluoroacetic acid, and then the temperature was raised to 80 C and the reaction was stirred at this temperature for 4 hours. After the reaction, The resulting reaction system is cooled to room temperature and filtered filtrate is saturated with sodium bicarbonate aqueous solution till no bubble remain. The acetone was extracted and the organic phase was separated and dried over anhydrous magnesium sulfate and distilled under pressure, the resulting residue was purified by flash column chromatography (elution solvent mixture of petroleum ether and ethyl acetate in a volume ratio of 15: 1) to give a compound of formula (III) ,yield of 96.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-chlorobenzene, its application will become more common.

Reference:
Patent; Jiang Yulan; Li Meiling; Han Deyu; Zheng Xuemei; (10 pag.)CN105152826; (2017); B;,
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

Related Products of 328-84-7, 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. 328-84-7 name is 3,4-Dichlorobenzotrifluoride, 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.

Example -4; 3,4-Dichlorobenzotrifluoride (75.4 g) was added to 210 g of dimethylsulfone 30.45 g of calcined potassium fluoride in an autoclave. The ammonia gas (1 to 1.2 m/m) was passed at 30¡ãC. The reaction mixture was maintained at 235¡ãC and pressure of 25-26 kg/cm for 6 hrs. After work up and fractionation the yield of 2-chloro-4-trifluoromethylaniline was 84percent based on 3,4-dichlorobenzotrifluoride consumed.

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

Reference:
Patent; GHARDA, Keki Hormusji; WO2011/107998; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 72235-56-4, A common heterocyclic compound, 72235-56-4, name is 3-Chloro-4-fluorobenzylamine, molecular formula is C7H7ClFN, 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.

To a 50 mL shaker vessel was added 2,6-dimethoxy-4- polystyrenebenzyloxy-benzaldehyde (DMHB resin) (2 g, 1.5 mmol/g, 3 mmol) and 25 mL of NMP. 3-Chloro-4-fluorobenzylamine (1.92 g, 12 mmol), HOAc (2.5 mL, 10%), and Na (OAc) 3BH (3.18 g, 15 mmol) were then added. The mixture was shaken at rt for overnight. The resutling resin was washed with NMP (25 mL x 2), DCM (25 mL x 2), MeOH (25 mL x 2) and DCM (25 mL x 2) and dried in vacuum oven at 35 C for overnight to yield DMHB resin-bound 3-chloro-4- fluorobenzylamine.

The synthetic route of 72235-56-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/87236; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics