Month: December 2020

Adding a certain compound to certain chemical reactions, such as: 42265-67-8, name is 4-(tert-Butyl)-2-chloroaniline, 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 42265-67-8, Recommanded Product: 4-(tert-Butyl)-2-chloroaniline

c) Compound 1.4; To a solution of compound 1.3 (765 mg, 4.16 mmol) in CH2CI2 (5 mL) was added di-2- pyridylthiocarbonate (966 mg, 4.16 mmol). The solution was stirred at room temperature overnight. The reaction mixture was washed successively with saturated aqueous NaHC03 solution and brine, dried (MgS04), filtered and concentrated under reduced pressure to give compound 1.4 (930 mg, 99%yield).

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; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GmbH & CO KG; WO2005/118575; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

201849-21-0, name is 4-Bromo-2-chloro-1-isopropoxybenzene, 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. Safety of 4-Bromo-2-chloro-1-isopropoxybenzene

To a suspension of 4-bromo-2-chloro-1-[(1-methylethyl)oxy]benzene (D10) (10 g), 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi-1,3,2-dioxaborolane (15.26 g) and potassium acetate (15.73 g) in N,N-dimethylformamide (DMF) (150 mL) stirred under nitrogen at room temperature was added PdCl2(dppf)-CH2Cl2 adduct (1.964 g). The reaction mixture was stirred at 80 C. overnight. After cooling the reaction, the reaction mixture was concentrated in vacuo, the residue was diluted with ethyl acetate and filtered through celite, the filtrate was washed with water and brine, the organic phase was dried over anhydrous Na2SO4. After removing the solvent, the residue was purified by column chromatography to give 2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (D11) (11.8 g). MS (ES): C15H22BClO3 requires 296; found 297.1 (M+H+).

The synthetic route of 201849-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; Lin, Xichen; Ren, Feng; Zhang, Haibo; US2013/12491; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 63624-28-2, The chemical industry reduces the impact on the environment during synthesis 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, I believe this compound will play a more active role in future production and life.

To a solution of tert-butyl 3-(4-aminonaphthalen-1-yl)benzoate (70 mg, 0.22 mmol) in dichloromethane (2 mL) were added pyridine (35 muL, 0.4 mmol) and 2,4-dimethoxy-benzenesulfonyl chloride (100 mg, 0.4 mmol). The reaction mixture was stirred at room temperature for 30 h. Afterwards the reaction mixture was diluted with dichloromethane (5 mL) and washed with hydrogen chloride (1 M aqueous solution), dried over magnesium sulfate, filtered and then concentrated in vacuo. The resulting residue was dissolved in dichloromethane (3 mL). Trifluoroacetate (0.3 mL, 4 mmol) was added and the reaction mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo and the resulting residue was purified by high performance liquid chromatography (RP silica gel, cetonitrile/water/trifluoroacetic acid). Lyophilization of the product fractions provided 48 mg, 47% of the title compound as a white powder.

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, 2,4-Dimethoxybenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; The designation of the inventor has not yet been filed; (58 pag.)EP2998294; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 445-13-6, A common heterocyclic compound, 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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 4-amino-2-chlorobenzotrifluoride (9.780 g; 50.007 mmol) in MeCN (65 ml) was treated with copper(ll) bromide (1 1.169 g; 50.007 mmol), and the green heterogeneous mixture was heated to 45C. A solution of tert-butyl nitrite (6.53 ml; 55.008 mmol) in MeCN (10 ml) was then added dropwise over 30 min., and the resulting mixture was further stirred at 45C for 2h20. The dark heterogeneous reaction mixture was allowed to cool to rt, and was directly purified by FC (DCM). After concentration to dryness under reduced pressure, the expected product 4-bromo-2-chloro-1-trifluoromethyl-benzene was obtained as a yellow oil (12.82O g; 50%). LC-MS: tR = 1.10 min.; [M+H]+: no ionisation.

The synthetic route of 445-13-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 53145-38-3, 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. 53145-38-3, name is 2-Chloro-6-fluoroanisole, This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-6-fluoroanisole (24.5 g, 0.153 mol) was dissolved in anhydrous THF (150 mL) under a nitrogen atmosphere. The solution was cooled to -60 C., and n-BuLi (67 mL of 2.5 M solution in hexane, 0.168 mol) was added dropwise over 30 min. During the addition the reaction warmed to -48 C. The reaction mixture was stirred for 30 min at -50 C. and then cooled to -60 C. Anhydrous ZnCl2 (25 g, 0.183 mol) was added to the reaction mixture first by addition as a solid and then by addition of a solution in anhydrous THF. The reaction mixture was stirred at -45 C. for 2.5 h until nearly all of the solid ZnCl2 had dissolved. The reaction solution was allowed to warm to room temperature, and solvent was evaporated by a nitrogen purge. The residue was redissolved in THF to form a stock solution.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-6-fluoroanisole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DOW AGROSCIENCES LLC; US2010/311594; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1435-50-3, 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 1435-50-3 as follows.

Step 4) tert-butyl 4-(4-(3-((2.5-dichlorophenyl ethvnyl -lH-pyrrolor2.3-b1pyridin-5-yl -lH- pyrazol- 1 -yPpiperidine- 1 -carboxylate To a suspension of tert-butyl 4-(4-(3-ethynyl-lH-pyrrolo[2,3-b]pyridin-5-yl)-lH-pyrazol-l- yl)piperidine-l -carboxylate (0.20 g, 0.51 mmol) in DMF (15 mL) was added Pd(PPh3)2Cl2 (36 mg, 0.051 mmol), Cul (10 mg, 0.051 mmol) and l,4-dichloro-2-bromobenzene (0.12 g, 0.51 mmol). The mixture was degassed and charged with nitrogen for three times, then Et3 (1.4 mL, 10.2 mmol) was added. The mixture was stirred at 75 C for 2 hours. After the removal of the solvent, the residue was diluted with DCM (100 mL), and then washed with brine (100 mL x 2). The separated organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 1/2) to give the title compound as a yellow solid (0.17 g, 62%). MS (ESI, pos. ion) m/z: 536.1 (M+l); FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, CDC13): delta 1.42 (s, 9H), 1.86 (m, 2H), 2.04 (m, 2H), 2.95 (m, 2H), 4.05 (m, 2H), 4.39 (m, 1H), 7.47 (dd, J=8.7 Hz, 2.6 Hz, 1H), 7.61 (d, J=8.7 Hz, 1H), 7.83 (d, J=2.5 Hz, 1H), 7.97 (d, J=2.6 Hz, 1H), 8.01 (s, 1H), 8.21 (d, J=1.9 Hz, 1H), 8.39 (s, 1H), 8.62 (s, 1H), 12.27 (s, 1H).

According to the analysis of related databases, 1435-50-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Xiaobo; ZHOU, Shiqing; WO2014/89280; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 56961-77-4,Some common heterocyclic compound, 56961-77-4, name is 1-Bromo-2,3-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.

29.3 g (100.0 mmol) of Compound 1-A, 10.3 g (45.5 mmol) of Compound 1-B, 2.5 g (2.7 mmol) of Pd2(dba)3, 1.2 g (5.5 mmol) of PtBu3 (50 percent (%) solution in toluene), 26.2 g (272.7 mmol) of NaOtBu were mixed with 1,000 milliliters (mL) of toluene under a nitrogen (N2) atmosphere, followed by stirring under reflux to allow a reaction to occur for 12 hours. At room temperature, an organic layer was separated therefrom using water and ethyl acetate, and the solvent was dried. Then, through silica gel column chromatography, 19.0 g of Compound 1-C was obtained at a yield of 60%. [0296] MS (MALDI-TOF) m/z: 695 [M]+

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-2,3-dichlorobenzene, its application will become more common.

Reference:
Patent; Samsung Display Co., Ltd.; KIM, Myeongsuk; YE, Jimyoung; YOO, Byeongwook; JEONG, Jaeho; (102 pag.)US2020/98991; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 928782-97-2, name is 4-Chloro-2-(phenylethynyl)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. Product Details of 928782-97-2

General procedure: Therequisite 2-alkynylaniline derivatives were prepared from 2-iodoanilines or2-bromoanilines reacted with alkynes following the modified method reported byZhao and co-workers.1To a solution of 2-alkynylaniline (1.00 mmol) inCH2Cl2 (8 mL) were added pyridine (5.00 mmol) and TsCl (1.20mmol) respectively. The resulting reaction mixture was stirred at rt for 8 h.After which the reaction mixture was quenched by H2O (10 mL), andthe aqueous layer was extracted with CH2Cl2 (3¡Á15 mL).The combined organic layers were dried over Na2SO4,filtered, and concentrated under reduced pressure. The crude product waspurified by silica gel flash column chromatography to obtain corresponding product.

The synthetic route of 4-Chloro-2-(phenylethynyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Yin-Long; Li, Jian; Yu, Sheng-Nan; Wang, Ji-Bo; Yu, Yan-Min; Deng, Jun; Tetrahedron; vol. 71; 43; (2015); p. 8271 – 8277;,
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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., SDS of cas: 220227-21-4

General procedure: To a solution of A/-(2,4-dimethoxybenzyl)-3-methyl-1 ,2,4-thiadiazol-5- amine (1.14 g, 4.30 mmol) in tetrahydrofuran (20 mL) was added lithium N’s(trimethylsilyl)amide (1 M solution in tetrahydrofuran, 4.3 mL, 4.3 mmol) at -78 C. The reaction mixture was stirred for 30 minutes at 0 C and a solution of 2,4,5- trifluorobenzenesulfonyl chloride (0.99 g, 4.30 mmol) in tetrahydrofuran (10 mL) was added dropwise at -78 C. After the addition was complete, the cooling bath was removed. The reaction mixture was stirred for 3 h at ambient temperature and saturated aqueous ammonium chloride (10 mL) was added. The mixture was extracted with ethyl acetate (2 x 30 mL). The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography eluting with 30% ethyl acetate in hexanes to afford A/-(2,4-dimethoxybenzyl)-2,4,5-trifluoro-A/-(3-methyl- 1 ,2,4-thiadiazol-5-y)benzenesulfonamide in 42% yield (0.83 g) as a colorless solid: MS (ES+) m/z 459.8 (M + 1).

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; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13078-80-3,Some common heterocyclic compound, 13078-80-3, name is 2-(2-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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.

4-Chloro-7- (3-chloropyridin-2-yl)-2- [ (R, R) -2, 6-dimethylmorpholin4-ylmethyl]-quinazoline (30mg, 0. 074mmol) is dissolved in 1. 6mL CH3CN. 2-(2-Chlorophenyl) ethylamine (13mg, 0. 081mmol) is added and the reaction mixture is heated at 80C until the starting chloride is consumed. Upon cooling to room temperature, the reaction mixture is concentrated in vacuo. The residue is diluted with EtOAc and washed with 10% NaOH solution. The organic phase is concentrated and the product purified by preparative TLC, eluting with 9/1 CH2Cl2/MeOH to afford [2- (2-chlorophenyl) ethyl]- [7- (3-cl-iloropyridin-2-yl)-2- ( (R, R) -2, 6-dimethyhnorpholin-4-ylmethyl)- quinazolin-4-yl]-amine.’H NMR 8 : (CDC13, recorded on Gemini 300MHz NMR) 8.63 (dd, 1H, J=4.6Hz, J=1. 6Hz), 8.23 (d, 1H, J=1. 4Hz), 7.84 (dd, 1H, J=7.9Hz, J=1. 4Hz), 7.73 (dq, 2H, J=8. 5Hz, J=1. 6Hz), 7.40 (dd, 1H, J=5. 5Hz, J=4. 1Hz), 7.41-7. 12 (m, 3H), 5.85 (br s, 1H), 4.13-4. 06 (m, 2H), 3.99 (q, 1H, J=6. 5Hz), 3.83 (d, 1H, J=14. 0Hz), 3.65 (d, 1H, J=14. 0Hz), 3.21 (t, 2H, J=6.8Hz), 2.70 (dd, 2H, J=11. 3Hz, J=3.3Hz), 2.46 (dd, 2H, J=11.3Hz, J=5.8Hz), 1. 27 (d, 6H, J=8.3Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Chlorophenyl)ethanamine, its application will become more common.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/87227; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics