Month: November 2020

4535-90-4, Adding some certain compound to certain chemical reactions, such as: 4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, 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 4535-90-4.

Example 23trans-{2-[1-(4-Benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulen-5-yl]-ethyl}-methyl-amineA mixture of trans-1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene (35.0 mg, 0.0803 mmol), cesium carbonate (105 mg, 0.321 mmol) and 2-methylaminoethyl chloride hydrochloride (41.8 mg, 0.321 mmol) in acetonitrile (0.8 ml) was heated at 70 C. for 20 h. After cooling to room temperature the reaction mixture was partitioned between 1 M aqueous sodium hydroxide solution (2 ml) and ethyl acetate (5 ml). The layers were separated. The aqueous layer was extracted with three 5-ml portions of ethyl acetate. The combined organic layers were concentrated in vacuo. Preparative RP-HPLC with water (0.05% formic acid)/methanol as eluent gave title compound (19 mg, 48%) as off-white solid. MS m/e: 493 ([M+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 4535-90-4.

Reference:
Patent; Dolente, Cosimo; Schnider, Patrick; US2011/263573; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13726-14-2, These common heterocyclic compound, 13726-14-2, name is 4-Chloro-3-methoxyaniline, 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-chloro-3-methoxyaniline (1.0 equivalent) dissolved in CH2CI2 (15 volumes) at 5 C was treated portion wise with N-bromosuccinimide (1.03 equivalents), warmed to 20 C and mixed for 5 minutes. A 5% aqueous Na2S03 solution (10 volumes) was added and the mixture was stirred for 10 minutes. The layers were separated and the organic layer was washed with water and saturated brine, dried (Na2S04), filtered and concentrated. The resulting solid was triturated with a minimal volume of heptane and the solid was collected by filtration and dried to constant mass (80 % yield).

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 13726-14-2.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT GMBH & CO.KG; MARING, Clarence J.; PRATT, John K.; CARROLL, William A.; LIU, Dachun; BETEBENNER, David A.; HUTCHINSON, Douglas K.; TUFANO, Michael D.; ROCKWAY, Todd W.; SCHOEN, Uwe; PAHL, Axel; WITTE, Adreas; WO2012/87833; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 13726-14-2, name is 4-Chloro-3-methoxyaniline, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 13726-14-2

Step 1 : 4-choro-3-methoxy aniline (2.0 g, 12.6 mmol), 1-chloro-4-iodobenzene (3.33 g, 13.9 mmol, and sodium-tert-butoxide (6.04 g, 63 mmol) were taken in toluene (15 mL). The resulting mixture was purged with nitrogen, added Pd(OAc)2 (0.141 g, 0.63 mmol), [HPtBu3][BF4] ( 0.255 g, 0.88 mmol) and heated at 110 C for 12 h. After completion of the reaction, the reaction mixture was filtered through celite bed and concentrated under vacuum. The residue obtained was diluted with ethyl acetate (200 mL) washed with water, brine solution and dried over anhydrous Na2S04. The organic phase was concentrated and purified by the column chromatography (230-400 size mesh) to get the white solid 4-chloro-N-(4_chlorophenyl)-3- methoxy aniline (1.2 g, 35.2%). 1H NMR (400 MHz, DMSO-d6): delta 8.46 (s, 1H), 7.22-7.28 (m, 3H), 7.08-7.10 (m, 2H), 6.75 (s, 1H), 6.64 (d, J = 8.68 Hz, 1H), 3.80 (s, 3H).

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, 13726-14-2, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; SPANGENBERG, Thomas; (129 pag.)WO2016/827; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 821-99-8, name is 1,9-Dichlorononane, I believe this compound will play a more active role in future production and life. 821-99-8

General procedure: To a DMF solution (63 mL) of 3b (1.06 g, 6.31 mmol) was added sodium hydride (55% oil dispersion, 340 mg, 7.8 mmol) at rt. After being stirred for 2 h at rt, the suspension was cooled to 0 C, and 1,8-dichlorooctane (3.40 mL, 3.47 g, 18.9 mmol) was added to the suspension. The mixture was allowed to warm to rt and stirred at rt for 2 h and then at 55 C for 10 h. After adding aqueous HCl solution (35%, 0.7 mL) at rt, the mixture was concentrated under reduced pressure and diluted with water (30 mL). The aqueous solution was washed with hexane (320 mL), treated with NaHCO3 until the pH reached to 9, and extracted with AcOEt (3*150 mL). The organic layers combined were washed with water (3500 mL), dried over anhydrous Na2SO4, concentrated under reduced pressure, and subjected to silica gel column chromatography (CHCl3/MeOH 100:0 to 96:4, v/v) to afford 4b[11] as a colorless oil (1.25 g, 3.97 mmol, 63%). Because 4b[11] tends to undergo inter- and intramolecular quaternization during storage, the obtained material was characterized only by 1H NMR and used for the next reaction immediately after the purification. 1H NMR (300 MHz, CDCl3, 25 C, TMS): delta=0.73 (3H, d, 3JH-H=6.6 Hz), 1.05 (3H, d,3JH-H=6.9 Hz), 1.24-1.34 (5H, m), 1.36-1.44 (2H, m), 1.47-1.51 (2H, m), 1.67-1.81 (3H, m), 2.08-2.19 (1H, m), 2.37 (3H, s), 3.24-3.39 (2H, m), 3.53 (2H, t, 3JH-H=6.9 Hz), 3.63-3.75 (3H, m), 6.92-6.93 ppm (2H, m).

The chemical industry reduces the impact on the environment during synthesis 821-99-8. I believe this compound will play a more active role in future production and life.

Reference:
Article; Noguchi, Tomohisa; Li, Chunji; Sasaki, Daisuke; Yamada, Kuniyo; Saigo, Kazuhiko; Ishida, Yasuhiro; Tetrahedron; vol. 72; 11; (2016); p. 1493 – 1504;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

72235-56-4, These common heterocyclic compound, 72235-56-4, name is 3-Chloro-4-fluorobenzylamine, 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.

Preparation of 3-[(3-chloro-4-fluorobenzyl)amino]-1-propanesulfonic acid To a solution of 3-chloro-4-fluorobenzy]amine (1.0 g, 7.8 mmol) in Acetone (2 mL) and Toluene (2 mL) was added 1,3-propane sultone solution (1.5 M in THF, 4.0 mL, 6.0 mmol). The solution was stirred at reflux for 4 hours. The reaction mixture was cooled to room temperature. The solid material was collected by filtration and washed with acetone (2*5 mL) and dried in a vacuum oven at 50 C., affording the title compound, 0.041 g (2%). 1H NMR (D2O, 300 MHz) delta ppm 7.44 (dd, 1H, J=2.2 Hz, 6.9 Hz), 7.25 (m, 1H), 7.15 (t, 2H, J=8.6 Hz), 4.07 (s, 2H), 3.07 (t, 2H, J=7.8 Hz), 2.83 (t, 2H, J=7.5 Hz), 1.98 (m, 2H). 13C (D2O, 75 MHz) delta ppm 160.07, 156.77, 132.18, 130.43, 130.22, 127.90, 120.94, 117.58, 117.29, 50.20, 48.17, 46.09, 21.67. 19F (D2O, 282 MHz) delta ppm -115.33. ES-MS 280 (M-1).

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 72235-56-4.

Reference:
Patent; Kong, Xianqi; Wu, Xinfu; Bouzide, Abderrahim; Valade, Isabelle; Migneault, David; Bellini, Francesco; US2006/183800; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 626-43-7, name is 3,5-Dichloroaniline, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 626-43-7

General procedure: To a solution of alcohol (1.1 mmol) in a mixture of solvents EtOAc: DMSO (4 ml: 2 ml), was added T3P (2.5 mmol, 50% solution in ethyl acetate) at 0 C, and the resulting mixture was stirred at room temperature for 1-2 h under nitrogen atmosphere. The reaction was monitored by TLC, amine (1.0 mmol) and thioglycolic acid (1.0 mmol) were added once and stirred further for 1-3 h at room temperature. After completion of the reaction, the mixture was diluted with water (20 ml) and neutralized by adding 10% NaHCO3 solution. The product was extracted with ethyl acetate (10 ml 2) and the combined organic layers were washed with water followed by brine solution. The organic phase was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to afford a crude product which was purified by column chromatography using hexane: ethyl acetate mixture (8:2) as an eluent.

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, 626-43-7, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sharath Kumar, Kothanahally S.; Swaroop, Toreshettahally R.; Harsha, Kachigere B.; Narasimhamurthy, Kereyagalahally H.; Rangappa, Kanchugarakoppal S.; Tetrahedron Letters; vol. 53; 42; (2012); p. 5619 – 5623;,
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. 627-42-9, name is 2-Methoxyethyl chloride, This compound has unique chemical properties. The synthetic route is as follows., 627-42-9

146.5 g (1.2 mol) of 4-hydroxybenzaldehyde are dissolved in DMF, and 2O g (0.12 mol) of potassium iodide, 134.6 g (1.2 mol) of potassium tert-butoxide and 170.2 g (1.8 mol) of 2- chloroethyl methyl ether are added. The reaction mixture is stirred at 800C for 16 h. For work-up, the reaction mixture is concentrated under reduced pressure. The residue is taken up in 1 1 of ethyl acetate and extracted with 0.5 1 of IN aqueous sodium hydroxide solution. The ethyl acetate phase is dried using magnesium sulphate and concentrated under reduced pressure. The residue obtained after concentration is distilled under high vacuum (b.p. = 1000C at 0.45 mbar). This gives 184.2 g (85% of theory) of product.MS (ESIpos): m/z = 181 (M+H)+1H-NMR (300 MHz, CDCl3): delta = 3.5 (s, 3H); 3.8 (tr, 2H); 4.2 (tr, 2H); 7.0 (d, 2H); 7.8 (d, IH); 9.9 (s, IH).

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; BAYER HEALTHCARE AG; WO2007/73855; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

202197-26-0, Name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 202197-26-0, 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.

3-Chloro-4-((3-fluorobenzyl)oxy)aniline (12.58 g, 50 mmol) was added to 100 ml of benzene and stirred well.0.4 g of acetic acid (as a catalyst) was added, followed by dropwise addition of trimethyl orthoformate (2.65 g, 25 mmol) with an addition funnel at room temperature.After the completion of the dropwise addition, the Dean-Stark apparatus was installed, and the reaction mixture was placed in an oil bath and heated to 80 C for 1 hour.The Dean-Stark device collects ethanol; then the temperature is raised to 110 C for 2 h, after the reaction is finished, it is cooled to room temperature and placed in an ice bath.The solid was filtered, and the filter cake was washed with a little toluene to give (E)-N’-(3-chloro-4-((3-chlorobenzyl)oxy)phenyl)-N-(3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)carboxamidine 11.9 g, yield 89.9%.

Statistics shows that 3-Chloro-4-((3-fluorobenzyl)oxy)aniline is playing an increasingly important role. we look forward to future research findings about 202197-26-0.

Reference:
Patent; Yancheng Normal College; Nanjing University Of Technology Dafeng Ocean Industrial Institute; Sun Yaquan; Zong Chaoyang; Gu Huiwen; (10 pag.)CN108440420; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

39989-43-0, name is 3,5-Dichlorobenzylamine, 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. 39989-43-0

To 3,5-dichlorobenzylamine (0.49 g, 2.8 mmol) in DCM (5 ml.) was added the alpha,beta- unsaturated ketone 24 (2.12 mmol) in DCM (10 ml_). After stirring at room temperature for 15 mins, Fmoc-diaminobutyric acid(Boc)-OH (1.35 g, 3.1 mmol) and DIC (0.5 ml_, 3.2 mmol) was added. The reaction was stirred at room temperature overnight. The DCM was removed by rotary evaporation and the residue was subjected to column chromatography on silica gel using petroleum spirit:EtOAc (1 :1 to 0:1 ), providing compound 25 (0.48 g, 22%).

Statistics shows that 39989-43-0 is playing an increasingly important role. we look forward to future research findings about 3,5-Dichlorobenzylamine.

Reference:
Patent; MIMETICA PTY LTD; BLASKOVICH, Mark, Arnold, Thomas; CASSIDY, Peter, Joseph; WO2010/96854; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

118-69-4, The chemical industry reduces the impact on the environment during synthesis 118-69-4, name is 2,6-Dichlorotoluene, I believe this compound will play a more active role in future production and life.

To 400ml of 1-butyl-2,3-dimethylimidazole hexafluorophosphate was added 650g 20%Aqueous solution of sodium methyl mercaptan, heated to a reduced pressure and distilled to 100C/0.08MPa, keeping no distillate flowing out, then suspending heating, adding 200g of 2,6-dichlorotoluene to the system, maintaining at 100C for 3 hours, then cooling to 35 , 30g of methyl chloride gas was introduced into the kettle, kept for 1 hour, and atmospheric distillation was started. After 55 and no distillate flowed out, it was changed to another receiving bottle and vacuum distillation was started. It stopped after 180/0.09MPa heating,A total of 205 g of distillate was received, which was 2-methylthio-6-chlorotoluene with a yield of 97.3%; after the vacuum distillation was completed, the remaining ionic liquid solution was filtered to remove inorganic salts for recovery

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

Reference:
Patent; Shenyang Kechuang Chemicals Co., Ltd.; Lin Yang; Yang Zhaoguo; Li Ziliang; Ming Xu; Li Tao; Zhang Chuanyang; Hu Jinying; (7 pag.)CN111233721; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics