Category: ethers-buliding-blocks

Synthetic Route of 2734-70-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2734-70-5 name is 2,6-Dimethoxyaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To an ice-cooled solution of 2,6-dimethoxyaniline (Amfinecom Inc., 2.0 g, 13.1 mmol) in DCM (65 mL) was added N,N-diisopropylethylamine (6.8 mL, 39.2 mmol) followed by cyclobutanecarbonyl chloride (Sigma-Aldrich, 1.56 mL, 13.7 mmol) slowly via syringe. The resulting solution was warmed to RT and stirred for 48 h, then was partitioned between water and DCM (2X). The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo to provide Example 1.01 (2.92 g, 95percent yield

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dimethoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 767-91-9, name is 2′-Methoxyphenyl acetylene, 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 767-91-9, category: ethers-buliding-blocks

General procedure: A dried Schlenk tube equipped with a magnetic stir bar was charged with the alkyne (1mmol), organic azide (1mmol), and Cu(PPh3)2NO3 (0.005mmol, 3.28mg). The mixture was stirred at rt (rt was ?25C) without exclusion of air under solvent-free conditions. After the reaction was completed, the mixture was diluted with ethyl acetate and filtered. The filtrate was removed under reduced pressure to obtain the crude product that was further purified by silica gel chromatography (petroleum ether/ethyl acetate (20: 1) as eluent) to yield the corresponding deuterated triazoles.

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:
Article; Wang, Dong; Chen, Si; Wang, Jing; Astruc, Didier; Chen, Baohua; Tetrahedron; vol. 72; 41; (2016); p. 6375 – 6379;,
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Related Products of 123652-95-9, 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. 123652-95-9, name is (3-Fluoro-4-methoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-Amino-N-(3-fluoro-4-methoxybenzyl)-2,5-dimethylthieno[3,2-e][1,2,4]triazolo[1,5-a]pyridine-7-carboxamide (Compound 2) In a vial equipped with a magnetic stir bar was added HATU (1.2 eq), compound E (1.0 eq), and DIEA (4.1 eq) in DMF (0.2 M). After 10 min, (3-fluoro-4-methoxyphenyl)methanamine (2.0 eq) was added. After 16 h, LCMS showed desired product. The reaction was passed through a syringe filter and purified by prep RP-HPLC Gilson, eluting 15-75% MeCN/water+0.1% TFA. Desired fractions were concentrated, in order to remove the acetonitrile. To the remaining aqueous mixture was added sat’d NaHCO3 and the mixture was extracted with EtOAc (3*). The collected organic layers were dried (MgSO4), filtered and concentrated to afford the desired product (37-48% yield). LCMS: RT=0.905 min, >98% 215 and 254 nM, m/z=400.2 [M+H]+. 1H NMR (400 MHz, d6-DMSO): delta 8.43 (t, J=5.8, 1H), 7.40 (s, 1H), 7.17-7.08 (m, 3H), 7.04 (s, 2H), 4.36 (d, J=5.8 Hz, 2H), 3.81 (s, 3H), 2.80 (s, 3H).

The synthetic route of (3-Fluoro-4-methoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Jones, Carrie K.; Bridges, Thomas M.; Han, Changho; Felts, Andrew S.; (38 pag.)US2018/28501; (2018); 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. 1663-61-2, name is (Triethoxymethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C13H20O3

General procedure: Triethyl orthoformate, orthoacetate, orthopropionate or orthobenzoate(10 mmol) was added dropwise to the mixture of 1,2,4,5-tetrazine-3,6-dicarbohydrazide (6) (0.5 g, 2.5 mmol), Lawesson’s reagent(1.12 g, (2.77 mmol) and glacial acetic acid (7 mL). The reaction wascarried out using conventional heating or microwave irradiation(150 W) in five cycles of 90 s with 2 min intervals at the temperature50-100 C.

The synthetic route of 1663-61-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; K?dzia, Anna; Kudelko, Agnieszka; ?wi?tkowski, Marcin; Kruszy?ski, Rafa?; Dyes and Pigments; vol. 172; (2020);,
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Electric Literature of 18638-99-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 18638-99-8 name is (3,4,5-Trimethoxyphenyl)methanamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: In a 25 mL of round bottom flask, a solution of di-tert-butyldicarbonate (1 mmol) and Diphenyglycouril (10 mol %) were addedin 10 mL of ethanol. A turbid solutionwas obtained. In that solution1 mmol of Amine (1a-y) was added. Reaction mixture was stirredfor 30 min at room temperature. After total consumption of thestarting material (determination by TLC), the solvent was removedin vacuo, and the residue was isolated by column chromatographyon silica gel to get the pure product 3a-y as solid or oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3,4,5-Trimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Article; Awasthi, Amardeep; Mukherjee, Anagh; Singh, Mandeep; Rathee, Garima; Vanka, Kumar; Chandra, Ramesh; Tetrahedron; vol. 76; 23; (2020);,
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Application of 2688-84-8, A common heterocyclic compound, 2688-84-8, name is 2-Phenoxyaniline, molecular formula is C12H11NO, 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.

2-Phenoxyaniline (0.185 g, 1.0 mmol), 6-chloropyrazine-2-carboxylic acid (0.158 g, 1.0 mmol) and 30 mL of dichloromethane were added to the reaction flask, and Et3N (0.202 g, 2.0 mmol) was added. Then, EDCI (0.287 mg, 1.5 mmol), HOBt (0.20 g, 1.5 mmol) was added, and the reaction was carried out at 25 C for 2.5 hours. The reaction was completed by TLC, and the reaction was completed. The reaction mixture was washed twice with water and once with saturated brine. The organic phase is dried over anhydrous sodium sulfate, de-solued to give a crude product, and recrystallized from ethanol.Brick red solid, m.p. 138-140 C, yield 79.0%

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; Chen Lei; (6 pag.)CN108997228; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 6876-00-2, name is 1-Bromo-3-phenoxybenzene, 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 6876-00-2, Product Details of 6876-00-2

STEP A 1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanone A few drops of m-phenoxy-bromobenzene were added to a mixture of 16.6 g of magnesium (50% turnings) in 53 ml of tetrahydrofuran and the mixture was heated to 40-45 C. Crystallization began and the rest of 62.2 g of m-phenoxy-bromobenzene was added dropwise at reflux over 45 minutes. 183 ml of tetrahydrofuran were added and the mixture was refluxed for one hour and was cooled to 0 C. to obtain a solution of a magnesium compound. The said solution was then added at 0 C. over 40 minutes to a mixture of 40.8 g of sodium trifluoroacetate in 240 ml of tetrahydrofuran and the mixture was stirred for two hours and was poured into aqueous 0.1N hydrochloric acid solution. The mixture was extracted with ether and the ether phase was washed with water, with aqueous N sodium hydroxide and with water. The ether phase was added to two liters of methylene chloride and the mixture was evaporated to dryness under reduced pressure to obtain 56.2 g of raw 1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanone which was used as is for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-phenoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Roussel Uclaf; US4833163; (1989); A;,
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Some common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, molecular formula is C7H6F3NO, 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. Recommanded Product: 2-(Trifluoromethoxy)aniline

Synthesis Example 32 Synthesis of 2-Trifluoromethoxybenzenesulfonamide [Compound (III-12)] Using 2-trifluoromethoxyaniline [Compound (XXV-12)] (5 g, 0.0282 mmol), 7.3 g (percent yield: 99.4%) of 2-trifluoromethoxybenzenesulfonyl chloride [Compound (XXII-12)] was synthesised according to the process of Synthesis Example 31 (3). Thereafter, the compound (III-12) was synthesised using 3.9 g (0.0149 mol) of the Compound (XXII-12) according to Synthesis Example 31 (3). White solid, m.p.: 183-184 C., yield: 2.09 g, percent yield: 46.2%. IR KBr cm-1: 3382, 3268, 1482, 1344, 1230, 1164, 768. 1H-NMR (60 MHz, d6-DMSO, delta): 7.2-7.65 (5H, m, aromatic ring H*3, NH2), 7.86 (1H, dd, J=2Hx, 8 Hz, aromatic ring H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1535-75-7, its application will become more common.

Reference:
Patent; Kureha Kagaku Kogyo K.K.; US6610853; (2003); B1;,
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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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, A new synthetic method of this compound is introduced below., Safety of (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline

General procedure: To a solution of substituted benzyl-1H-1,2,3-triazole-4-carboxylic acids (18a-e, 1 mmol) in dry dimethylformamide, EDCI (1.2 mmol) and HOBT (1.2 mmol) were added and the reaction mixture was stirred for 20 min. To the reaction mixture, amino Z-stilbenes (16, 17, 1 mmol) was added and stirred at room temperature for 12 h. The solvent was removed and the residue was dissolved in dichloromethane (50 mL), washed with 5% HCl (2 20 mL), 5% NaHCO3 (2 20 mL), and brine solution (20 mL). The organic layer was separated, dried over anhydrous Na2SO4, filtered, and the solvent was removed to give a crude product which was purified by chromatography (ethyl acetate/hexanes) to givethe desired product (6a-e, 7a-e).

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; Kamal, Ahmed; Shaik, Bajee; Nayak, V. Lakshma; Nagaraju, Burri; Kapure, Jeevak Sopanrao; Shaheer Malik; Shaik, Thokhir Basha; Prasad; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5155 – 5167;,
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