Category: 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. SDS of cas: 202197-26-0

General procedure: To a solution of 4-chloro-7-fluoro-6-nitroquinazoline (4.58 g,20 mmol) in acetonitrile (500 ml) was added 3-chloro-4-(3-fluorobenzyloxy)aniline (4.77 g, 19 mmol), and then the mixturewas raised to reflux. Once the reaction was completed as indicatedby TLC, The precipitate was collected by filtration, and washed withacetonitrile to give N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-7-fluoro-6-nitroquinazolin-4-amine 7.5 g (16.9 mmol, 85%)

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Long; Yang, Yingying; Zhou, Haojie; Zheng, Qingmei; Li, Yuhao; Zheng, Shansong; Zhao, Shuyong; Chen, Dong; Fan, Chuanwen; European Journal of Medicinal Chemistry; vol. 102; (2015); p. 445 – 463;,
Chloride – Wikipedia,
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Application of 202197-26-0, These common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)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.

3) 1.20 g (5.7 mmol) of 4-chloro-6-nitro-quinazoline and 1.37 g (5.6 mmol) of 4-(3-fluoro-benzyloxy)-3-chloro-aniline were dissolved in 80 mL of isopropanol and refluxed for 3 hours. A large amount of yellow solid precipitated from the system. The solid was collected by filtration, washed with saturated sodium bicarbonate solution till pH=8 and dried under vacuum to obtain 1.62 g (3.75 mmol) of yellow solid, which was identified as the compound 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline with a yield of 67%.1H-NMR (400 MHz, CDCl3): delta11.30 (1H, br), 9.54-9.48 (1H, m), 8.45-8.41 (1H, m), 8.31-8.25 (1H, m), 7.98-7.89 (1H, m), 7.50-7.47 (1H, m), 7.35-7.26 (1H, m), 7.05-6.96 (1H, m), 6.90-6.80 (2H, m), 7.74-7.60 (2H, m), 4.84 (2H, s).

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guo, Jianhui; Jiang, Yong; US2010/168142; (2010); A1;,
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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 202197-26-0

Step A: Preparation of 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline 1.20 g (5.7 mmol) of 4-chloro-6-nitro-quinazoline (prepared by referring to WO 2007/082434) and 1.37 g (5.6 mmol) of 4-(3-fluoro-benzyloxy)-3-chloro-aniline (prepared by referring to WO 2007/082434) were dissolved in 80 mL of isopropanol and refluxed for 3 hours. A large amount of yellow solid was precipitated from the system, and was filtered. The filter cake was washed with a saturated sodium bicarbonate aqueous solution till pH=8 and dried under vacuum to give 1.62 g (3.75 mmol) of yellow solid, which was identified as 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline with a yield of 67%. 1H-NMR (400 MHz, CDCl3): delta 11.30(1H, br), 9.54-9.48 (1H, m), 8.45-8.41 (1H, m), 8.31-8.25 (1H, m), 7.98-7.89 (1H, m), 7.50-7.47 (1H, m), 7.35-7.26 (1H, m), 7.05-6.96 (1H, m), 6.90-6.80 (2H, m), 7.74-7.60 (2H, m), 4.84 (2H, s).

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; Guo, Jianhui; He, Haiying; US2011/111059; (2011); 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. 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. Application In Synthesis of 3-Chloro-4-((3-fluorobenzyl)oxy)aniline

A stirred suspension of 3W-6-iodoquinazolin-4-one in toluene (5 vols) is treated with tri-n-butylamine (1.2 equiv.), and then heated to 70-800C. Phosphorous oxychloride (1.1 equiv.) is added and the reaction mixture is then heated to reflux and stirred at this temperature for at least 2 hours. The reaction mixture is then cooled to 55C and toluene (5vol) added followed by 3-chloro-4-{[(3-fluorophenyl)rnethyl]oxy}aniline (1.03 equiv.). The reaction mixture is then warmed to 70-900C and stirred for at least 2 hours. The resultant slurry is transferred to a second vessel. The temperature is adjusted to 70-750C and 8 molar aqueous sodium hydroxide solution (2 vols) added over 1 hour, followed by water (6vol.) maintaining the contents at 70-850C. The mixture is stirred at 70-850C for ca. 1 hour and then cooled to 20-250C. The suspension is stirred for ca. 2 hours and the product collected by filtration, and washed successively with water, 0.1 molar aqueous sodium hydroxide, water, and IMS, then dried in vacuo. EPO

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM [CORK] LIMITED; WO2006/113649; (2006); A1;,
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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Chloro-4-((3-fluorobenzyl)oxy)aniline

To 2-propanol (300 niL) were sequentially added 4-chloro-5,8-dihydro-6H-spiro[l- benzothieno[2,3-d]pyrimidine-7,2′-[l,3]dioxolane] (20.7 g, 73.2 mmol), 3-Chloro-4-(3- fluoro-benzyloxy)-phenylamine (18.4 g, 73.2 mmol), and HCl in dioxane (4N, 0.92 mL). The suspension was stirred with heating to 8O0C, upon which the contents turn brown and homogeneous. After 15 h, the dark orange-yellow heterogeneous mixture was removed from heating, and allowed to cool to rt. The contents were filtered and the collected solid product dried under hi-vac. The filtrate was concentrated under reduced pressure and the residue suspended in CH3OH (50 mL), upon which formation of a second crop of product ensues. The second crop was collected, and from this filtrate a third crop could also be obtained. The solid product crops were combined to afford the final product (33.5 g, 92%) as an off-white solid. 1H-NMR (DMSO-J5) delta 1.90 (t, 2H), 3.00 (s, 2H), 3.26 (t, 2H), 3.97 (s, 4H), 5.22 (s, 2H), 7.11-7.30 (m, 4H), 7.41-7.55 (m, 2H), 7.74 (s, IH), 8.33 (s, IH), 8.39 (s, IH); LCMS RT = 3.63 min; [M+H]+ = 498.3.

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; BAYER PHARMACEUTICALS CORPORATION; ZHANG, Chengzhi; WO2006/23843; (2006); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 202197-26-0, These common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)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.

Example 6 4-[3-chloro-4-(3-fluoro-benzyloxy)-phenylamino]-6-nitro-quinazoline In a flask equipped with a reflux condenser, 6-nitro-4-chloro-quinazoline 1.20 g (5.7 mmol) and 4-(3-fluorobenzyloxy)-3-chloroaniline 1.37 g (5.6 mmol) were dissolved into 80 mL of isopropanol, and the solution was refluxed for 3 h. Then a lot of yellow solid was deposited, which was filtered, dried under vacuum, and identified as the title compound. Yield: 67%. 1H-NMR (400 MHz, CDCl3): delta11.30(1H, br), 9.54-9.48 (1H, m), 8.45-8.41 (1H, m), 8.31-8.25 (1H, m), 7.98-7.89 (1H, m), 7.50-7.47 (1H, m), 7.35-7.26 (1H, m), 7.05-6.96 (1H, m), 6.90-6.80 (2H, m), 7.74-7.60 (2H, m), 4.84 (2H, s).

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

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

202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 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. SDS of cas: 202197-26-0

Step A: preparation of 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitroquinazoline 1.20 g (5.7 mmol) of 4-chloro-6-nitro-quinazoline (prepared by referring to) and 1.37 g (5.6 mmol) of 4-(3-fluoro-benzyloxy)-3-chloro-aniline (prepared by referring to) were dissolved in 80mL of isopropanol and refluxed for 3 hours. A large amount of yellow solid was precipitated from the system, and was filtered. The filter cake was washed with a saturated sodium bicarbonate solution till pH=8 and dried under vacuum to obtain 1.62g (3.75 mmol) of yellow solid, which was identified as the compound 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline with a yield of 67%. 1H-NMR(400MHz, CDCl3): delta11.30(1H, br), 9.54-9.48(1H, m), 8.45-8.41(1H, m), 8.31-8.25(1H, m), 7.98-7.89(1H, m), 7.50-7.47(1H, m), 7.35-7.26 (1H, m), 7.05-6.96(1H, m), 6.90-6.80(2H, m), 7.74-7.60(2H, m), 4.84(2H, s).

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Allist Pharmaceutical., Inc.; EP2269994; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 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.

The compound (IV) (15 g, 66.65 mmol) and thionyl chloride (30 mL) were stirred and slowly added dropwiseDMF (5.36 g, 73.32 mmol). After completion of the dropwise addition, stirring was continued and the temperature was raised to 80 C,The reaction was completed after 2 h. Cooled to room temperature, under reduced pressure to remove the vast majority of thionyl chloride and DMF, and then add 40mLToluene was continuously distilled under reduced pressure to give the compound (V), without further purification, directly to another (30 mL) and compound (VI) (17.61 g, 69.98 & lt; RTI ID = 0.0 & gt; mmol), stir well after the temperature to reflux, 1h after the reaction is completed. Cooling, filtering, washing with a small amount of methanol (3-fluorobenzyl) oxy] phenyl] -6-bromo-quinazolin-4-amine (VII) (25.38 g, 83%).

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; Shanghai Tianci Biological Gu Biological Engineering Co., Ltd.; Li Hanpu; Li Jianzhi; Liu Hai; Chi Wangzhou; Zhai Zhijun; Li Jianxun; (14 pag.)CN106632276; (2017); A;,
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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., 202197-26-0

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 (1.1eq) 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 7O0C 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.

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Reference:
Patent; SMITHKLINE BEECHAM (CORK) LIMITED; WO2006/26313; (2006); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

202197-26-0, A common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, molecular formula is C13H11ClFNO, 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 100-ml three-necked round bottom flask was charged with 15 ml of water, At 0 deg C (0.45 g, 1.81 mmol) 3-chloro-4- (3-fluorobenzyloxy)aniline and NaNO2 (0.25 g, 3.62 mmol) were successively added with stirring, HCl (0.19 g, 5.42 mmol) was added dropwise, Speed can not be too fast, After completion of the dropwise addition, The temperature of the reaction system was maintained at 0-5 deg C for 1.5 h. The color of the reaction liquid was deepened. An aqueous solution of NaN3 (0.14 g, 2.17 mmol) was then added, Must be added and the speed can not be too fast, During the addition, a large amount of foam is generated, Reaction solvent water is added at this time. After completion of the addition, the reaction was continued for 3 h while the temperature was kept constant, and the progress of the reaction was monitored by TLC during the reaction. During the course of the reaction, the color of the reaction solution was found to change from dark yellow to light yellow with yellow foam. At the end of the reaction, The reaction solution was extracted with EA (3 * 40 ml)The organic phase was washed with brine (3 * 10 ml) The organic phases were combined, Mg2SO4 concentrate, Purification by silica gel column chromatography gave 0.48 g (yield: 95.05%) of a yellow solid.

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin International Joint Academy of Biotechnology & Medicine; Chen, Yue; Rao, Zihe; Yang, Cheng; Bai, Cuigai; Zhang, Wei; Pan, Chengwen; Meng, Fanfei; Wang, Song; (11 pag.)CN103159748; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics