Category: 1484-26-0

Synthetic Route of 1484-26-0, The chemical industry reduces the impact on the environment during synthesis 1484-26-0, name is 3-Benzyloxyaniline, I believe this compound will play a more active role in future production and life.

General procedure: To a solution containing para-chloro-meta-fluoroaniline (10.0 g, 70.1 mmol) in 600 mL THF at 0 °C was added Et3N (9.11 mL, 70.1 mmol) followed by ethyl oxalylchloride (7.70 mL, 70.1 mmol) dropwise over 15 minutes. The reaction mixture was warmed to room temperature and stirred for 18 hrs. The reaction mixture was filtered and the filter cake was washed with one-300 mL portion of ethyl acetate. The organic phase was washed with two-100 mL portions of 1M HCl, dried over MgSO4, filtered, and concentrated to give the product. Recrystallization from hot Et2O gave 14.4 g (84percent) of 27 as a colorless crystalline 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, 3-Benzyloxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lalonde, Judith M.; Elban, Mark A.; Courter, Joel R.; Sugawara, Akihiro; Soeta, Takahiro; Madani, Navid; Princiotto, Amy M.; Kwon, Young Do; Kwong, Peter D.; Scho?n, Arne; Freire, Ernesto; Sodroski, Joseph; Smith III, Amos B.; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 91 – 101;,
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These common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, 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. Safety of 3-Benzyloxyaniline

General procedure: [0158]7?c?3). Compound Ta or Tv (0.02 minol) dissolved in 0.5 ml.. of DMF was added to a solution of corresponding amines (0.04 mmol), HOB?I? (3.06 rng, 0.02 rnmol), [II3TU (7.5 mg, 0.02 inmol), and D1PEA (5.16 1±L, 0.04 mmol) in I mE of DMF. The mixture was stirred under room temperature for 4 hours. This crude product was purified by Pre-HPLC to give Ta?I to 7?a-3 and 7?c?l to 7?c?3.[0159] 2-(-ft3-(benzyloxy)phenyl)amino)-4-oxobntyfl-6-hydroxy-3-iodo-l-methyl-lH-indole-5-carboxylic acid (Ta-i, L89M52). White solid (5.4 tug,46percent): H NMR (500 MHz, DM80): iS 13.68 (s, IN), 11.27(s, 111), 9.91 (s, 111), 7.70(5, 1 H ), 7.45?7.3 1 (m, 611), 7. 18 (m, 1K), 7.10 (in, I H), 6.96 (s, 1 K), 6.69 (in, 111).5.05 (s. 211), 3.73 (a, 3K), 2.65 (nt 2H), 2.39 (in, 2H), 1.87 (in, 2H); LC-MS (ESI):607.0 (M±Na, 582.8 (M-H)?; Purity: >95percent WV, A 254 urn).

The synthetic route of 3-Benzyloxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INDIANA UNIVERSITY RESEARCH & TECHNOLOGY CORPORATION; ZHANG, Zhong-Yin; ZENG, Li-Fan; WO2014/176488; (2014); A1;,
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Reference of 1484-26-0, These common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, 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.

To a stirred solutionof 3-(benzyloxy)aniline 10b (1.0 equiv.) in ethylformate (3 mL),catalytic amount of pTsOH monohydrate was added. The reactionmixture was stirred at rt for 3 days and the resulting mixture wasextracted with ethyl acetate. Organic layers were collected, washedwith water and brine, dried over anhydrous MgSO4 and evaporatedgiving the product 11b as white solid in 80percent yield.xNMR: mixture of two rotamers (approx. 1:1) 1H (600 MHz,CDCl3): d 8.67 (d, J 10.0 Hz, 1H), 8.32 (s, 1H), 7.97e7.67 (m, 22H),5.05 (s, 2H), 5.03 (s, 2H).

Statistics shows that 3-Benzyloxyaniline is playing an increasingly important role. we look forward to future research findings about 1484-26-0.

Reference:
Article; Surmiak, Ewa; Neochoritis, Constantinos G.; Musielak, Bogdan; Twarda-Clapa, Aleksandra; Kurpiewska, Katarzyna; Dubin, Grzegorz; Camacho, Carlos; Holak, Tad A.; Doemling, Alexander; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 384 – 407;,
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Synthetic Route of 1484-26-0, A common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, molecular formula is C13H13NO, 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.

N4- [3-(BENZYLOXY) PHENYL]-N6,N6-DIMETHYL-2-(METHYLSULFANYL)-4,6-PYRIMIDINEDIAMINE: A mixture of 3-(benzyloxy)aniline (5.13 g) and NaH (1.37 g) in tetrahydrofuran (15 mL) was refluxed for 30 minutes and then cooled to room temperature. A solution of N-[6-chloro-2-(methylsulfanyl)-4-pyrimidinyl]-N,N-dimethylamine (3.5 g) in tetrahydrofuran (35 mL) was added to this mixture and the resulting solution was stirred for 22.5 hours. The reaction mixture was quenched with saturated NH4Cl. Then the crude product was concentrated under reduced pressure and redissolved in EtOAc. The organic layer was separated and washed with aqueous citric acid (2.x.300 mL), water (2.x.300 mL) and brine (2.x.300 mL). The crude product was purified by column chromatography [eluent: EtOAc/hexane (1:4)], giving the desired product (5.9 g, 94percent).

The synthetic route of 1484-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Packiarajan, Mathivanan; US2004/82587; (2004); A1;,
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Related Products of 1484-26-0,Some common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, molecular formula is C13H13NO, 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.

Specifically, a solution of 3-benzyloxyaniline 2e (0.84 g, 4.2 mmol) and diphenylcyanocarbonimidate 1 (1.0 g, 4.2 mmol) in 2-PrOH (15 ml_) was stirred at ambient temperature under N2. After 5 h, the solids were collected by filtration washing with cold 2-PrOH to afford 3e (1.25g, 86percent) as a white solid: 1H NMR (300 MHz, DMSO- d6) delta 7.47-7.26 (m, 12H), 7.17 (s, 1H), 7.05 (d, J = 7.9 Hz, 1H), 6.90 (d, J = 8.3 Hz, 1H), 5.10 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Benzyloxyaniline, its application will become more common.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2007/30680; (2007); A2;,
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Application of 1484-26-0,Some common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, molecular formula is C13H13NO, 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 mixture of 2,6-dichloropyrimidine (2.00 g, 13.4 mmol), 3-benzyloxoaniline (2.07 g, 13.4 mmol) and triethylamine (2.72 g, 26.8 mmol) in 1-butanol (20 mL) was stirred at 50¡ã C. for 17 h. The reaction mixture was concentrated to remove most of the 1-butanol, the crude product was preadsorbed onto silica gel using chloroform and purified by flash chromatography (95:5 chloroform/methanol) to afford N4-(3-benzyloxyphenyl)-2-chloro-4-pyrimidineamine (1.70 g, 40percent) as colorless oil: 1H NMR (300 MHz, DMSO-d6) delta 10.2 (s, 1H), 8.16 (d, J=6.0 Hz, 1H), 7.48-7.24 (m, 7H), 7.12 (d, J=9.0 Hz, 1H), 6.78 (m, 2H), 5.11 (s, 2H); ESI MS m/z 312 [C17H14ClN3O+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Benzyloxyaniline, its application will become more common.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; Singh, Rajinder; Argade, Ankush; Payan, Donald; Molineaux, Susan; Holland, Sacha; Clough, Jeffrey; Keim, Holger; Bhamidipati, Somasekhar; Sylvain, Catherine; Li, Hui; Rossi, Alexander; US2015/266828; (2015); A1;,
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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. 1484-26-0, name is 3-Benzyloxyaniline, A new synthetic method of this compound is introduced below., Quality Control of 3-Benzyloxyaniline

Compound 19A (commercially available) (10.0 g, 50.25 mmol) was dissolved in water at room temperature and to resulting suspension K2CO3 ( 3.8 g, 27,64 mmol) was added. 3- Chloro propionylchloride (7.0 g. 55.28 mmol) was added dropwise for 30 minutes and stirred for 2 hours at room temperature The precipitate was filtered and washed with water. 1 N HCl, dried at 50 0C under vacuum overnight to provide 7.2 g of the product 19B.

The synthetic route of 1484-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2009/152200; (2009); A1;,
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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. 1484-26-0, name is 3-Benzyloxyaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Benzyloxyaniline

Anhydrous potassium carbonate (74 g, 0.535 mol) was sequentially added to benzyl alcohol (200 g, 1.86 mol, 192 ml).m-Dinitrobenzene (30g, 0.178mol),Stirring, reacting at 110 C for 24 h, cooling in an ice water bath, and filtering off inorganic salts by suction;Add Raney nickel (10g) to the filtrate.Passing hydrogen gas, pressure 2.5~3MPa, internal temperature 80C, reaction for 15h, and recovering nickel by filtration;The filtrate was distilled under reduced pressure, and after removing benzyl alcohol, 50 mL of ethanol was added to the residue, and the mixture was stirred for 2 hours in an ice water bath to precipitate a solid.Drying gives 9.3 g of aminophenol in an off-white solid.The yield was 48%.

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; Shanghai University of Engineering Science; Xu Jingli; Shen Yongjia; Mao Yongjun; Wang Han; (7 pag.)CN109942441; (2019); A;,
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Electric Literature of 1484-26-0, A common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, molecular formula is C13H13NO, 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.

Synthesis of Compound 113To a stirred solution of compound 1703 (200 mg, 1.26 mmol) in DCM (10 rnL) was added N-methylmorpholine (0.41 rnL, 3.79 mmol) and 3-benzyloxy-phenylamine (251 mg, 1.26 mmol) at 00C. The reaction mixture was stirred at room temperature overnight. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under vacuum to remove DCM. The residue was dissolved in water and extracted with ethyl acetate (2 x 50 mL), and the organic layer was washed with brine and dried over anhydrous sodium sulfate to afford coupled product 113 (120 mg, 28percent) with HPLC purity of 91.4percent. Mass: 340 [M+H]; 1H NMR (500 MHz, CDCl3): delta 1.35 (m, 5H), 1.6-1.85 (m, 6H), 4.1 (d, IH), 5.1 (s, 2H), 6.78 (m, IH), 7.08 (m, IH), 7.2-7.6 (m, 7H), 8.38 (s, IH).

The synthetic route of 1484-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARETE THERAPEUTICS, INC.; WO2008/73623; (2008); A2;,
Ether – Wikipedia,
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Related Products of 1484-26-0,Some common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, molecular formula is C13H13NO, 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.

General procedure: To a solution of amine (1 mmol) in 3 mL of pyridine at 0¡ãC was slowly added the appropriate benzenesulfonyl chloride (1.1 mmol, 1.1 equiv). The mixture was stirred for 12 h at 25¡ãC. The mixture was quenched with 2N HCl, extracted with EtOAc, dried over anhydrous MgSO4, and concentrated in vacuum. The crude product was purified by recrystallization and/or chromatography as noted below.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Benzyloxyaniline, its application will become more common.

Reference:
Article; Kril, Liliia M.; Vilchez, Valery; Jiang, Jieyun; Turcios, Lilia; Chen, Changguo; Sviripa, Vitaliy M.; Zhang, Wen; Liu, Chunming; Spear, Brett; Watt, David S.; Gedaly, Roberto; Bioorganic and Medicinal Chemistry Letters; vol. 25; 18; (2015); p. 3897 – 3899;,
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