Tag: M.W=100-200

Electric Literature of 707-07-3, 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. 707-07-3 name is (Trimethoxymethyl)benzene, 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 a stirred solution of 14 (1.40 g, 3.74mmol) inCH2Cl2 (5 mL)was added trimethylorthobenzoate (1.44 mL, 7.48 mmol). The mixture was treated with a catalyticamount of (+)-10-camphorsulfonic acid at 25C for 30 min, and then the solutionwas concentrated. To the residue was added 80% HOAc, and after stirring 10 min,themixture was concentrated. The residue was purified by flash column chromatography(petroleum ether/ethyl acetate, 3:1) to yield 5 (1.45 g, 81%) as a syrup. 1HNMR (600 MHz, CDCl3): delta 8.12-8.07 (m, 4H, ArH), 7.63-7.57 (m, 2H, ArH), 7.48(t, J=7.2Hz, 1H, ArH), 7.47 (t, J=7.2Hz, 1H, ArH), 7.40 (d, J=7.8Hz, 2H, ArH),7.13 (d, J=7.8Hz, 2H, ArH), 5.64 (dd, J=3.6, 1.8Hz, 1H,H-2), 5.58 (d, J=1.2Hz,1H, H-1), 5.32 (t, J = 9.6 Hz, 1H, H-4), 4.57 (m, 1H, H-5), 4.33-4.27 (m, 1H, H-3),2.52 (d, J = 7.8 Hz, 1H, -OH), 2.32 (s, 3H, -SPhCH3), 1.34 (d, J = 6.0 Hz, 3H, H-6); 13C NMR (150 MHz, CDCl3): delta 167.15, 165.87, 138.16, 133.58, 133.56, 132.40,129.95, 129.88, 129.87, 129.84, 129.61, 129.30, 129.28, 128.57, 128.54, 128.06, 86.21,75.74, 74.78, 69.70, 67.42, 21.12, 17.53; ESI HRMS: calcd for (C27H26O6S+Na+)m/z, 501.1342; found, 501.1354.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Trimethoxymethyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Xin; Wang, Dongyue; Jin, Guoxia; Wang, Lizhen; Guo, Zhongwu; Gu, Guofeng; Journal of Carbohydrate Chemistry; vol. 36; 4-6; (2017); p. 189 – 204;,
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Synthetic Route of 89282-70-2, 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. 89282-70-2, name is 2-Methoxy-2-methylpropan-1-amine, This compound has unique chemical properties. The synthetic route is as follows.

In a round bottom flask under nitrogen 100 mg (0.23 mmol) of intermediate Awas dissolved in 4 mL ofCH2Ch and 0.12g ofDIPEA (0.92 mmol) was added followed by 108mg (0.7 mmol) of 2-Methoxy-2-methyl-propylamine. The mixture was allowed to stir overnight and then condensed in vacuo. The residue was dissolved in 20 mL ofEtOAc andwashed with 2x 20 mL of water, 20 mL of brine, dried over Na2S04 and condensed in vacuo.Purification by biotage flash chromatography (Si02, MeOH/CH2Ch/Et3N gradient) affords 71mg of the title compound as a clear viscous oil

The chemical industry reduces the impact on the environment during synthesis 2-Methoxy-2-methylpropan-1-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ZAFGEN, INC.; ZAHLER, Robert; VATH, James, F.; WO2013/169860; (2013); A1;,
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Electric Literature of 458-03-7, The chemical industry reduces the impact on the environment during synthesis 458-03-7, name is 1-Ethoxy-3-fluorobenzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 92 To 29.8 g of 2,3-dichloro-4-methoxybenzoyl chloride in 150 ml of 1,2-dichloroethane, 16.3 g of m-fluorophenetole is added. The solution is chilled to 5 C. as 16.5 g of aluminum chloride is added slowly. After 2 hr, the reaction mixture is worked up with water and diethyl ether to give a mixture of 2,3-dichloro-4′-ethoxy-2′-fluoro-4-methoxybenzophenone and 2,3-dichloro-2′-ethoxy-4′-fluoro-4-methoxybenzophenone. The mixture is separated by preparative high pressure liquid chromatography (10% ethyl acetate/hexane 250 ml/min) to give 2,3-dichloro-4′-ethoxy-2′-fluoro-4-methoxybenzophenone, mp 94-96 C. Analysis: Calculated for C16 H13 Cl2 FO3: 55.99%C; 3.82%H. Found: 55.86%C; 3.81%H.

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-Ethoxy-3-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoechst-Roussel Pharmaceuticals, Inc.; US4673746; (1987); A;,
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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. 39538-68-6, name is 2-Methoxy-4-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Methoxy-4-methylaniline

General procedure: To a magnetically-stirred, ice-bathed, solution of substituted aniline (1 equiv) in acetone (20 mL) at 0 C was added cyanuric chloride (1 equiv), and the resulting mixture was stirred at 0 C for 2 h and then at room temperature for an additional 2 h. Subsequently, crushed ice (10 mL) was added to the reaction, and the mixture was allowed to warm up to room temperature over 1 h. The solid was collected by vacuum filtration and was washed with water three times (3-10 mL).45

The synthetic route of 39538-68-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shahin, Rand; Taha, Mutasem O.; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 377 – 400;,
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Adding a certain compound to certain chemical reactions, such as: 645-36-3, name is 2,2-Diethoxyethanamine, 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 645-36-3, Recommanded Product: 2,2-Diethoxyethanamine

To a stirred solution of triphosgene (1.94 g, 6.54 mmol) in 30.0 mL of DCM was added mixture of 4-(aminomethyl) benzonitrile hydrochloride (3.0 g, 17.7 mmol) and DIPEA (4.65 g) in 30.0 mL of DCM at 0 C followed by stirring for 30 min at 0 C. To this reaction mixture were added mixture of 2,2-diethoxyethan-l-amine (2.36 g, 17.7 mmol) and DIPEA (4.50 g) in 30.0 mL of DCM at 0 C followed by stirring for 30 min at 0 C. The reaction mixture was quenched with water and extracted with ethyl acetate. The combined extracts were washed with brine solution, dried over anhydrous sodium sulphate and concentrated to give the title compound (4.0 g, 78.43 %). LCMS [M+H] + 292.3.

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; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; PANIGRAHI, Sunil Kumar; SAMMETA, Srinivasa Raju; GERD, Wohlfahrt; MIKKO, Myllymaki; (157 pag.)WO2019/180628; (2019); A1;,
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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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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: 1,3-bis(3,4-dichlorophenyl)urea (1). 3,4-dichlorophenylisocyanate (200 mg, 1.064 mmol) and 3,4-dichloroaniline (172 mg, 1.064 mmol) were dissolved in 10 mL of anhydrous dioxane. The reaction mixture was warmed to 55 C, stirred under nitrogen over night and then cooled to room temperature (RT). The solvent was removed under vacuum and the crude was crystallized twice in ethyl acetate/hexane to afford 1 (181 mg, 49%).

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; Denoyelle, Severine; Chen, Ting; Chen, Limo; Wang, Yibo; Klosi, Edvin; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 402 – 409;,
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Synthetic Route of 1836-62-0, These common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, 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.

Compound 5a (100 mg, 0.42 mmol), and 2-(2-methoxyphenoxy)ethanamine (84 mg, 0.50 mmol) were added to ethanol and theresulting heterogeneous solution was reuxed for 24 h. Themixture was cooled to room temperature and ltered through a padof celite and the ltrate was concentrated under reduced pressure.The residue was puried by ash chromatography on silica-gelwith 10% methanol in ethyl acetate. Yielding 83% compound 9a(176 mg) as a white solid. Compound 9b was synthesized followingthe procedure of preparation 9a.

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Yao; Chen, Shujun; Cao, Ying; Zhou, Pingzheng; Chen, Zhipeng; Cheng, Kui; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 253 – 266;,
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Adding a certain compound to certain chemical reactions, such as: 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, 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 52189-63-6, Application In Synthesis of 1-Fluoro-3,5-dimethoxybenzene

To a -30 C. solution of 1-fluoro-3,5-dimethoxybenzene (1.56 g, 10 mmol) in 10 mL of CH2Cl2 was added 10 mL of BBr3/CH2Cl2 at while the solution was stirring. The reaction mixture was stirred at -30 C. for 2 h and then allowed to warm up to RT overnight. To the reaction mixture was added water and the product was extracted with EtOAc (3*10 mL). The organic layers were washed with water (10 mL) and brine (10 mL), dried over anhydrous sodium sulfate, then the combined organic layers were concentrated under reduced pressure to afford a crude product. The residue was purified by flash chromatography (1:1 EtOAc/hexanes) to give 5-fluorobenzene-1,3-diol as a yellow solid (1.2 g, 93%). MS (ES+) C6H5FO2 requires: 128. found: 129 [M+H]+.

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; Board of Regents, The University of Texas System; Palmer, Wylie; Jones, Philip; Liu, Gang; Petrocchi, Alessia; Reyna, Naphtali; Subrumanian, Govindan; Theroff, Jay; Yau, Anne; (114 pag.)US2016/60260; (2016); A1;,
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Related Products of 41365-75-7, 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. 41365-75-7, name is 1-Amino-3,3-diethoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (S*)-3-ethyl-7-(methylcarbamoyl)-3-phenyl-2,3-dihydrobenzofuran-5-carboxylic acid (75 mg, 0.23 mmol) in DMF (1 ml.) was added sequentially HATU (131 mg, 0.346 mmol) and DIPEA (0.101 ml_, 0.576 mmol). The reaction was stirred for 1 min then 3,3-diethoxypropan-l-amine (available from commercial suppliers such as Sigma Aldrich, 0.041 ml_, 0.25 mmol) was added. The reaction was stirred for 1 h, after which sat. LiCI (aq) and EtOAc were added and the layers separated. The aqueous layer was extracted with further EtOAc. The organic layers were combined, back extracted with sat. LiCI (aq) and water and filtered through a cartridge fitted with a hydrophobic frit. The filtrate was evaporated in vacuo to give a dark oil. This oil was purified using silica gel column chromatography eluting with a gradient of 50-100% EtOAc : cyclohexane and the appropriate fractions collected and concentrated in vacuoto yield (S*)-A5-(3,3-diethoxypropyl)-3-ethyl-/V7-methyl-3-phenyl- 2,3-dihydrobenzofuran-5,7-dicarboxamide (116 mg, 0.230 mmol, 100 % yield) as a pale yellow oil. LCMS (method Formic): Retention time 1.12, [M+H]” = 499 (formate)

The synthetic route of 1-Amino-3,3-diethoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LUCAS, Simon Christopher Cranko; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (89 pag.)WO2019/68782; (2019); A1;,
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