Month: September 2021

Reference of 349-55-3, 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. 349-55-3, name is 3-Methoxy-5-(trifluoromethyl)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1) 3-Methoxy-5-(trifluoromethyl)aniline (5 g) was suspended in 20% HCl (200 mL), stirred for 30 min, cooled to 0-5 C. and diazotized with NaNO2 (2.17 g) added in small portions. The mixture was stirred for 30 min at that temperature and added dropwise to boiling water (200 mL). The mixture was refluxed for 15 min, allowed to cool to room temperature and extracted with AcOEt, dried (MgSO4), filtered and evaporated. The residue was then purified by column chromatography (silica gel; eluent: hexane and AcOEt) to give 3-methoxy-5-(trifluoromethyl)phenol (3.6 g)

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-Methoxy-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tanabe Seiyaku Co., Ltd.; US6521666; (2003); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 261762-35-0 as follows. SDS of cas: 261762-35-0

Reference Example 97; 3,4-Difluoro-5-methoxybenzaldehyde; 1.58 M n-BuLi/hexane solution (1.4 ml) was added to a diethyl ether solution of 5-bromo-1,2-difluoro-3-methoxybenzene (497 mg) in an argon atmosphere at -70C, followed by stirring at that temperature for 1 hour. DMF (0.259 ml) was added, followed by stirring for 30 minutes. After completion of the reaction, water was added, followed by extraction with diethyl ether, washing with saturated brine, and drying over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain the compound (317 mg) of Reference Example 97.

According to the analysis of related databases, 261762-35-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astellas Pharma Inc.; EP1795524; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 31576-51-9,Some common heterocyclic compound, 31576-51-9, name is 2-(2-Methoxyethoxy)ethanamine, molecular formula is C5H13NO2, 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 solution of 2-(2-methoxyethoxy)ethan-1-amine (1.04 g, 8.72mmol, 1.10 eq) was added N,N-di-CBZ-1H-pyrazole-1-carbamidine (3.00 g, 7.93 mmol, 1.00eq) at 15 C. The mixture was stirred at 15C for 16 hrs. The reaction mixture wasconcentrated in vacuo. The residue was purified by silica gel column to give Compound 61(2.2 g) as colorless oil.?H NMR 400 MHz CDC13: oe 11.74 (s, 1H), 8.65 (s, 1H), 7.42-7.28 (m, 1OH), 5.20 (s, 2H), 5.14 (s, 2H), 3.68-3.64 (m, 6H), 3.59-3.58 (m, 2H), 3.41 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Methoxyethoxy)ethanamine, its application will become more common.

Reference:
Patent; AFFERENT PHARMACEUTICALS INC.; HAWLEY, Ronald Charles; IBRAHIM, Prabha; FORD, Anthony, P.; GEVER, Joel, R.; (171 pag.)WO2017/160569; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 16452-01-0, name is 3-Methoxy-4-methylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C8H11NO

General procedure: Schiff bases 1-20 were synthesized from condensation ofcommercially available isatin with different aromatic aminesin a small amount of water in high yields [33, 34] (Scheme1). In a typical reaction, a mixture of isatin (1 mmol) anddifferent substituted aromatic amines (1 mmol) in smallamount of water were stirred at room temperature for 20-30h. The progress of reaction was monitored by TLC. The yellowcrystalline powder of Schiff bases was collected by filtration,washed with water and then dried to afford compounds1-20 in high yields. Recrystallization from ethanolafforded pure crystals. The structures of compounds 1-20were determined by employing different spectroscopic techniquesincluding 1H-NMR, EI MS, IR, and UV spectroscopyand purity was confirmed by CHN analysis.

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:
Article; Khan, Khalid Mohammed; Mughal, Uzma Rasool; Ambreen, Nida; Rama, Nasim Hasan; Naz, Farzana; Perveen, Shahnaz; Choudhary, Muhammad Iqbal; Letters in drug design and discovery; vol. 7; 10; (2010); p. 716 – 720;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 7664-66-6, name is 4-Isopropoxyaniline, 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 7664-66-6, Recommanded Product: 7664-66-6

The 234 mg (1mmol) 4 – iodo anisole, 465 mg (5mmol) aniline, 38 mg (0.2mmol) CuI, 116.4 mg (0.4mmol) ligand L14, 20mg (0.5mmol) NaOH, 2mL1, 5 – pentanediol, adding 10 ml reaction tube, sealing, 80 C reaction under the condition of 50h. After the stop of the reaction, water, extracted with ethyl acetate, washing, saturated salt water washing, after drying with anhydrous sodium sulfate, filtered, the filtrate is distilled under reduced pressure, purification by silica gel chromatography separation column column, N – 2, 4 – dimethyl shall phenylaniline 244 mg, yield 95%.

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; Sun Yat-sen University; Wan Yiqian; Ding Xiaomei; Huang Manna; Zhu Xinhai; Yi Zhou; CN106883132; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 60789-54-0,Some common heterocyclic compound, 60789-54-0, name is ((4-Bromobutoxy)methyl)benzene, molecular formula is C11H15BrO, 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.

Reference Example 32 3-(4-Benzyloxybutoxy)-4-(morpholin-4-yl)benzaldehyde 3-Hydroxy-4-(morpholin-4-yl)benzaldehyde (0.28g) and potassium carbonate (0.38g) were suspended in N,N-dimethylformamide (2 mL). To the reaction mixture was added benzyl 4-bromobutylether (0.36g), and the mixture was stirred at 50C for 16 hours. To the reaction mixture was added water, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesiumsulfate. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by column chromatography on silica gel (ethyl acetate/hexane=1/5) to give the title compound (0.50g). 1H―NMR (CDCl3) delta ppm:

The synthetic route of 60789-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1698635; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 80936-82-9, name is 4-(Methoxymethyl)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 80936-82-9, Recommanded Product: 4-(Methoxymethyl)aniline

Example 2 4-amino-7-(tert-butyl)-N-(4-(methoxymethyl)phenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide 2.43 g of HATU was added to a solution of 1.00 g of 4-amino-7-(tert-butyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid obtained in step 5 of Reference Example 5, 878 mg of 4-(methoxymethyl)aniline, and 2.23 mL of N,N-diisopropylethylamine in 20 mL of DMF at room temperature. The mixture was stirred at room temperature overnight, and an aqueous sodium hydroxide solution was added thereto, followed by extraction with chloroform. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, concentrated, and purified by silica gel chromatography. After concentration, the obtained precipitate was suspended and washed with methanol, followed by filtration and drying under reduced pressure, thereby obtaining 1.12 g of the title compound.

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

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; MIYAZAKI, Isao; SHIMAMURA, Tadashi; KATO, Masanori; FUJITA, Hidenori; IGUCHI, Satoru; (161 pag.)US2018/9818; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 70894-71-2, A common heterocyclic compound, 70894-71-2, name is N-(4-Methoxybenzyl)cyclopropanamine, molecular formula is C11H15NO, 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.

6-Chloro-8-(cyclopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile To a stirred solution of 6,8-dichloroimidazo[1,2-b]pyridazine-3-carbonitrile and 8-bromo-6-chloroimidazo[1,2-b]pyridazine-3-carbonitrile (15 g, 71.09 mmol) in THF (20 mL) was added DIPEA (14 mL, 78.19 mmol) at room temperature under argon atmosphere, prior to the addition of N-(4-methoxybenzyl)cyclopropanamine (13.99 g, 78.19 mmol) at room temperature. The reaction mixture was stirred for 4 h at 65 C. The reaction mixture was quenched with water and extracted with ethyl acetate (2*200 mL). The combined extracts were washed with brine, dried over Na2SO4, concentrated to give the crude product, which was purified on a silica gel column (eluting with 20% ethyl acetate: pet ether) to get the title compound 6-chloro-8-(cyclopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile (18 g, 71.1%) as a pale yellow solid. ES+, m/z 354.4 [M+1].

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; Polaris Pharmaceuticals; WEBBER, Stephen E.; TAO, Xueliang; BRIN, Elena; (85 pag.)US2017/369489; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 450-91-9, These common heterocyclic compound, 450-91-9, name is 4-Fluoro-2-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.

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (15.0 g), 4-fluoro-2-methoxyaniline (9.5 g), 4M hydrochloric acid in dioxane (4.5 ml) and dioxane (100.0 ml) were stirred at 100 C. overnight. Then the mixture was filtrated and the solid was dried in vacuo. Yield: 24.0 g ESI mass spectrum: m/z=348 (M+H)+

The synthetic route of 450-91-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/212103; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1663-61-2, name is (Triethoxymethyl)benzene, A new synthetic method of this compound is introduced below., Quality Control of (Triethoxymethyl)benzene

2-Azido-3-hydroxypropyl benzoate (27): Neat 23 (1.48 g, 12.65 mmol) was dissolved in CH2Cl2 (127 mL) and treated with a catalytic amount of p-toluene sulfonic acid monohydrate (0.048 g, 20 mumol) and (trimethoxymethyl)benzene (3.26 mL, 18.98 mmol) in CH2Cl2 at room temperature for 1 hr. After the formation of the orthoester was complete, a stoichiometric amount of water (340 muL, 18.98 mmol) was added to the mixture. The mixture was then stirred for 40 min and concentrated in vacuo. Purification of the residue by silica gel flash chromatography using 25percent EtOAc/hexanes gave 2.6 g of monoacylated product 27 (93percent yield) as a clear, colorless oil. 1H NMR (CDCl3, 400 MHz) delta: 8.03-8.06 (m, 2H), 7.58 (tt, J=1.6, 2.0, 1.6 1H), 7.43-7.47 (m, 2H), 4.54 (dd, J=4.4, 12.0 Hz, 1H), 4.46 (dd, J=6.8, 12.0 Hz, 1 H), 3.85-3.91 (m, 1H), 3.80 (dd, J=4.8, 11.6 Hz, 1H), 3.73 (dd, J=6.0, 11.6 Hz, 1H).

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; SIEMENS MEDICAL SOLUTIONS USA, INC.; US2009/10846; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem