Tag: M.W=100-200

702-24-9, Adding a certain compound to certain chemical reactions, such as: 702-24-9, name is 4-Methoxy-N-methylbenzylamine, 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 702-24-9.

General procedure: A solution of N-heterocycle compound (0.2 mmol) and graphene oxide (GO) (8 mg) in N,N-dimethylformamide(1.0 mL) was stirred in a sealed tube under an atmosphere of argon at 150 ¡ãC for 18 h. After being cooled to room temperature,the reaction mixture was filtered and washed with ethyl acetate (20 mL). Afterward, 10 mL water was added tothe solution and extracted with ethyl acetate (3 ¡Á 15 mL), the combined organic layers were dried over anhydrous Na2SO4.The solvent was evaporated under vacuum and the crude product was purified by preparative thin-layer chromatography (TLC) on silica gel with petroleum ether and ethyl acetate to achieve the pure product.

According to the analysis of related databases, 702-24-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ma, Juan; Zhang, Jingyu; Zhou, Xiao; Wang, Jiawei; Gong, Hang; Journal of the Iranian Chemical Society; vol. 15; 12; (2018); p. 2851 – 2860;,
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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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 20781-20-8

General procedure: The solution of l-(benzyloxy)-6-bromo-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-l,2-dihydro-l,8- naphthyridin-4-yl 4-methylbenzenesulfonate (7; 0.2 mmol), N-ethyl-N-isopropylpropan-2-amine (2.0 mmol) and amine (1.0 mmol) in DMF (2.0 mL) was heated to 50 C for 1 hr. The reaction mixture was cooled to room temperature and purified by Combiflash. Compound 4-substituted l-(benzyloxy)-6-bromo- N-(2,4-difluorobenzyl)-2-oxo-l,2-dmydro-l,8-naphthyridine-3-carboxamide (8) was afforded.According to general procedure A, the title compound was prepared in 89 % yield from l-(benzyloxy)-6- bromo-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-l,2-dihydro-l,8-naphthyridin-4-yl 4- methylbenzenesulfonate (7). NMR (400 MHz, CDCI3) delta 12.05 (t, 7 = 6.2 Hz, 1H), 10.61 (t, 7 = 5.7 Hz, 1H), 8.58 (d, 7 = 2.1 Hz, 1H), 8.34 (d, 7 = 2.2 Hz, 1H), 7.57 (dd, 7 = 7.3, 1.9 Hz, 2H), 7.39 – 7.22 (m, 4H), 7.17 (dd, 7 = 8.9, 4.3 Hz, 1H), 6.85 – 6.63 (m, 2H), 6.47 – 6.34 (m, 2H), 5.15 (s, 2H), 4.64 (d, 7 = 6.3 Hz, 2H), 4.52 (d, 7 = 5.7 Hz, 2H), 3.74 (s, 3H), 3.73 (s, 3H)

The synthetic route of 20781-20-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; ZHAO, Xue, Zhi; SMITH, Steven; METIFIOT, Mathieu, A.; JOHNSON, Barry; MARCHAND, Christophe; HUGHES, Stephen; POMMIER, Yves; BURKE, Terrence, R.; WO2014/186398; (2014); A1;,
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398-62-9, A common heterocyclic compound, 398-62-9, name is 4-Fluoro-1,2-dimethoxybenzene, molecular formula is C8H9FO2, 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.

To a suspension of sulfur trioxide N,N-dimethylformamide complex (4.108 g, 27 mmol) in 1,2-dichloroethane was added 4-fluoroveratrole (3.49 g, 22 mmol) dropwise. The mixture was slowly heated to 85 C. in an oil bath. After 2.5 h, the solids had dissolved to afford a golden yellow solution. A trace of starting material was still present and heating was continued for a further 4.5 h. The oil bath was removed and thionyl chloride (1.95 ml, 27 mmol) added dropwise. The mixture was heated 4 h at 85 C. and allowed to cool to room temperature. The solution was poured into water and extracted with dichloromethane (3¡Á50 ml), the combined organics washed with water, dried over magnesium sulfate and evaporated. Remaining traces of N,N-dimethylformamide were removed azeotropically with toluene to afford the product as an off-white solid that was used without further purification. EI MS: m/e=254.0 ([M]+).

The synthetic route of 398-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plancher, Jean-Marc; Taylor, Sven; US2005/165012; (2005); A1;,
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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. 6346-09-4, name is 4,4-Diethoxybutan-1-amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 6346-09-4

Amine 1 (Aldrich) (3. 5g, 21.7 mol) was dissolved in a mixture of chloroform (30 ml) and IN sodium hydroxide (24 ml) and [15ML] of mesitylenesulfonyl chloride dissolved in [1 SML] of chloroform were added at [5C.] The mixture was stirred for 2h, the reaction mixture was then diluted with chloroform (50 ml), the organic layer was separated, washed with a saturated solution of ammonium chloride, dried [(NA2S04),] and evaporated to dryness. The residual oil crystallized after drying and was used in the next step without further purification; 7. 0g (95%) of 2 were obtained [;’HNMR (CDC13)] : [PPM] 1.15 (t, 6H), 1.55 (m, 4H), 2.30 (s, 3H), 2.65 (s, 6H), 2.95 (q, 2H), 3.40-3. 55 [(M,] 4H), 4.40 (t, 1H), 4.90 (t, 1H), 6.95 (s, 2H) [; 13CNMR (CDCL3)] : [PPM] 15.19, 20.80, 22.85, 24.55, 30.83, 42.39, 61.40, 102.41, 131.84, 133.82, 138.99, 141.92.

The synthetic route of 6346-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SLIL BIOMEDICAL CORPORATION; WO2004/2991; (2004); A1;,
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A common compound: 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 20781-20-8

b) 3-[2-(2,4-dimethoxybenzylamino)pyridin-4-yl]-/V-(1-methylpiperidin-4- yl)imidazo[1,2-b]pyridazin-6-amineTo a solution of 3-(2-chloropyridin-4-yl)-//-(1-methylpiperidin-4-yl)imidazo[1 ,2-b]pyridazin-6- amine (100 mg, 0.29 mmol) and NaO’Bu (39 mg, 0.41 mmol) in DME (2 mL) was added a pre-mixed solution of Pd(OAc)2 (3 mg, 0.015 mmol) and CyPF-‘Bu (8 mg, 0.015 mmol) in DME (1 mL). The reaction mixture was stirred for 5 min before 2,4-dimethoxybenzylamine (68 mg, 0.41 mmol) was added and the mixture heated at 100C for 18 h. The reaction mixture was concentrated in vacuo and purification by column chromatography (EtOAc-2M NH3 in MeOH gradient) gave an off-white solid (77 mg, 56%); 1H NMR (400 MHz, CD3OD) delta ppm 7.94 (d, J=6.0 Hz, 1H), 7.85 (s, 1 H), 7.62 (d, =9.6 Hz, 1 H), 7.51 (s, 1 H), 7.24 (dd, J=5.7, 1.6 Hz, 1H), 7.21 (d, J=8.2 Hz, 1 H), 6.72 (d, J=9.6 Hz, 1 H), 6.54 (d, J=2.3 Hz, 1 H), 6.46 (dd, J=8.2, 2.3 Hz, 1H), 4.43 (s, 2H), 3.83 (s, 3H), 3.82-3.76 (m, 1H), 3.75 (s, 3H), 2.88-2.77 (m, 2H), 2.23-2.09 (m, 7H), 1.68-1.53 (m, 2H); m/z (ES+APCI)+: 474 [M+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, 20781-20-8, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; LARGE, Jonathan; BOULOC, Nathalie; WALLACE, Claire; WO2011/101640; (2011); A1;,
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929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, 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. 929-75-9

To 2- [2- [2- [2-AMINOETHOXY] ethoxy] ethoxy] ethylamine (23 (, 0.5 g, 2.6 mmol), dissolved in CH2C12 (50 mL), was added triethylamine (0.36 mL, 100 mol%) and Boc20 (0. 55 g, 100 mol%). The reaction mixture was stirred for 4 hours and concentrated to dryness. The resulting residue was purified by silica gel column chromatography eluting with 9: 1: 0.1 chloroform : methanol: ammonium hydroxyde to give 0.26 g (34% yield) of the title compound 24. H NMR (CDC13, 300 MHz) 8 3.66 (m, 8H), 3.57 (m, 4H), 3.28 (m, 2H), 2.90 (t, 2H), 1.63 (bs, 2H), 1.47 (s, 9H).

Statistics shows that 929-75-9 is playing an increasingly important role. we look forward to future research findings about 1,11-Diamino-3,6,9-trioxaundecane.

Reference:
Patent; DIHEDRON CORPORATION; WO2005/30258; (2005); A2;,
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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. 2734-70-5, name is 2,6-Dimethoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., 2734-70-5

To a solution of 2,6-dimethoxyaniline (0,5 g, 3 rnrnol) and 4-fluorobenzonitrile (0.5 g, 4 mmol) in toluene (10 ml) at 0 ¡ãC was added dropwise TMS-OTf (0.65 ml, 3.6 rnmol). The resulting mixture was stirred at 0 ¡ãC for 10 mm and heated to 110¡ãC for 15 hrs. Thereaction mixture was cooled to 0 ¡ãC, quenched with 1.5 M Na2T-fPO4 (10 mL) solution anddiluted with EtOAc. The organic layer was washed with 1.5 M Na2HPO4 solution and driedover sodium sulfate, concentrated to give a brown oil. The residue was purified by a silica gel (80 g) column and was eluted with 0-100percent 0.5percent TEA/EtOAc in DCM. Fractions containing compound 37a were combined and the solvent removed to give 37a (0.55 g, 2.0 mrnol, 61 percent yield) an off white solid. 1HNMR (500MHz, CDC13) 7.96 (br s, 2H), 7.10 (br s, 2H), 7.02(t, J 8.0 Hz, 1H), 6.64 (d, J¡ã¡ã 7.7 Hz, 2H), 4.68 (hr s, 2H), 3.80 (s, 6H).

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; BRISTOL-MYERS SQUIBB COMPANY; MENG, Wei; CHAO, Hannguang J.; FINLAY, Heather; LAWRENCE, R., Michael; MYERS, Michael C.; (154 pag.)WO2017/96130; (2017); A1;,
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2216-69-5, 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. 2216-69-5, name is 1-Methoxynaphthalene, This compound has unique chemical properties. The synthetic route is as follows.

Bromination using NBS has been found to be applicable for use with a wide range of aromatic starting materials or substrates, as is EPO summarized in Table 1 . For example, anisole can be brominated by use of 1 equivalent of NBS in the presence of 5 mol % of ZrCI4 at -78 0C to afford p- bromoanisole in 98% yield as sole product (Table 1 , Entry 1 ). However, in the absence of ZrCI4 the halogenation does not proceed, even at room temperature (Table 1 , Entry 1 ).[00111] All of the substrates shown in Table 1 were brominated to give the corresponding monobromo products in excellent yield and regioselectivity. In most cases, the reaction can proceed at very low temperature and no further purification is necessary. In addition. Table 1 reveals that the halogenation of the present invention is compatible with a variety of substituents.Table 1 ZrCI4 Catalyzed Bromination of Aromatic Compounds EPO (5 mol %), CH2CI2 (4d See spectroscopic data for characterization.

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; UNIVERSITY OF CHICAGO; JAPAN SCIENCE AND TECHNOLOGY AGENCY; WO2007/27917; (2007); A2;,
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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. 1535-75-7, name is 2-(Trifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., 1535-75-7

General procedure: The benzoic acid 1 (1.50 g, 7.46 mmol) was refluxed in neat thionyl chloride (2 mL) for 2 h then allowed to cool to rt. The excess thionyl chloride was removed under reduced pressure to yield the crude acid chloride. A solution of anilines in DCM (10 mL) was added to a solution of the crude acid chloride in DCM (10 mL), followed by triethylamine (2.25 mL). The mixture was stirred at room temperature under argon for 3 h, after which the solvent was removed. The residue was purified by recrystallization (petroleum ether- ethyl acetate) to afford the product.

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; Liu, Fang; Venter, Henrietta; Bi, Fangchao; Semple, Susan J.; Liu, Jingru; Jin, Chaobin; Ma, Shutao; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3399 – 3402;,
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A common compound: 2752-17-2, name is 2,2′-Oxydiethanamine, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 2752-17-2

For the synthesis of H2L, salicylic aldehyde (10 mM, 1.22 g) in EtOH (5 mL) was added dropwise to 5mL of an EtOH solution of 3-oxapentane-1,5-diamine (5 mM, 0.52 g). After completion of addition, the solution was stirred for an additional 4 h at 78 C. After cooling to room temperature, the precipitate was filtered. The product was dried in vacuo, giving a yellow crystalline solid. Yield: 1.19 g (68.5%).

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, 2752-17-2, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Huilu; Pan, Guolong; Bai, Yuchen; Wang, Hua; Kong, Jin; Shi, Furong; Zhang, Yanhui; Wang, Xiaoli; Journal of Coordination Chemistry; vol. 66; 15; (2013); p. 2634 – 2646;,
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