Category: 202197-26-0

Adding some certain compound to certain chemical reactions, such as: 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 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 202197-26-0. 202197-26-0

Example 17 O-{4-[-3-chloro-4-(3-fluorobenzyloxy)-phenylamino]-quinazolin-6-yl}-acetate 6-acetoxy-4-chloroquinazoline (0.90 g, 4.04 mmol) and 3-chloro-4-(m-fluoro-benzyloxy)-aniline (1.00 g, 3.97 mmol) were dissolved into 40 mL of isopropanol, and the mixture was stirred under reflux for 3 h. A lot of light grey solid was deposited, which was filtered, and the filter cake was washed with small quantity of ethyl acetate and dried under vacuum at 60 C. overnight to obtain the title compound (1.65 g, 95%). 1H-NMR (400 MHz, CDCl3): delta8.68(1H, s), 7.89-7.81 (2H, m), 7.58-7.48 (2H, m), 7.40-7.32 (1H, m), 7.27-7.19 (3H, m), 7.16 (1H, d, J=2.46 Hz), 7.07-6.96 (2H, m), 5.14 (2H, s), 2.11 (3H, s).

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 3-Chloro-4-((3-fluorobenzyl)oxy)aniline.

Reference:
Patent; SHANGHAI ALLIST PHARMACEUTICALS, INC.; US2008/300248; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

202197-26-0, 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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1; Preparation of GW572016F; STAGE 1; A stirred suspension of 3H-6-iodoquinazolin-4-one (compound A) in toluene (5 vols) was treated with tri-n-butylamine (1.2 eq.) at 20 to 25C, then heated to 900C. Phosphorous oxychloride (1.1 eq) was added, the reaction mixture was then heated to reflux. The reaction mixture was cooled to 500C and toluene (5vols) added. Compound C (1.03 eq.) was added as a solid, the slurry was warmed back to 900C and stirred for 1 hour. The slurry was transferred to a second vessel; the first vessel was rinsed with toluene (2vol) and combined with the reaction mixture. The reaction mixture was cooled to 700C and 1.0 M aqueous sodium hydroxide solution (16 vols) added dropwise over 1 hour to the stirred slurry maintaining the contents temperature between 68-72C. The mixture was stirred at 65-700C for 1 hour and then cooled to 200C over 1 hour. The suspension was stirred at 200C for 2 hours, the product collected by filtration, and washed successively with water (3 x 5 vols) and ethanol (IMS, 2 x 5 vols), then dried in vacuo at 50-600C. Volumes are quoted with respect of the quantity of Compound A used. Percent yield range observed: 90 to 95% as white or yellow crystals.

The synthetic route of 3-Chloro-4-((3-fluorobenzyl)oxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM (CORK) LIMITED; WO2008/67144; (2008); A2;,
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

Adding some certain compound to certain chemical reactions, such as: 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 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 202197-26-0. 202197-26-0

Example-1 Preparation of N1-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-N,N-dimethyl formamidine (8) Into a one liter four necked round bottomed flask, 500 mL of toluene, 50.0 g of 3-chloro-4-(3-fluoro-benzyloxy)-aniline, 50.0 g of dimethylformamide dimethyl acetal and 3.0 mL of acetic acid were charged under stirring. The reaction mixture was maintained at reflux temperature for about 2 hrs and the completion of the reaction was monitored by TLC. The solvent was completely distilled off under vacuum, the resulting syrupy liquid was cooled to room temperature. To this 200 mL of water was added and adjusted to basic pH by adding dilute sodium hydroxide solution. The product was extracted into ethylacetate and separated the organic layer. The organic layer was clarified by carbon treatment and filtered. The filtrate was completely distilled off under vacuum. The mass was cooled to room temperature and added 250 mL of hexane and stirred at 0 to 5 C. for about two hours to crystallize the product. The product was filtered and dried under vacuum at 30-35 C. to get 58.0 gram (95% by theory) of N1-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-N,N-dimethylformamidine as a white crystalline powder. Purity: 99.66% by HPLC Melting-range: 45-47 C. Mass: 307.5 [M+1] IR (KBr, cm-1): 2917, 2798, 2364, 1637, 1591, 1557, 1500, 1453, 1410, 1373, 1269, 1250, 1205, 1137, 1103, 1059, 1016, 926, 877, 859, 809, 772, 749, 704, 680, 637, 606, 519. 1H-NMR (400 MHz; DMSO-D6): delta 2.87 (s, 3H); delta 2.98 (s, 3H); delta 5.15 (s, 2H); delta 6.80-6.83 (dd, 1H); delta 6.99-7.00 (d, 1H); delta 7.04-7.06 (d, 1H); 7.14-7.18 (m, 1H); delta 7.26-7.30 (m, 2H); delta 7.42-7.47 (m, 1H); delta 7.72 (s, 1H) 13C-NMR (400 MHz; DMSO-D6): delta 33.90 (2C), 69.56, 114.0, 115.19, 120.21, 121.51, 121.90, 123.20, 130.45, 140.02, 146.71, 148.41, 153.76, 160.97, and 163.39.

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 3-Chloro-4-((3-fluorobenzyl)oxy)aniline.

Reference:
Patent; Natco Pharma Limited; US2011/263852; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics