Tag: M.W=200-300

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

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

Synthetic Route of 19752-55-7,Some common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

In a nitrogen environment, it was dissolved in I-31(32 g, 59.8 mmol) and 250 mL THF, here the 1-bromo-3,5-dichlorobenzene(16.2 g, 71.7 mmol) and tetrakis (triphenylphosphine) put the palladium (0.69 g, 0.60 mmol) was stirred. Into a potassium carbonate (20.7 g, 150 mmol) in saturated water was heated to reflux at 80 ¡ã C for 13 hours. After the reactionwas completed, the reaction solution into water and extracted with DCM then water was removed with anhydrous MgSO4,filter and was concentrated under reduced pressure. Thus the resulting residue was separated and purified by flash columnchromatography to obtain the compound I-32(25.9 g, 78percent).

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-3,5-dichlorobenzene, its application will become more common.

Reference:
Patent; Cheil Industries Co., Ltd; Lee, Han Ir; Yu, Uhn Sun; Kang, Dong Min; Kang, Uii Soo; Yang, Yong Tak; Oh, Jae Jin; Yu, Dong Gyu; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; Hong, Jin Suk; (59 pag.)KR2015/6758; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 13918-92-8, 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 13918-92-8 as follows.

Intermediate 14Preparation of N- [5 -bromo-2-(methyloxy)- 3 -pyridinyll -2,4-difluorobenzenesulfonamideTo a cooled (0 0C) solution of 5-bromo-2-(methyloxy)-3-pyridinamine (20.3 g, 100 mmol) in Pyridine (200 rnL) was added slowly 2,4-difluorobenzenesulfonyl chloride (21.3 g, 100 mmol) over 15 min (reaction became heterogeneous). The ice bath was removed and the reaction was stirred at ambient temperature for 16 h, at which time the reaction was diluted with water (500 mL) and the solids filtered off and washed with copious amounts of water. The precipitate was dried in a vacuum oven at 50 0C to give N-[5-bromo-2- (methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide (12 g, 31.6 mmol, 31.7 % yield). MS (ES) m/e 380.9, 379.0 (M + H)+.

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157191; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 61881-19-4, The chemical industry reduces the impact on the environment during synthesis 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, I believe this compound will play a more active role in future production and life.

2.9. Synthesis of N-Phenyl Trifluoroacetimidate (3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-glucopyranosyl)-(1? 2)-3,7-di-O-benzoyl-4-O-para-bromobenzyl-6-O-benzyl-L-glycero-D-manno-heptopyranoside 2 To a solution of compound 30 (83 mg, 0.072 mmol) in acetone/H2O (10/1, v/v, 2.2 mL), was added NBS (38 mg, 0.22 mmol). After being stirred at room tempearature for 1 h, the mixture was diluted with EtOAc, washed with saturated aqueous NaHCO3 and brine. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc: 2/1) to afford the corresponding hemiacetal (54 mg, 76%) as a colorless syrup. To a solution of the above hemiacetal (69 mg, 0.070 mmol) and K2CO3 (27 mg, 0.195 mmol) in acetone (1.5 mL), was added 2,2,2-trifluoro-N-phenylacetimidoyl chloride (100 mg, 0.482 mmol). After being stirred at room temperature for 30 min, the solution was filtered and concentrated in vacuo to a residue, which was purified by silica gel column chromatography (hexane/EtOAc: 3/1) to afford 2 (70 mg, 87%) as a colorless syrup: [alpha]20D = +47.32 (c 0.8, CHCl3); 1H NMR (400 MHz, CDCl3) delta 8.06 – 8.01 (m, 4 H), 7.61 – 7.09 (m, 18 H), 6.86 – 6.81 (m, 4 H), 5.62 (dd, J = 9.2, 10.4 Hz, 1 H), 5.59 (dd, J = 2.8, 9.2 Hz, 1 H), 5.05 (dd, J = 9.6, 10.4 Hz, 1 H), 4.85 (d-like, J = 12.0 Hz, 1 H), 4.77 (dd, J = 5.2, 10.8 Hz, 1 H), 4.60 (d-like, J = 12.4 Hz, 1 H), 4.49 – 4.40 (m, 5 H), 4.27 (dd, J = 4.0, 12.4 Hz, 1 H), 4.15 (t, J = 6.4 Hz, 1 H), 4.08 (d-like, J = 9.6 Hz, 1 H), 3.99 (d-like, J = 12.4 Hz, 1 H), 3.40 (dd, J = 4.0, 10.8 Hz, 1 H), 2.12 (s, 3 H), 2.01 (s, 3 H), 1.95 (s, 3 H); 13C NMR (100 MHz, CDCl3) delta 170.5, 169.8, 169.7, 166.2, 165.9, 143.2, 137.8, 136.7, 133.6, 133.3, 131.4, 129.8, 129.7, 129.6, 129.3, 129.2, 128.9, 128.8, 128.6, 128.5, 128.2, 128.1, 124.6, 121.6, 119.4, 99.3, 77.3, 73.6, 73.5, 72.7, 72.5, 72.2, 70.4, 68.5, 68.2, 62.3, 61.5, 61.1, 20.8, 20.7, 20.6; HRMS (ESI) m/z calcd for C55H52BrF3N4O16Na [M+Na]+ 1185.2400, found 1185.2423.

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, 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Seeberger, Peter H.; Yang, You; Anish, Chakkumkal, Dr.; Reinhardt, Anika; EP2573100; (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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Safety of 2,4-Difluorobenzene-1-sulfonyl chloride

General procedure: To 5-(5-(5-Aminopyridin-3-yl)thiophen-2-yl)-2-methyl- isoindolin-1-one (225 mg, 0.79 mmol) in dry pyridine (23 mL) under N2 at RT, was added dropwise, 2,4-difluorobenzenesulphonyl chloride (336 mg, 1.58 mmol) in CH2C12 (3 mL) over 5 mm. The suspension was heated to 45C under N2 for 4 h., at which point another portion of 2,4-difluorobenzenesulphonyl chloride (169 mg,0.79 minol) in CH2C12 (2 mL) was added. The whole mixture was left to stir for at 45C under N2 for 16 h., then the solvent removed under reduced pressure. The resulting residue was suspended in acetone (10 mL), 1 M HCI (20 mL) added, and the entire mixture stirred for 10 minutes. The solid was then collected by filtration, washed well with 1 M HC1 and water, dried, and purified by chromatography as described below.In cases where the bis-sulphonarnide was also formed, a second step was introduced where the crude product above was treated with a 1:1 mixture of 1 ,4-dioxane and 2 M NaOH. The crude suiphomamide resulting from subsequent acidification of the reaction mixture was isolated by filtration, washed well with wafer, and dried. Purification was carried out by flash column chromatography (2% MeOHJCH2C12 as eluant), giving the title compound(1) as a pale yellow solid (211 mg, 54%), mp (MeOH/CH2C12) 266-269C. ?H NMR [400 MHz, (CD3)2S0] oe 11.15 (br s, 1 H), 8.69 (d, J= 2.0 Hz, I H), 8.25 (d, J= 2.4 Hz, 1 H), 8.01 (dt, J 8.7, 6.3 Hz, 1 H), 7.95 (s, I H), 7.83 (dd, J= 8.0, 1.5 Hz, 1 H), 7.68-7.75(m, 3 H), 7.65 (d, J 3.9 Hz, 1 H), 7.58 (dt, J 8.9, 2.4 Hz, I H), 7.30 (dt, J 8.2, 2.0 Hz,I H), 4.52 (s, 2 H), 3:09 (s, 3 H). Anal. (C24H17F2N303S2) C, H, N.

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; PETER MACCALLUM CANCER INSTITUTE; SPICER, Julie Ann; DENNY, William Alexander; MILLER, Christian Karl; O’CONNOR, Patrick David; HUTTUNEN, Kristiina; TRAPANI, Joseph A.; HILL, Geoff; ALEXANDER, Kylie; WO2014/28968; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 62356-27-8, 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. 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of l-bromo-3-chloro-2-methylbenzene (2.74 g, 12.39 mmol) in THF (40 ml.) at -70 C was added n-BuLi (1.6 M in hexane) (7.75 ml_, 12.39 mmol) drop wise over 5 min by syringe along the wall of the flask. After adding, the reaction was stirred at this temperature for 30 min. Then the resulting solution was added into a solution of (S)-tert-butyl l,6-dioxohexahydropyrrolo[l,2-a]pyrazine-2 (1H) -carboxylate (3 g, 11.8 mmol) in THF (40 ml_). After stirred at -70C for 5 min, the reaction mixture was quenched with saturated NH4CI and extracted with EtOAc (2 x 20 ml_), washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the title compound (3.6 g, yield : 80%); m/z (ES+) : 381 [M + H] + .

The synthetic route of 1-Bromo-3-chloro-2-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; BLADH, Haakon; FELDING, Jakob; ZHOU, Ding; CAI, Zhen-wei; S?RENSEN, Morten Dahl; WO2015/24878; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 13918-92-8, 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. 13918-92-8 name is 2,4-Difluorobenzene-1-sulfonyl chloride, 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.

A mixture of 75 mg (0.22 mmol) E-7, 59 mu. (0.44 mmol) 2,4-difluoro-benzenesulfonyl chloride and 56 mu. (0.71 mmol) pyridine in 3 mL DCM is stirred over night at RT. The reaction mixture is concentrated under reduced pressure and the residue is purified by RP chromatography (C18, 20-90% acetonitrile in water containing 0.1% formic acid). Yield: 52 mg (46%). HPLC-MS: M+H = 516; tR = 1, 17 min.

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); 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. 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-1-chloro-2-methylbenzene

To a stirring solution of 4-bromo-1-chloro-2-methyl-benzene 5 (4.92mL, 37.1mmol) in THF (75mL) cooled to -78C was added n-butyllithium (14.9mL, 37.1mmol) dropwise. The solution was stirred at -78C for 30min and then was added to a stirring solution of phthalic anhydride 6 (5.00g, 33.8mmol) in THF (90mL) at -78C. The reaction was stirred at -78C for 2h before being quenched with 1N HCl (100mL). The solution was allowed to warm to rt, the layers were separated and the aqueous layer was extracted with EtOAc (3¡Á100mL). The combined organic layers were passed through a phase separator and concentrated. The crude material was purified using Teledyne ISCO Combi-Flash system (solid loading, 40G column, 40-80% EtOAc, 20min run) to give 2-(4-chloro-3-methyl-benzoyl)benzoic acid 7 (4.67g, 50.4% yield) as a white solid. 1H NMR (400MHz, CDCl3) delta (ppm): 8.10 (d, J=7.8Hz, 1H), 7.68 (dt, J=7.6, 1.2Hz, 1H), 7.64-7.62 (m, 1H), 7.59 (dt, J=7.9, 1.2Hz, 1H), 7.44 (dd, J=8.2, 2.2Hz, 1H), 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:
Article; McGowan, Kevin M.; Nance, Kellie D.; Cho, Hykeyung P.; Bridges, Thomas M.; Jeffrey Conn; Jones, Carrie K.; Lindsley, Craig W.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1356 – 1359;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics