Category: 22236-10-8

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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-(Difluoromethoxy)aniline

To a solution of 4-difluoromethoxyphenylamine (0.99 g, 6.30 mmol) in EtOH (4.5 mL) at 20 C was added under stirring an aqueous HNO3 solution (67%, d=1.4, 0.43 mL, 6.30 mmol) followed by the addition of cyanamide (0.45 g,10.6 mmol). The resulting solution was stirred at reflux for 12 h. Then the mixture was cooled down to rt, concentrated at reduced pressure and diluted with MTBE (15 mL) to induce crystallization of the product. The resulting suspension was stirred at 20 C for 15 min. The formed precipitate was filtered off, washed with a cold mixture of MTBE/EtOH (3:1, 5 mL) followed by MTBE (5 mL), and air-dried to afford the product (0.95 g, 58%) as a white solid;

According to the analysis of related databases, 22236-10-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kubas, Holger; Meyer, Udo; Krueger, Bjoern; Hechenberger, Mirko; Vanejevs, Maksims; Zemribo, Ronalds; Kauss, Valerjans; Ambartsumova, Raisa; Pyatkin, Ilya; Polosukhin, Alexey I.; Abel, Ulrich; Bioorganic and Medicinal Chemistry Letters; vol. 23; 16; (2013); p. 4493 – 4500;,
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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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-(Difluoromethoxy)aniline

Preparation 110; 2, 6-dichloro-4- (difluoromethoxy) phenylamine; To a solution of 4-[(difluoromethoxy) methyl] aniline (15.0 g, 94.3 mmol) in acetonitrile (150 ml) was added N-chlorosuccinimide (25.2 g, 18.9 mmol) and the reaction mixture was stirred under nitrogen for 2 h. The reaction mixture was concentrated in vacuo and the residue was partitioned between diethyl ether (500 ml) and water (125 ml). The organic layer was separated, washed with aqueous sodium thiosulphate solution, water and brine, dried (MgS04) and treated with charcoal. The solution was then filtered and concentrated in vacuo. The residue was extracted with hexane (2 x 300 mi) and the combined extracts were concentrated in vacuo to give the titled compound (13.8 g). Experimental MH+ 228. 0; expected 228.0

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 22236-10-8.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/90313; (2005); A1;,
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Related Products of 22236-10-8, 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. 22236-10-8, name is 4-(Difluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 9; 2-ButyI-4-{[4-(difluoromethoxy)phenyl]amino}-5-phenyIisothiazol-3(2H)-one 1,1-dioxide; 2-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.63g, 2.1 mmol) and 4- (difluoromethoxy)-aniline (0.67g, 4.2mmol) were mixed in MeCN (4 mL, dry). The mixture EPO was put in the microwave reactor at 160 0C for 1 h, then additional 1 h and then 1 h more. It was evaporated to dryness. The residue was purified by column chromatography (ISOLUTE SI, 50 g/150 mL), eluting with DCM/heptane (50:50, then 75:25), to give the title compound (0.688g, 78%) as a yellow solid;

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, 4-(Difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2006/73363; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 22236-10-8, name is 4-(Difluoromethoxy)aniline, belongs to ethers-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 22236-10-8, category: ethers-buliding-blocks

General procedure: To a solution of ethyl 4-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-6-yl)benzoate (7) (1 mmol) in ethanol, aryl amines 8 (1 mmol) were added and the resulting mixture was refluxed for 5 – 6 h. The reaction was monitored by TLC. After the completion of the reaction, ethanol was distilled under reduced pressure, and the residue was treated with 10% NaHCO3 solution (20 mL). The aqueous phase was extracted with ethyl acetate (2 x 20 mL) and dried over anhydrous sodium sulphate, which was concentrated to give crude products which were purified by column chromatography over silica gel using chloroform-ethyl acetate (9:1; v:v) as eluent to give pure ethyl 4-(4-(arylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)benzoate 9.

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, 4-(Difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Roopashree, Rangaswamy; Swaroop, Toreshettahally Ramesh; Jagadish, Swamy; Mohan, Chakrabhavi Dhananjaya; Rangappa, Kanchugarakoppal Subbegowda; Letters in drug design and discovery; vol. 11; 10; (2014); p. 1143 – 1148;,
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22236-10-8, name is 4-(Difluoromethoxy)aniline, belongs to ethers-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. Quality Control of 4-(Difluoromethoxy)aniline

(S)-5-(3-Trifluoromethyl-phenyl)-furan-2-carboxylic acid [2-cyclohexyl-1-(2-hydroxy-ethylcarbamoyl)-ethyl]-amide 4 (170 mg, 0.38 mmol) was dissolved in CH2Cl2 (5 mL, 0.07M) under a N2 atmosphere. Dess-Martin Periodinane (210 mg, 0.49 mmol, 1.3 eq.) was added in one portion and allowed the reaction to stir at room temperature for 3 hours. After the reaction was judged to be complete by TLC, the reaction was diluted with EtOAc (50 mL) and extracted with 1M sodium thiosulfate (30 mL). The organic layer was extracted with saturated NaHCO3 and saturated NaCl. The organic layer was dried over MgSO4 and filtered. The organic solvent was removed in vacuo and the resulting aldehyde (158 mg, 0.35 mmol, 93%) was used directly without storage: R=0.67 (1:1 hexanes:EtOAc). The aldehyde (43 mg, 0.10 mmol) was dissolved in MeOH (2.5 mL, 0.04M) and brought to 0 C. in an ice bath. 4-Difluoromethoxyaniline (50 muL, 0.31 mol, 3.3 eq.) and acetic acid (20 mL, 0.34 mmol, 3.6 eq.) were added via syringe followed by sodium cyanoborohydride (20 mg, 0.32 mmol) in one portion. The clear reaction mixture was allowed to slowly warm to room temperature and monitored to completion by LC/MS. The reaction was worked up by rotary evaporation of MeOH, dilution with EtOAc (20 mL) and water (20 mL). The organic phase was separated and washed with 1M NaOH (15 mL) and saturated NaCl (15 mL). The organic layer was dried over MgSO4, filtered, and concentrated by rotary evaporation. Purification by mass-directed HPLC, evaporation and lyophilization provided (S)-5-(3-Trifluoromethyl-phenyl)-furan-2-carboxylic acid {2-cyclohexyl-1-[2-(4-difluoromethoxy-phenylamino)-ethylcarbamoyl]-ethyl}-amide 5 as a white amorphous solid (15 mg, 0.02 mmol, 22%): 1H NMR (CD3OD, 400 MHz) delta 0.95-1.06 (m, 2H), 1.19-1.29 (m, 3H), 1.40-1.44 (m, 1H), 1.66-1.86 (m, 7H), 3.26-3.29 (m, 2H), 3.43-3.46 (m, 2H), 4.64 (dd, 1H, J=9.2, 6.0 Hz), 6.59 (t, 1H, J=74.8 Hz), 6.76 (d, 2H, J=8.8 Hz), 6.95 (d, 2H, J=8.8 Hz), 7.11 (s, 1H), 7.29 (d, 1H, J=3.6 Hz), 7.66 (s, 2H), 8.13 (s, 1H), 8.25 (s, 1H); HPLC-MS calcd. for C30H32F5N3O4 (M+H+) 594.2, found 594.5.

The synthetic route of 22236-10-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; US2004/198780; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 22236-10-8, name is 4-(Difluoromethoxy)aniline, belongs to ethers-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 22236-10-8, Recommanded Product: 22236-10-8

Example 1Synthesis of compound Ia-1Step 1 Compound 1 (3.44 g, 15.0 mmol) in N,N’-dimethylformamide (20 mL) at room temperature was added with 4-difluoromethoxyaniline (2.23 mL, 18.0 mmol), HOBt (2.63 g, 19.5 mmol) and EDC hydrochloride (3.45 g, 18.0 mmol). The mixture was stirred overnight at room temperature. The reaction mixture was poured into 0.05 N hydrochloride and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate, and dried over magnesium sulfate, and then, the solvent was removed in vacuo. The residue was added with ethyl acetate and hexanes, and the precipitated crystals were collected by filtration to give the desired amide compound 2 (3.88 g, yield 70%).

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, 4-(Difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SHIONOGI & CO., LTD.; US2011/319412; (2011); A1;,
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Synthetic Route of 22236-10-8, 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. 22236-10-8, name is 4-(Difluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The nitro ether (149 mmol) was dissolved in ethanol (37.5 mL), diluted with water (25 mL), and was treated with ammonium chloride (84.7 mmol) and iron powder EPO (105 mmol). The reaction mixture was heated at reflux for 30 minutes and the suspension was filtered through Celite. The filter cake was washed with ethanol three times and the combined filtrates were concentrated. The residue was dissolved in water and .the pH adjusted to 9-10 with 5 M sodium hydroxide. The aqueous layer was extracted with ethyl acetate (3xl00mL) and the combined organic layers were dried (magnesium sulfate) and concentrated to a yellow oil. The oil was dissolved in acetic anhydride (23.5 mmol) and the reaction mixture was maintained at rt for 16 h. The reaction mixture was diluted with water (50 mL) and was neutralized with solid sodium bicarbonate. The precipitated solids were isolated by filtration, washed with water, and dried to provide the acetamide in 62% yield as a light yellow solid.

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

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2006/69097; (2006); A2;,
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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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, A new synthetic method of this compound is introduced below., 22236-10-8

Into a 250-mL round-bottom flask purged with and maintained under nitrogen was placed 4- (difluoromethoxy)benzenamine (10 g, 62.8 mmol), ACN (100 mL), and BS (5.59 g, 31.4 mmol). The resulting solution was stirred for 1 h RT and then was concentrated under vacuum. The residue was applied onto a silica gel column and eluted with a gradient of ethyl acetate/petroleum ether (1 :20 to 1 : 10). This resulted in 7.9 g (53%) of the title compound as red oil. MS-ESI: 238.0/240.0 (M+l).

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; IFM TRE, INC.; GLICK, Gary; ROUSH, William R.; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; KATZ, Jason; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI JR., Anthony William; (783 pag.)WO2019/23147; (2019); A1;,
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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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., 22236-10-8

D. 7-(3-Chloropyridin-2-yl)-N-(4-(difluoromethoxy)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine A mixture of 4-chloro-7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (0.103 g, 0.000366 mol) and 4-(difluoromethoxy)aniline (0.091 mL, 0.00073 mol) in acetonitrile (3 mL, 0.06 mol) was heated via microwave in a sealed tube at 160 C. for 10 minutes. After cooling to room temperature, the mixture was added to saturated sodium bicarbonate and extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. Concentrated to leave an oil. The residue was purified by flash chromatography over silica gel (ethyl acetate/hexane gradient 0 to 100%) to give 0.113 g of a light yellow solid. MS: M+H=404 1H NMR (DMSO-d6): delta 2.80 (t, J=5.6 Hz, 2H); 3.68 (t, J=5.6 Hz, 2H); 4.35 (s, 2H); 7.04 (dd, J=7.6 Hz, 4,7 Hz, 1H); 7.15 (d, J=9.0 Hz, 2H); 7.17 (t, J=75.0 Hz, 1H); 7.69-7.74 (m, 2H); 7.86 (dd, J=7.9 Hz, 1.6 Hz, 1H); 8.24 (dd, J=4.7 Hz, 1.6 Hz, 1H); 8.40 (s, 1H); 8.57 (s, 1H).

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; Kelly, Michael G.; Janagani, Satyanarayana; Wu, Guoxian; Kincaid, John; Lonergan, David; Fang, YunFeng; Wei, Zhi-Liang; US2005/277643; (2005); A1;,
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22236-10-8, The chemical industry reduces the impact on the environment during synthesis 22236-10-8, name is 4-(Difluoromethoxy)aniline, I believe this compound will play a more active role in future production and life.

Example 26 1- [(6-Aminopyridin-3-yl)methyl]-3-{[4-(diffuromethoxy)phenyl]amino}-4-phenyl- 1H-PYRROLE-2, 5-dione A mixture of tert-butyl {5- [ (3-chloro-2, 5-dioxo-4-phenyl-2, 5-dihydro-lH-pyrrol-l- yl) methyl]pyridin-2-yl} carbamate (0.70 g, 1.7 mmol) and 4- (difluoromethoxy)-aniline (0.54 g, 3.4 mmol) in DMF (4 mL) was heated in a microwave reactor at 150C for eight min.. The sovent was evaporated and the residue was purified on a column (ISOLUTE SI, LOG/70 mL), using CH2Cl2 and then CH30H/CH2C12 (1: 99,2 : 98 and then 5: 95) as eluant, to give 0.4 g (54%) of the title COMPOUND. 1H NMR (400 MHz, CDC13) 8 7.99 (bs, 1H), 7.67-7. 62 (m, 2H), 7.14-7. 04 (m, 3H), 6.91 (d, J =8 Hz, 2H), 6.78 (d, J=8 Hz, 1H), 6.72 (d, J=9 Hz, 2H), 6.63 (d, J=9 Hz, 2H), 6.33 (t, J=74 Hz, 1H), 4.60 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 4-(Difluoromethoxy)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; WO2005/5417; (2005); A1;,
Ether – Wikipedia,
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