Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 41406-00-2, name is 3-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 41406-00-2, Formula: C9H13NO

EXAMPLE 272C 6-(3-Isopropoxybenzeneaminocarbonyl)-2-quinolinylnitrile A solution of 3-isopropoxyaniline (0.332 g, 2.2 mmol) in dry dichloromethane (5 mL) was treated with trimethylaluminum (1.1 mL of 2 M solution in hexanes) under N2 at room temperature. After 20 minutes, methyl 2-cyano-6-quinolinecarboxylate (0.414 g, 2 mmol) was added in one portion and the reaction mixture was allowed to stir at room temperature for three days. The reaction mixture was quenched with 2 M HCl (vigorous reaction) and allowed to stir for 10 minutes. The precipitated product was filtered off, washed with dichloromethane and water, and dried in a vacuum oven to afford 0.23 g (35%) of product sufficiently pure for the next step. MS m/z 332 (M+H)+, m/z 349 (M+NH4)+; 1H NMR (300 MHz, DMSO-d6) delta 1.30 (d, 6H), 4.58 (septet, 1H), 6.68-6.72 (m, 1H), 7.29 (t, 1H), 7.34-7.39 (m, 1H), 7.47-7.49 (m, 1H), 8.15 (d, 1H), 8.27 (d, 1H), 8.38 (dd, 1H), 8.73 (d, 1H), 8.84 (d, 1H), 10.56 (s, 1H, NH); IR (mic) v 3434, 2233, 1677;

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-Isopropoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Laboratories; US6284796; (2001); B1;,
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Adding a certain compound to certain chemical reactions, such as: 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, 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 20781-20-8, category: ethers-buliding-blocks

To a solution of compound 58 (6.6 g, 33.5 mmol) in dichloromethane (100 mL) were added DIPEA (8.65 g, 67 mmol), HOBt (5.4 g, 36.85 mmol) and EDCI (9.6 g, 50.3 mmol). After about 15 min stirring, to the homogeneous reaction mixture was added a solution of 2,4-dimethoxybenzyl amine (5.6 g, 33.5 mmol) in dichloromethane (50 mL) dropwise under nitrogen atmosphere. The resulting mixture was stirred under nitrogen atmosphere at room temperature for l6h. The reaction mixture was washed successively with 1N NaOH (100 mL), water (100 mL) and brine (100 mL). The organic phase was then dried over Na2S04 and evaporated to give a crude solid product 59 that crystallized from ethyl ether. Filtration and open air suction drying afforded an off-white solid pure product 9.8g (96%), (MS: [M+l] = 347).

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Reference:
Patent; AGENEBIO, INC.; MEKONNEN, Belew; BUTERA, John, A.; HUANG, Jianxing; PATEL, Hemantbhai; JIANG, Qin; HERR, Robert, Jason; MAYHEW, Nicholas, James; FREEMAN, Emily, Elizabeth; (682 pag.)WO2019/246300; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1077-01-6, name is 1-Fluoro-3-(trifluoromethoxy)benzene, 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 1077-01-6, Recommanded Product: 1-Fluoro-3-(trifluoromethoxy)benzene

To the solution of 3- (trifluoromethoxy)fluorobenzen(1g, 5.5 mmol) in lOmL THF at -78C, n-BuLi (1.6M, 3.75mL) was added dropwise. The resulting solution was stirred at -78C for 30 min. 12 (2.1g, 8.25 mmol) in THF (5mL) was added. The mixture was warmed to room temperature and then quenched with Na2C03 in saturated Na2S203 (1: 10) (30mL). The crude product was extracted with ether. The ether layer was dried over Na2S04 and filtered through a short silica gel column to give the desired iodide as an oil. ¹H NMR (CDC13): 7.39 (m, 1H), 7.12 (d, J=9.0 Hz, 1H), 7.05 (t, J=6.0 Hz, 1H) MS (ESI): m/e 307 (M+1)+

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Reference:
Patent; MERCK & CO., INC.; WO2005/97136; (2005); A1;,
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Synthetic Route of 366-99-4, 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. 366-99-4, name is 3-Fluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 31 Synthesis of (4,6-Dichloro-[1,3,5]triazin-2-yl)-(3fluoro-4-methoxy-phenyl)-amine (124) To cyanuric chloride (28.84 g, 156.0 mmol) dissolved in acetone (200 mL) stirring at approximately 0-5° C., was added a solution of 3-fluoro-p-anisidine (22.16 g, 156.0 mmol) in acetone (200 mL) followed by the addition of NaOH (63 mL, 2.5 N, 156.0 mmol). The reaction mixture was allowed to stir at approximately 0-5° C. for about 2 hours. The reaction mixture was then poured over crushed ice and neutralized with 10percent HCl (aq) and 5percent NaOH (aq). The resulting solid was collected by vacuum filtration, washed with water and dried overnight under vacuum. Column chromatography (silica gel, 70:30 hexane:ethyl acetate) yielded light yellow solid compound 124 (29.6 g, 66percent); mp 134° C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 20.3 min, 97.7percent purity.

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-Fluoro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krlshna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209880; (2004); A1;,
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710-18-9, name is 1-Methoxy-4-(trifluoromethoxy)benzene, 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. Recommanded Product: 1-Methoxy-4-(trifluoromethoxy)benzene

PREPARATION 18 Synthesis of 2-methoxy-5-trifluoromethoxybenzoyl chloride Combine 2-methoxy-5-trifluoromethoxybenzene (1.0 g, 5.2 mmol) and trifluoroacetic acid (200 mL). Add slowly portionwise hexamethylenetetraamine (26 g, 185.7 mmol). Heat at 60 C. After 24 hours, cool to ambient temperature and pour the reaction mixture into a 2 M aqueous solution of sulfuric acid (500 mL). Cool and extract ten times with diethyl ether. Dry the combined organic layers over Na2 SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluding with 1/4 ethyl acetate/hexane to give 2-methoxy-5-trifluoromethoxybenzaldehyde.

The synthetic route of 710-18-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoescht Marion Roussel, Inc.; US5998439; (1999); A;,
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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. 349-55-3, name is 3-Methoxy-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8F3NO

N-Cyano-N’-(3-methoxy-5-trifluoromethyl-phenyl)-O-phenylisourea To a solution of 3-methyloxy-5-trifluoromethylaniline (11 mmol, 2.10 g) in dichloromethane (25 ml), diphenylcyanocarbonimidate (10 mmol, 2.38 g) and triethylamine (11 mmol, 1.53 ml) were added. The reaction mixture was stirred under nitrogen for 16 h at room temperature. After concentration the residue was stirred with water, the water was decanted followed by concentration. The residue was purified by flash chromatography (ethyl acetate/heptane 1:2) to give 0.413 g of the title compound (12%); Mp 168.5-169.5 C.; 1 H-NMR (CDCl3): delta 3.83 (s, 3H), 7.00 (s, 1H), 7.14 (m, 3H), 7,23 (s, 1H), 7.32 (t, 1H), 7.43 ppm (t, 2H), 8.7 (br s, 1H). EI SP/MS: 335 (M+).

According to the analysis of related databases, 349-55-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Novo Nordisk A/S; US6147098; (2000); A;,
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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. 1535-73-5, name is 3-Trifluoromethoxyaniline, A new synthetic method of this compound is introduced below., Safety of 3-Trifluoromethoxyaniline

General procedure: If not commercially available, the corresponding anilide derivative was prepared according tothe procedure from Marsais and coworkers.3 To the aniline derivative (10 mmol, 1.0 equiv.)dissolved in CH2Cl2 (20 mL) was added triethylamine (1.5 mL, 11 mmol, 1.1 equiv.).Pivaloyl chloride (1.5 mL, 12 mmol, 1.2 equiv.) was added dropwise at 0 °C and the mixturewas stirred for 5 h at room temperature. The reaction was quenched with ice coldNH4Cl (50 mL) and the aqueous phase extracted with CH2Cl2 (3 x 20 mL). The combinedorganic phases were washed with sat. NaHCO3 (3 x 30 mL), dried over MgSO4 andconcentrated under reduced pressure. Pure product was obtained by purification by flashcolumn chromatography with a mixture of pentane and ethyl acetate.

The synthetic route of 1535-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vasquez-Cespedes, Suhelen; Holtkamp, Michael; Karst, Uwe; Glorius, Frank; Synlett; vol. 28; 20; (2017); p. 2759 – 2764;,
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Related Products of 41789-95-1, 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. 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compounds were synthesized in solution phase using Boc-protected amino acids on 100-200mg scale. Firstly, the amino acid (1.2-1.5equiv) was activated with HBTU (1.5equiv) and DIPEA (1.5equiv) as 0.2-0.5M solution in DMF for 10min. Then the solution was added to an amino group bearing C-terminal moiety (R1R2NH) and the mixture was stirred for a minimum of 1h at room temperature. The reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 (2×). The organic extracts were dried over MgSO4, filtered and evaporated in vacuo. The crude product was then treated with 20% TFA in DCM and stirred for 1-2h to remove the Boc group. TFA was removed by evaporating the reaction mixture under a stream of N2. The residue was dissolved in DCM and washed with saturated NaHCO3 (2×). DCM phase was dried with MgSO4, filtered and evaporated in vacuo. Subsequent N-Boc-amino acids and amines were sequentially coupled under the same conditions. Each coupling reaction was monitored by ESMS, with most reactions going to completion overnight. All final compounds were purified on rpHPLC (97% by analytical HPLC) and fully characterized by NMR and HRMS (yields between 30% and 40%).

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, 1-(3-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yau, Mei-Kwan; Liu, Ligong; Lim, Junxian; Lohman, Rink-Jan; Cotterell, Adam J.; Suen, Jacky Y.; Vesey, David A.; Reid, Robert C.; Fairlie, David P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 986 – 991;,
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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. 2944-49-2, name is 1-Methoxy-2,3-dimethylbenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 2944-49-2

Carbon tetrachloride (100 ml) will be 3 – methoxy ortho-xylene crude product dilution dissolved, added to the mixed liquid in the N – bromo succinimide (NBS, 34.0 g, 190.4 mmol) and 2,2′-azobisisobutyronitrile (AIBN, 0.30 g), after mixing the heated to 77 C stirring reflux 24 h. TLC detection reaction has been substantially completely, cooling stop stirring, filtering the reaction solution, saturated sodium bisulfite solution for fragrance (50 ml × 2) washing twice, static layering, the collection of organic phase, the organic phase dried with anhydrous sodium sulfate 12 h. Filtering, environment friendly with silica gel column chromatography, eluting agent is pure petroleum ether, to obtain white solid 7.70 g, yield 69.2%.

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; Shandong University; Ma Shutao; Jin Chaobin; Wang Yinhu; Gu Xinjie; (32 pag.)CN108929260; (2018); A;,
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54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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. Safety of 1-Bromo-2-(2-methoxyethoxy)ethane

To a solution of alkyl bromide in dry DMF would be added sodium azide, and the reaction mixture would be stirred at room temperature for 16 h. After completion of the reaction, the contents would be diluted with ethyl acetate and washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo.; 1-Azido-2-(2-methoxy-ethoxy)-ethane (607 mg) was prepared by following General Procedure U starting from 1-bromo-2-(2-methoxy-ethoxy)-ethane (1.0 g) and sodium azide (1.07 g). The crude product was used in the next step without further purification.

The synthetic route of 54149-17-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HIGH POINT PHARMACEUTICALS, LLC; US2011/201604; (2011); A1;,
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