Author: tianli

The chemical industry reduces the impact on the environment during synthesis 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, I believe this compound will play a more active role in future production and life. 60811-21-4

A mixture of 4-bromo-2-chloro-l-fluorobenzene (8.04 g) and sodium methylthiolate(3.05 g) in DMF (25 ml) was heated at 50 C for 2.5 h. Water was added and the mixture wasextracted with ether (three times). The organic extracts were washed with water (twice), dried(MgSO4), and evaporated to give the sub-title compound (8.93 g).1K NMR CDC13: 6 7.54 (1H, d), 7.34 (1H, dd), 7.02 (1H, dd), 2.47 (3H, s).

The chemical industry reduces the impact on the environment during synthesis 60811-21-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/21759; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1996-29-8, The chemical industry reduces the impact on the environment during synthesis 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, I believe this compound will play a more active role in future production and life.

Under argon atmosphere, a mixture of X-Phos (750 mg; 1.53 mmol), l-bromo-4-chloro-2-fluoro-benzene (1.93 mL; 15.31 mmol), ieri-butyl 4-[(4, 4,5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)methylene]piperidine- 1 -carboxylate (5 500 mg;, 15.31 mmol), Pd dba3 (708 mg; 0.76 mmol) and K3P04 (4 975 mg; 22.97 mmol) in a mixture of H20 (5 mL) and dioxane (100 mL) was heated to 100 C and stirred for 2 h. After cooling down to rt, H20 and EA were added. The organic layer was separated, washed with brine, dried over MgS04, filtered and concentrated to dryness. The residue was purified by column chromatography (silica gel;PE: EA; 30:1 ; v/v) to afford feri-butyl 4-[(4-chloro-2-fluoro-phenyl)methylene]piperidine-l- carboxylate (4 000 mg) as a white solid. (0255) MS xn/z (+ESI): 311.1, 313.1 [M-/-Bu+HCOOH]+. (0256) ?H-NMR (400 MHz, CDC13) d ppm: 7.10 – 7.06 (m, 3H), 6.20 (s, 1H), 3.51 (t, J= 5.6 Hz, 2H), 3.41 (t, J = 5.6 Hz, 2H), 2.36 – 2.30 (m, 4H), 1.48 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-chloro-2-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BASILEA PHARMACEUTICA INTERNATIONAL AG; RICHALET, Florian; EL SHEMERLY, Mahmoud; LANE, Heidi; (43 pag.)WO2019/115709; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13078-79-0, The chemical industry reduces the impact on the environment during synthesis 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, I believe this compound will play a more active role in future production and life.

General procedure: A solution of 24 (1.0 equiv.), HOBt (1.1 equiv.) and EDC (1.5 equiv.) in DMF (1.3 mmol/mL) was stirred at rt for 15 minutes. The appropriate amine (2.0 equiv.) was added and the resulting solution was stirred at rt for 5 hours. Reaction media was diluted with water and aqueous phase was extracted 3 times with EtOAc. Combined organic layers were washed successively with a solution of HCl 1N, a saturated solution of NaHCO3 and brine, dried over Na2SO4 and concentrated. The resulting solid was then purified by column chromatography on silica gel using the appropriate heptanes:EtOAc mixture.

The chemical industry reduces the impact on the environment during synthesis 2-(3-Chlorophenyl)ethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Bollenbach, Maud; Lugnier, Claire; Kremer, Melanie; Salvat, Eric; Megat, Salim; Bihel, Frederic; Bourguignon, Jean-Jacques; Barrot, Michel; Schmitt, Martine; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 269 – 290;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

94-97-3, Adding some certain compound to certain chemical reactions, such as: 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, 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 94-97-3.

General procedure: A mixture of azole (0.2 mmol), ketone (0.3 mmol, 1.5equiv.), NaHCO3 (33.6 mg, 2.0 equiv.), I2 (101.6 mg, 2.0 equiv.), and 1,2-dichloroethane (2 mL) was stirred at 80 C for 24 h. After cooling to room temperature, the reaction mixture was quenched with a saturated solution of Na2S2O3 (5 mL) and extracted with ethyl acetate (3×5 mL). The combined organic phases were washed with brine (10 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by flash column chromatograph, using a mixture of petroleum ether and ethyl acetate (5:1-2:1) as eluent to afford the corresponding products. The identity and purity of the products was confirmed by 1H and 13C NMR spectroscopic analysis.

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 94-97-3.

Reference:
Article; Chen, Wenlin; Yan, Rulong; Tang, Dong; Guo, Shuaibo; Meng, Xu; Chen, Baohua; Tetrahedron; vol. 68; 38; (2012); p. 7956 – 7959;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 6775-78-6 as follows. 6775-78-6

b) 3-Bromo-6-chloroimidazo[1,2-b]pyridazine Bromine (3.8 mL, 74.19 mmol) was added dropwise to a solution of 6-chloroimidazo [1,2-b]pyridazine (preparation 1 a, 4.8 g, 31.06 mmol) in glacial acetic acid (80 mL) and the resulting mixture was stirred at room temperature for 20 minutes. The precipitate formed was collected by filtration, washed with diethyl ether several times and dried in vacuo. The solid obtained was partitioned between ethyl acetate and a saturated aqueous solution of potassium carbonate. The organic layer was separated and washed with a saturated aqueous solution of potassium carbonate (x3), dried over magnesium sulphate and the solvent removed under reduced pressure. The crude was then treated with pentane, filtered and the solid obtained was dried in vacuo to yield the title compound (6.6 g, 92%) as a pale yellow solid. LRMS (m/z): 232 (M+1)+. 1H-NMR delta (300 MHz, CDCl3):7.13 (d, 1H), 7.80 (s, 1H), 7.92 (d, 1H).

According to the analysis of related databases, 6775-78-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; EP2463289; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 363-51-9, name is 2-Chloro-6-fluoroaniline, 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 363-51-9, 363-51-9

A mixture of acetic anhydride (17.1 mL, 181 mmol) in formic acid (75 mL) was stirred at 90 C. for 10 minutes. 2-Chloro-6-fluoroaniline (22.0 g, 151 mmol) was then added and the reaction mixture was heated to 90 C. for 6 hrs. After cooling to r.t., water was added and the precipitated product was collected via filtration, washed with water, and air dried to afford N-(2-chloro-6-fluorophenyl)formamide as a white solid. The crude product obtained was used directly in the next step without further purification. LCMS calculated for C7H6ClFNO (M+H)+: m/z=174.0; Found 174.0.

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-Chloro-6-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Incyte Corporation; Hummel, Joshua; Nguyen, Minh; Sokolsky, Alexander; Vechorkin, Oleg; Ye, Qinda; Yao, Wenqing; (72 pag.)US2019/315717; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 64628-73-5

An ice-cold mixture of 98% H2SO4 (0.75 mL) and water (2.25 mL) was added to 3-chloro-4-(trifluoromethoxy)aniline (53) (1 .00 g, 4.73 mmol) and the resulting salt was crushed (using a glass rod) and cooled in an ice bath. A solution Of NaNO2 (359 mg, 5.20 mmol) in cold water (0.75 mL, then 0.25 mL) was added drop-wise, and the mixture was stirred at 0 0C for 12 min. A solution of urea (42.6 mg, 0.709 mmol) in cold water (0.25 mL) was added, and the mixture was stirred at 0 0C for 3 min. Finally, a solution of KI (1.65 g, 9.94 mmol) in cold water (1.6 mL, then 0.2 mL) was added slowly, and the mixture was stirred at room temperature for 10 min, and then at 52 C for 2 h. The resulting cooled mixture was diluted with ice-water (45 mL) and extracted with CH2Cl2 (4x 50 mL). The extracts were sequentially washed with an aqueous solution of Na2SO3 (30 mL of 0.5%) and then with water (40 mL) and finally concentrated carefully under reduced pressure at 17 C. The resulting oil was chromatographed on silica gel, eluting with pentane, to give 2-chloro-4-iodo- 1 -(trifluoromethoxy)benzene (54) (1.24 g, 81%) as a colourless oil (a white solid on freezing); 1H NMR (CDCl3) delta 7.82 (d, J = 2.1 Hz, 1 H), 7.61 (dd, J = 8.6, 2.1 Hz, 1 H), 7.05 (dq, J = 8.6, 2.0 Hz, 1 H); HRAPCIMS calcd for C7H3ClF3IO mlz (M+) 323.8834, 321.8864, found 323.8834, 321.8861.

The synthetic route of 64628-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT; DENNY, William, Alexander; THOMPSON, Andrew, M.; BLASER, Adrian; MA, Zhenkun; PALMER, Brian, Desmond; SUTHERLAND, Hamish, Scott; KMENTOVA, Iveta; WO2011/14774; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 33863-76-2 name is 1-Bromo-3-chloro-5-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. 33863-76-2

To a solution of 1-bromo-3-chloro-5-fluorobenzene (25 g, 120 mmol) in methanol (800 ml) was added sodium methoxide (64 g, 1180 mmol). The reaction was heated to reflux for 9 days. The reaction was then concentrated in vacuo to one fifth of the volume (150 ml), cooled, and water (1000 ml) added. The mixture was extracted with diethyl ether (3 x 150 ml). The combined organic extracts were washed with brine (2 x 100 ml), dried over Na2SO4 and evaporated to afford the title compound (24.6 g). 1HNMR (CDCI3): 3.80(s, 3H), 6.84(s, 1 H), 6.96(s, 1 H), 7.10 (s, 1 H)GCMS Rt=3.86min MS m/z 222 [MH]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-chloro-5-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

108-70-3, A common heterocyclic compound, 108-70-3, name is 1,3,5-Trichlorobenzene, molecular formula is C6H3Cl3, 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.

Comparative Example 7 Preparation of 3,5-difluorochlorobenzene by reaction of 1,3,5-trichlorobenzene using tetrakis(diethylamino)phosphonium bromide as catalyst. 180 g (1 mol) of 1,3,5-trichlorobenzene, 114 g (2 mol) of potassium fluoride and 7.98 g (0.02 mol) of tetrakis(diethylamino)phosphonium bromide are used and the procedure described in Example 4 is employed.

The synthetic route of 108-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aventis Research & Technologies GmbH & Co. KG; US6103659; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

108-70-3, 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. 108-70-3, name is 1,3,5-Trichlorobenzene, A new synthetic method of this compound is introduced below.

This is an example of the coupling addition of three aryl groups to a trichloro aromatic hydrocarbon by the catalyst of this disclosure. [0071] The 1 liter coupling reaction flask was equipped as described inexample 3. The flask was charged with anhydrous NiBr2 0.55 grams / 2.5 mmole, TPP 6.55 grams / 25 mmole; 1,3,5-trichlorobenzene 18.31 grams / 0.10 mole and 50 ml / 44.3 grams of reagent grade o-xylene. The green solution of the NiBr2/TPP catalyst was formed by heating the mixture to ref lux and holding at reflux for 30 minutes. After cooling to ambient temperature, 100 ml of dry THE solvent was added. The 500 ml pressure equalizing addition funnel was charged with 320 ml of 1 .0 molar 2-chloromagnesiumtoluenesolution in THE (Aldrich) 0.32 mole. This represents a 3.2/ 1 mole ratio of Grignard / trichloroaryl or about a 7 mole % excess of Grignard. A sample of the starting mixture was taken for gas chromatographic analysis (sample 1). [0072] The coupling reaction was carried out at 50 degrees Celsius by the dropwize addition of the Grignard reactant over 2 hours and 50 minutes.The addition of the Grignard solution turned the mixture to a red-brown color. The mixture was stirred an additional 2 hours at 50 degrees Celsius following the complete addition of the Grignard. Additional samples were taken at 41% of the Grignard addition (sample 2); immediately following the complete addition of Grignard (sample 3); after 2 hours of additional stirring (sample 4)and following the acid hydrogen peroxide quench (sample 5). The table below lists the amount in grams of a given material in the reaction flask on the basis of gas chromatographic analysis. Sample 5 was also submitted for GC-MS analysis for identification of the individual components. This analysis was unable to find any traces of the mono-arylation intermediate product, atestament to the efficiency of the catalyst of this disclosure to poly-arylate multihalogenated aromatic compounds. [0073] The crude product solution was treated with 35 ml of concentrated hydrochloric acid and 115 ml of deionized water, followed by the addition of 3 ml of 50% aqueous hydrogen peroxide. The two liquid phases were separated in a funnel and the yellow organic layer was washed with two 100 ml portionsof 1% aqueous NaCI solution. The organic layer was subjected to nitrogen stripping followed by vacuum at 0.5 kPa pressure while warming the flask to about 50 degrees Celsius to remove all the THE and most of the o-xylene. The sticky solid was dissolved in a mixture of 200 ml of isomeric hexane and 50 ml of toluene. This was passed through a 2.5 cm by 7.5 cm diameter bed ofBrockmann I alumina and the bed washed through with a total of 300 ml of a2/1 v/v mixture of isomeric hexane / toluene. The clear colorless filtrate was stripped with nitrogen to a white sticky waxy solid. This material was recrystallized from 100 ml of refluxing isomeric hexane and cooling to ambient temperature. The white crystals were washed with two 25 ml portions of coldisomeric hexane and dried under 0.5 kPa vacuum. The net weight of pure product was 21.14 grams representing 60% theoretical yield based on 1,3,5- trichlorobenzene.[0074] The proton NMR spectrum ppm relative to TMS: 3H (S) 7.31 ppm 2,4,6 aromatic C-H; 12H (overlapping doublets) 7.30-7.32 ppm aromatic C-Hon outside aromatic rings; 9H (S) 2.415 ppm benzylic CH3.

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; EASTMAN CHEMICAL COMPANY; DEVON, Thomas, James; (41 pag.)WO2018/44824; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics