Tag: M.W=100-200

Electric Literature of 16452-01-0, The chemical industry reduces the impact on the environment during synthesis 16452-01-0, name is 3-Methoxy-4-methylaniline, I believe this compound will play a more active role in future production and life.

g. 2-bromo-5-methoxy-4-methyl-aniline. To a solution of 3-methoxy-4-methyl-aniline (8.19 g, 59.71 mmol) in dichloromethane (200 mL), was added tetrabutylammonium tribromide (28.79 g, 59.71 mmol) and the reaction mixture was stirred at room temperature for 2.5 hrs. Aqueous NaHCO3 was added and the layers separated. The aqueous layer was further extracted with dichloromethane and the combined organics washed successively with water and brine, dried over MgSO4, filtered and evaporated. The residue was chromatographed on silica gel (20% ethyl acetate in hexane) to give 11.05 g of 2-bromo-5-methoxy-4-methyl-aniline (85% yield). 1H NMR (300 MHz; CDCl3): 2.09 (s, 3 H), 3.75 (s, 3 H), 3.95 (br s, 1 H), 6.27 (s, 1 H), 7.13 (s, 1 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, 3-Methoxy-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfahl, Magnus; Tachdjian, Catherine; Spruce, Lyle W.; Al-Shamma, Hussien A.; Boudjelal, Mohamed; Fanjul, Andrea N.; Wiemann, Torsten R.; Pleynet, David P.M.; US2003/144329; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 107622-80-0, name is (4-Phenoxyphenyl)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 107622-80-0, Computed Properties of C13H13NO

A mixture of ethyl 5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazole-2-carboxylate (0.3003 g, 0.990 mmol) and 4-phenoxybenzylamine (0.5922 g, 2.97 mmol) in ethanol (10 mL) was stirred at 80 C. under nitrogen for 2 d. The mixture was partitioned between dilute aqueous HCl (50 mL) and ethyl acetate (75 mL). The aqueous layer was extracted further with ethyl acetate (50 mL) and the combined extracts were washed with brine (30 mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography (silica gel, 2% MeOH/CH2Cl2) to give 0.4235 g (94%) of the title compound as a white solid.

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Reference:
Patent; Institute for OneWorld Health; US2010/267725; (2010); A1;,
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Reference of 107622-80-0,Some common heterocyclic compound, 107622-80-0, name is (4-Phenoxyphenyl)methanamine, 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: The appropriate pyrazole (1.0 equiv) was treated with phosgene (10equiv, 20% in toluene) at 0 C. The reaction mixture was stirred at roomtemperature for 1 h. The solvent was removed under reduced pressureand the crude carbamoyl chloride was dissolved in anhydrous CH2Cl2(0.5 M). The appropriate amine (1.0 equiv) or alcohol (1 equiv) andEt3N (1.2 equiv) were dissolved in CH2Cl2 (0.5 M) and cooled to 0 C.The crude carbamoyl chloride was added dropwise and the reactionmixture was stirred at room temperature for 16 h. The mixture wasdiluted with EtOAc, washed with saturated aqueous NaCl, and driedover Na2SO4. Evaporation under reduced pressure yielded the crudecoupling product that was purified by flash chromatography (SiO2).

The synthetic route of 107622-80-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Otrubova, Katerina; Chatterjee, Shreyosree; Ghimire, Srijana; Cravatt, Benjamin F.; Boger, Dale L.; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1693 – 1703;,
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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. 450-91-9, name is 4-Fluoro-2-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 450-91-9

A solution of 4-fluoro-2-(methyloxy)aniline (Heterocycles 1992, 34, 2301-2311) (5.6 g, 40 mmol) and triethylamine (6.9 ml, 50 mmol) in dichloromethane (200 ml) at 0¡ãC was treated with acetyl chloride (2.85 ml, 40 mmol). After stirring at room temperature for 1 hour the solution was washed with 2N hydrochloric acid. The organic phase was separated, washed with water and brine then dried over anhydrous magnesium sulfate and concentrated in vacua. The residue was purified by chromatography on silica gel (1:5 to 1:2 ethyl acetate in dichloromethane) to affordthe title compound. MS (ES+) m/e 184 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 450-91-9.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/10629; (2006); A1;,
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Electric Literature of 2688-84-8, 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. 2688-84-8, name is 2-Phenoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Unless noted, the reaction was carried out as following: to a solution of 1, 4-dioxane (1.0 mL)was added 1,3-Diphenylpropenes 1 (0.1 mmol), nitrogen-based nucleophiles 2 or 4 (0.12 mmol)and oxidant (0.14 mmol). The reaction mixture was stirred at room temperature for 2-5 h and thenthe solvent was removed under vacuum. The residue was purified by column chromatography onsilica gel to yield the desired products.

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

Reference:
Article; Wu, Yinuo; Kwong, Fuk Yee; Li, Pengfei; Chan, Alberts. C.; Synlett; vol. 24; 15; (2013); p. 2009 – 2013;,
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Application of 60792-79-2, 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. 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0241j In a typical run, sodium hydroxide (400 mg, 10 mmol) was dissolved in MeOH (70 mL) and 2-(2-aminoethoxy)ethanamine dihydrochloride (1.0 g, 5.65 mmol) was added. The resulting reaction mixture was stirred at room temperature for 30 mm. A solution containing Boc2O (740 mg, 3.40 mmol) in THF (15 mL) was then added dropwise, at room temperature, over a period of 15 mm. The resulting reaction mixture was stirred at room temperature for 18 h. It was then concentrated under reduced pressure. The resulting residue was taken up in CH2C12 (200 mL) and stirred vigorously at room temperature for 4 h. The mixture was filtered and the filtrate was concentrated under reduced pressure to afford tertbutyl 2-(2-aminoethoxy)ethylcarbamate (850 mg, 74%).

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, 2,2′-Oxybis(ethylamine) dihydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CATABASIS PHARMACEUTICALS, INC.; MILNE, Jill C.; JIROUSEK, Michael R.; VU, Chi B.; WO2013/177536; (2013); A2;,
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Application of 4393-09-3, 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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(g) By proceeding in a manner similar to Reference Example 2(a) but using 2,3-dimethoxy-benzylamine, there was prepared 3-(2.3-dimethoxy-benzylamino)-propionic acid ethyl ester.

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, (2,3-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Aventis Pharma Limited; US6352977; (2002); 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. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,5-Dimethoxyphenylacetylene

Formula 7 of the azide compound (300 mumol), alkynyl (750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. An ascorbate (60.0 mg, 300 mumol) 1: was dissolved in 1 t-BuOH / H2O (3 mL). The mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was filtered of and washed using H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 ¡Á 70 mL). The combined organic extracts were then dried using anhydrous MgSO4, filtered and concentrated by rotaryevaporation (residue B). It was combined and the solid residue A and B, was purified by column chromatography to give the compound of formula 2 and 3. Following the general method for the general formula 2, 1: 1 t-BuOH / H2O in the compound (3 mL) 7f (34.6 mg, 100 mumol), 1-Ethynyl -3,5-dimethoxy-benzene (40.1 mg, 250 mumol), CuSO4 (3.2 mg, 20 mumol) and Na. Using ascorbate (20.0 mg, 100mumol) was prepared the desired compound. The reaction mixture was stirred at room temperature for 3.5 h, purified by column chromatography (5: 1 hexane / EtOAc ? 20: 1 CH2Cl2 / MeOH) to use the compound 2f was obtained as a brown solid (39.7mg, 82%).

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; EWHA UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; YOO, JAE SANG; SONG, DOO HUI; (33 pag.)KR2015/134731; (2015); A;,
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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 876-32-4 as follows. name: 4-Methoxy-N-methylbenzylamine hydrochloride

In a sealed tube, mixture of benzamide 3a (38 mg, 0.11 mmol), formaldehyde (37% in water, 0.043 mL, 0.55 mmol), l-(4-methoxyphenyl)-N-methylmethanamine hydrochloride (102 mg, 0.55 mmol), and 1 N NaOH (0.5 mL) in H2O:THF (1 mL: 0.5 mL) was heated at 65 C for 2 hours. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, washed with brine, dried over Na2S04, and concentrated, then purified by column chromatography to afford the pure product (28 mg, 51% yield) as off white solid. 1H NMR (CDCI3, 300 MHz) 6: 8.00 (d, J= 1.8 Hz, 1H), 7.82 (d, J= 8.7 Hz, 1H), 7.40 (dd, J= 2.1, 8.7 Hz, 1H), 7.23 (d, J= 8.7 Hz, 2H), 7.14- 7.07 (m, 1H), 6.90-6.83 (m, 1H), 6.85 (d, J= 7.8 Hz, 2H), 6.20 (bs, 1H), 5.50 (s, 2H), 4.39 (d, J= 6.3 Hz, 2H), 3.79 (s, 3H), 3.60 (s, 2H), 2.33 (s, 3H).

According to the analysis of related databases, 876-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; UNIVERSITY OF MEDICINE AND DENTISTRY OF NEW JERSEY; LAVOIE, Edmond J.; PARHI, Ajit; ZHANG, Yongzheng; PILCH, Daniel S.; KAUL, Malvika; WO2013/142712; (2013); A1;,
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Reference of 1758-46-9,Some common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, molecular formula is C8H11NO, 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 solution OF 5- (3APOS;-CARBOXY-4-METHOXY-1, 1APOS;-BIPHEN-3-YL)-1, 2,5-thiadiazolidin-3-one 1, 1-dioxide (Example 43) (0.05 g, 0.14 mmol, 1 eq. ) and DIPEA (24 L, 0.14 mmol, 1 eq. ) in DCM (2mL) added HOBt (19 mg, 0.14 mmol, 1 eq. ), 2-phenoxyethylamine (18 RL, 0.14 mmol, 1 eq. ) and EDCI (31 mg, 0.17 mmol, 1.2 eq. ). The reaction was allowed to stir at ambient temperature overnight and then the solvent was removed under reduced pressure. The residue was taken up in acetonitrile: water (1: 1,3 mL) and purified by reverse phase preparative HPLC to afford the title compound as a colourless solid (0.04 g, 60percent yields

The synthetic route of 1758-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/41799; (2004); A1;,
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