Author: tianli

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 2533-69-9 as follows. 2533-69-9

24. 55 mmol of PHENYLENEDIAMINE 1a-k, 1M, In were dissolved in 50 ml of acetic acid, AND 27 MMOL of methy 2, 2, 2-TRICHFOROACETIMIDATE 2 WERE added at 0C over the course of 0.5 hour under an N2 atmosphere. When the addition was complete, the reaction mixture was slowly warmed to room temperature and stirred at this temperature for 2 hours. The reaction mixture was poured into ice-water, and the resulting precipitate was filtered off with suction, washed with a little water and dried at 40C under reduced pressure. 3a: R = 5-Cl ; brown solid, yield : 82%

According to the analysis of related databases, 2533-69-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GmbH; WO2005/4863; (2005); 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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 27139-97-5

The cooling pipe is attached, the container is again after replacing the argon, distilled water (30 ml), 2-bromo-4-chlorotoluene (5. 23g, 20. 5mmol), tetrakistriphenyl phosphinepalladium (0. 462g, 0. 40mmol), potassium carbonate (2. 76g, 20mmol), and toluene (100 ml) is added, which is circulated to 5 hours. After cooling to room temperature, transferring the liquid content scopolia, organic phase and aqueous phase is separated, the water phase is removed, washed with organic phase. By drying the organic phase is sodium sulfate. Thereafter, by filtration to remove sodium sulfate, organic phase is concentrated. The mixture is purified by silica gel column chromatography (developing solvent: Phenylbicyclohexane), and the purpose of the above chemical eq. (118) is obtained (yield 4. 14g, yield 82. 4percent)

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; NIPPON HOSO KYOKAI <NHK>; KANTO CHEM CO INC; FUKAGAWA HIROHIKO; SHIMIZU TAKAHISA; TAKAHASHI JUNPEI; SHINNAI SATONOBU; TSUCHIYA KAZUHIKO; (53 pag.)JP2015/160849; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1996-29-8, 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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, A new synthetic method of this compound is introduced below.

1-Bromo-4-chloro-2-fluorobenzene (5.68 g, 27.11 mmol) was dissolved in a reaction flask containing anhydrous tetrahydrofuran (60 mL) under nitrogen. The reaction solution was cooled to -78 C.LDA (11.44 mL, slowly added dropwise with stirring)2M tetrahydrofuran solution). After the addition is continued for 1 hour,Pass dry carbon dioxide gas and slowly raise to room temperature.After the reaction is complete, cool again to 0 C,It was quenched with saturated aqueous NaHCO3 (EtOAc) (EtOAc)Discard the organic phase. After the aqueous phase is adjusted to pH 2 to 3 with 3N hydrochloric acid,It was extracted with ethyl acetate (100 mL¡Á3) and the combined organic phases were washed with saturated brine.Dry over anhydrous sodium sulfate, filter, and concentrate the filtrate under reduced pressure.3-Bromo-6-chloro-2-fluorobenzoic acid (3.4 g, yellow solid, yield 49.4%).

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; Beijing Yue Zhi Kangtai Bio-pharmaceutical Technology Co., Ltd.; Duan Maosheng; Xiong Yanlin; Liu Jiale; Tian Shihong; Dai Quan; (57 pag.)CN109232533; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2770-11-8, These common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, 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 solution of 2-(4-chloro-phenoxy)-phenylamine (100 mg, 0.46 mmol) and 7V-(2-formyl- phenyl)-acetamide (74 mg, 0.46 mmol) in anhydrous DCM (5ml) was stirred at r.t. and to this was added MgSO4 (550 mg, 4.6 mmol) and the resulting mixture stirred for a further18h at r.t. The mixture was then filtered and the solid was washed with DCM. The filtrate was then evaporated to dryness to yield the desired product. The product was identified by NMR, as no CHO peak was visible in the 1H NMR and it had been replaced with an imine peak. The product was used crude in all following experiments.

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 2770-11-8.

Reference:
Patent; STERIX LIMITED; WO2009/66072; (2009); A2;,
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 6223-78-5 as follows. 6223-78-5

In a 250 ml_ round-bottomed flask was weighed T-1 (1.8 g, 10 mmol). Dry DCE (20 ml_) was added followed by dry toluene (921 mg, 10 mmol, 1 equiv). Then AICI3 (133 mg, 1 mmol, 10 mol%) was added in portions. The resulting mixture was stirred under argon for 16 h. The mixture was cooled to room temperature, and then poured on ice-water (50 ml_). The organic layer was separated and the aqueous layer was extracted with Et2Patent; QUEEN’S UNIVERSITY AT KINGSTON; CAMERON, Donald Andrew; PETKOVICH, Martin; RANTANEN, Toni Kristian; SNIECKUS, Victor; BOARD, Johnathan; SINGH, Suneel; MAHETA, Ashishkumar Jayantilal; (76 pag.)WO2018/107289; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2729-34-2, 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. 2729-34-2, name is 3,5-Dichloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3,5-dichloro-4-fluoroaniline (1 g, 5.58 mmol) in con. HC1 (20 mL) was cooled to 0-5 C. A solution of sodium nitrite (424 mg, 6.14 mmol) in water (1 mL) was added dropwise over 20 min with stirring. The resulting solution was stirred for 1 h at 0-5 C. Potassium ethyl xantogenate (1.33 g, 8.37 mmol) was added and the reaction mixture was stirred at 70 C overnight. The resulting solution was extracted with EtOAc (20 mL x 3). The combined organic layers were washed with brine (20 mL), dried over Na2S04, and concentrated in vacuum to give crude product, which was purified by FC to afford crude product. The crude product dissolved in EtOH (20 mL) followed by addition of 2M NaOH(5.6 mL). The mixture was stirred at 70 C for 2h. The mixture was extracted with DCM(30 mL) and the water layer pH was adjusted to pH5-6 by NaHSCL aq. followed by addition of DCM (30 mL). The organic layer was isolated and was washed, dried over sodium sulphate and concentrated to dryness to give the title compound 90.2 mg which was used in the next step without further purification m/z calcd for [C6H3Cl2FS]+ [M-H] : 195.0; found: 195.0.

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; GALECTO BIOTECH AB; ZETTERBERG, Fredrik; (118 pag.)WO2019/137971; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

108-70-3, The chemical industry reduces the impact on the environment during synthesis 108-70-3, name is 1,3,5-Trichlorobenzene, I believe this compound will play a more active role in future production and life.

General procedure: An oven-dried and argon-flushed pressure tube was charged with 1,3,5-trichlorobenzene, 1,2,4-trichlorobenzene or 1,2,3-trichlorobenzene (0.25 mmol), Pd2(dba)2 (1.25 mol%), cataCXium A (5.0 mol%), boronic acid (1.5 mmol) and K3PO4 (1.5 mmol) followed by anhydrous toluene (4.0 mL). The tube was sealed with a Teflon valve and the reaction mixture was stirred at 110 C for 24 h. The cooled reaction mixture was diluted with water and extracted with DCM. The combined organic layers were dried (Na2SO4), filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography.

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

Reference:
Article; Reimann, Sebastian; Ehlers, Peter; Sharif, Muhammad; Spannenberg, Anke; Langer, Peter; Tetrahedron; vol. 72; 8; (2016); p. 1083 – 1094;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene, 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 56961-77-4. 56961-77-4

1 15 g of 1 -Bromo-2,3-dichlorobenzene was dissolved in 470 g of toluene and the solution was cooled down to -10C. Then a 20% THF solution of isopropylmagnesium chloride (309 g) was added over 30 min and the reaction mixture was stirred 1 hour at -10C. Freshly distilled cyclopentadiene (44.5 g, 1 .3 eq) was added over 10 min. After one hour stirring at ambient temperature, the mixture was heated to reflux. When the conversion was completed, the reaction mixture was filtered off and washed twice with toluene. The mother liquor was evaporated and 106 g of brown crude oil was obtained (yield: 91 .5%. The material can be purified by distillation or by CC (silica gel, eluant: Hept TBME 19/1 ).1H-NMR (400 MHz, CDCI3): delta = 7.08-6.97 (m, 3H, Ar-H); 7.00-6.96 (m, 2H, Vinyl-H); 4.32- 4.31 (m, 1 H); 4.09-4.08 (m, 1 H); 2.46 (dt, J = 7.5 Hz, 1 .5 Hz, 1 H); 2.41 (dt, J = 7.0 Hz, 1 .5 Hz, 1 H).

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 1-Bromo-2,3-dichlorobenzene.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; DUMEUNIER, Raphael; SCHLETH, Florian; VETTIGER, Thomas; ROMMEL, Michael; TRAH, Stephan; WO2011/131545; (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. 1996-29-8 name is 1-Bromo-4-chloro-2-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. 1996-29-8

.1. Preparation of 1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone A 3 L 3-neck round bottom flask equipped with a mechanical stirrer, a temperature controller, and a nitrogen inlet was charged with potassium tert-butoxide (Aldrich 95%, 84.6 g, 0.716 mol) and DMSO (400 mL, 4¡Á) at room temperature and stirred for 15 minutes. To this solution was added pyrazole 2 (59 g, 0.719 mol) followed by a DMSO rinse (50 mL, 0.5¡Á). The resulting orange turbid solution was stirred for 15 min and fluoride 1 (100 g, 0.477 mol) was added followed by a DMSO rinse (50 mL, 0.5¡Á). This mixture was then heated to 50 C. and held for 5 hours at this temperature. After cooling to room temperature, the reaction mixture was diluted with MTBE (750 mL), and water (500 mL) was added to give a brown turbid mixture. After 15 min stirring, the organic layer was separated and sequentially washed with 1 N HCl (250 mL), brine (250 mL), and water (250 mL). Solution assay of organic layer was carried out using GC (conversion >99%, solution yields of 3 and its regioisomer 4 were 83% and 17%, respectively). The MTBE solution was then concentrated under vacuum to a total volume of about 200 mL (KF showed 0.737% water). THF (500 mL) was added, concentrated to 2¡Á solution (KF=0.158%). THF addition-concentration sequence was repeated to give a 2¡Á solution (KF=0.023%) which used directly in the next step.Analytical samples of compounds 3 and 4 were purified by column chromatography and characterized: Compound 3: white crystals; 1H NMR (400 MHz, CDCl3) delta 7.80 (1H, d, J=2.3 Hz), 7.61 (1H, d, J=8.6 Hz), 7.58 (1H, d, J=2.5 Hz), 7.22 (1H, dd, J=8.6, 2.6 Hz), 6.27 (1H, d, J=2.5 Hz), 2.38 (3H, s); 13C NMR (100 MHz, CDCl3) delta 150.8, 140.6, 134.6, 134.1, 132.0, 129.0, 128.2, 115.4, 107.0, 13.6. Compound 4: white crystals; 1H NMR (400 MHz, CDCl3) delta 7.65 (1H, d, J=8.6 Hz), 7.62 (1H, d, J=1.5 Hz), 7.43 (1H, d, J=2.5 Hz), 7.35 (1H, dd, J=8.6, 2.2 Hz), 6.21 (1H, s), 2.19 (3H, s); 13C NMR (100 MHz, CDCl3) delta 140.6, 140.2, 140.0, 134.1, 133.9, 130.8, 130.2, 120.7, 105.9, 11.4.

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

Reference:
Patent; Bednarz, Mark S.; Paul, Susan De; Kanamarlapudi, Ramanaiah C.; Perlberg, Anett; Zhang, Haiming; US2009/88447; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

10061-02-6, These common heterocyclic compound, 10061-02-6, name is trans-1,3-Dichloropropene, 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 (b): After the step (a), the reaction system was cooled to 90C, and (1E)-1,3-dichloro-1-propene (192.3 g) in toluene (250 ml) was added. After 2 hours of heating with stirring, the system was cooled to 50C, and water was added to terminate the reaction. The aqueous layer was extracted with diisopropyl ether (IPE), and the extract was combined with the organic layer and washed with water and 5% aqueous NaCl, successively. The solvent was evaporated under reduced pressure to give dimethyl 2-[(2E)-3-chloro-2-propenyl]-2-isopropylmalonate (409.7 g). The product contained 87% (GC purity) of dimethyl 2-[(2E)-3-chloro-2-propenyl]-2-isopropylmalonate and at most 0.5% (measured by GC) of isopropyl bromide, but did not contain the Z-isomer. 1HNMR (400 MHz, CDCl3): 0.98 (d, 6H, J=6.76), 2.31 (m, 1H), 2.62 (dd, 2H, J=1.16, 7.64), 3.73 (s, 6H), 5.89 (dt, 1H, J=7.60, 13.19), 6.01 (dt, 1H, J=1.16, 13.19). 13CNMR (400 MHz, CDCl3): 18.33, 32.41, 35.14, 51.94, 62.06, 119.83, 128.87, 170.66.

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 10061-02-6.

Reference:
Patent; ASAHI GLASS COMPANY LTD.; EP1571138; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics