Tag: M.W=100-200

Related Products of 148583-65-7,Some common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, molecular formula is C9H12FNO, 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.

Step 1: Phosgene (20% in toluene; 63 mL, 118.2 mmol, 2 equiv) was cooled to – 10 C (ice/MeOH) under argon. Then 4-fluoro-2-isopropoxybenzenamine (10.0 g, 59.1 mmol, 1 equiv) was added drop wise, and the reaction mixture was stirred at -10 C for 15 min then heated to 90 C for 3 h under argon. After cooling, the reaction mixture was evaporated to dryness, and the crude 4-fluoro-l-isocyanato-2-isopropoxybenzene was dried in vacuo.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-2-isopropoxyaniline, its application will become more common.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; DUNCTON, Matthew; ZHANG, Jing; ALVAREZ, Salvador; TSO, Kin; HOLLAND, Sacha; YEN, Rose; KOLLURI, Rao; HECKRODT, Thilo; CHEN, Yan; MASUDA, Esteban; LI, Hui; PAYAN, Donald G.; KELLEY, Ryan; WO2013/152198; (2013); A1;,
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Reference of 41365-75-7,Some common heterocyclic compound, 41365-75-7, name is 1-Amino-3,3-diethoxypropane, molecular formula is C7H17NO2, 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: A mixture of 0.6 mmol of quinomethane 1a-1c and 0.6 mmol of 3,3-diethoxypropan-1-amine (2) or 4,4-diethoxybutan-1-amine (3) in 1 mL of 1,4-dioxane was stirred for 2-3 h at room temperature under argon. When the reaction was complete, the solvent was removed under reduced pressure (water-jet pump), and the residue was washed with hexane and dried in a vacuum (oil pump) until constant weight.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Amino-3,3-diethoxypropane, its application will become more common.

Reference:
Article; Vagapova; Amirova; Burilov; Pudovik; Sinyashin; Russian Journal of Organic Chemistry; vol. 51; 9; (2015); p. 1268 – 1271; Zh. Org. Khim.; vol. 51; 9; (2015); p. 1294 – 1297,4;,
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658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, 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. HPLC of Formula: C7H7F3N2O

To a stirred solution of compound AW (4.0 g, 20.83 mmol) in CH3OH (40 mL) was added 2-oxoacetic acid (2.3 mL, 20.83 mmol) at 0 C. The resulting reaction mixture was allowed to warm to RT and stirred for 24 h. After the consumption of starting material (by TLC), the reaction mixture was diluted with H2O (50 mL) and stirred for 5 min. The solid precipitated was filtered and washed with H2O (3×50 mL). The crude solid was purified by silica gel column chromatography (eluting with 30% EtOAc/hexane) to afford compound AX (1.4 g, 6.08 mmol, 29.8%) as pale-yellow solid. 1H NMR (500 MHz, DMSO-d6): delta 12.6 (br s, 1H), 8.25 (s, 1H), 7.78 (s, 1H), 7.60 (d, J=7.0 Hz, 1H), 7.04 (d, J=8.5 Hz, 1H). MS (ESI): m/z 230 [M+H]+.

The synthetic route of 658-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; US2012/329802; (2012); A1;,
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41365-75-7, name is 1-Amino-3,3-diethoxypropane, 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-Amino-3,3-diethoxypropane

HATU (1.94 g, 5.09 mmol) was added to a solution of 3,3-diethoxypropan-1-amine (0.50 g, 3.40 mmol), 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.83 g, 4.08mmol) and N,N-diisopropylethylamine(DIPEA) (2.97 mL, 17.0 mmol) in DMF (5 mL), followedby stirring at room temperature for 15 h. An aqueous NaHCO3solution was added to the reaction solution, followed by extractionwith EtOAc. The organic layer was washed with brine and wasdried with MgSO4. The desiccant was then removed by filtration,and the solvent was distilled off under reduced pressure.The resulting residue was purified by column chromatography(20-80% EtOAc in hexanes) to yield N-(3,3-diethoxy-propyl)-5-methyl-2-(2H-1,2,3-triazol-2-yl)benzamide 14 as a brown oil(1.13 g, 100%).

The synthetic route of 41365-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
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Electric Literature of 1535-73-5, The chemical industry reduces the impact on the environment during synthesis 1535-73-5, name is 3-Trifluoromethoxyaniline, I believe this compound will play a more active role in future production and life.

To Z>zs-(2-chloroethyl)amme hydrochloride (0.2 g, 1.12 mmol) was added 3-trifloromethoxy aniline (0.3 g, 1.68 mmol). The reaction was heated at 190″C for 5 min in a microwave reactor. The residue was neutralized with saturated sodium bicarbonate solution. Aqueous layer was extracted with EtOAc (3x). The combined organic phase was dried over MgSO4 and concentrated. The residue was purified on 2×1000 micron preparative thin layer chromatography plates eluting with 10percent methanol in dichloromethane to give the title compound. IH NMR (500 MHz, CDCl3) delta 7.2 (m, IH), 6.8 (d, 2H, J = 10.3 Hz), 6.71 (s, IH), 6.68 (d, 2H), 3.18 (m, 4H), 3.04 (m, 4H). LC/MS 247 (M+l); HPLC 2.04 min.

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

Reference:
Patent; MERCK & CO., INC.; WO2007/70173; (2007); A2;,
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Application of 1836-62-0, The chemical industry reduces the impact on the environment during synthesis 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, I believe this compound will play a more active role in future production and life.

General procedure: Et3N (4.3 mmol) and 97% EtOCOCl (4.3 mmol) in dry CHCl3(25 mL) were added to a solution of the suitable carboxylic acid 24a,24b or 25 (4.3 mmol) at 0 C. After 30 min at 0 C under stirring asolution of the suitable amine (2-phenoxyethanamine, 2-(2-methoxyphenoxy)ethanamine [37], 2-(2,6-dimethoxyphenoxy)ethanamine [38], or 1-(2-methoxyphenyl)piperazine) (4.3 mmol)in dry CHCl3 (10 mL) was added and the reaction mixture was left atroom temperature for 3 h. The solution was washed with 2 N HCl and 2 N NaOH. The organic layer was dried over Na2SO4. After evaporation of the solvent the residue was purified by column chromatography eluting with cyclohexane/EtOAc (7:3).

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-Methoxyphenoxy)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Del Bello, Fabio; Bonifazi, Alessandro; Giorgioni, Gianfabio; Quaglia, Wilma; Amantini, Consuelo; Morelli, Maria Beatrice; Santoni, Giorgio; Battiti, Francisco O.; Vistoli, Giulio; Cilia, Antonio; Piergentili, Alessandro; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 461 – 473;,
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Related Products of 102-52-3, 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. 102-52-3 name is 1,1,3,3-Tetramethoxypropane, 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.

A solution of 1,1,3,3-tetramethoxypropane (23) (10 g) and concentrated HCl (0.43 mL) in H2O (11 mL) was stirred at room temperature for 10 min. Br2 (3.1 mL) was added dropwise to the solution at room temperature for more than 50 min. The reaction mixture was stirred at room temperature for 20 min and concentrated in vacuo. The residual solid was washed with H2O to give 24 (3.6 g, 39%) as a yellow solid. Mp 147-148 C; 1H NMR (CDCl3) delta 4.73-4.80 (1H, m), 8.47 (2H, br s); FAB MS m/e (M-H)- 149.

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

Reference:
Article; Inoue, Takayuki; Morita, Masataka; Tojo, Takashi; Yoshihara, Kousei; Nagashima, Akira; Moritomo, Ayako; Ohkubo, Mitsuru; Miyake, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1219 – 1233;,
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Electric Literature of 321-28-8, A common heterocyclic compound, 321-28-8, name is 1-Fluoro-2-methoxybenzene, molecular formula is C7H7FO, 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.

Under ice bath conditions,6.38 g (48 mmol) of aluminum trichloride and 40 mlDichloromethane is put into a 100ml round bottom flask, stirred and dissolved4.68 g (60 mmol) of acetyl chloride, maintaining the temperature at 5 to 10 C., stirring at 5 C. for 10 minutes, followed by dropwise addition of 2-fluoroanisole 5.04 g(40 mmol). The mixture is stirred at 5C for 1 hour and then poured into 100 ml of ice-water. The aqueous layer is extracted with dichloromethane (2 x 30 ml). The combined organic phases are washed with water (2 x 30 ml), dried over anhydrous magnesium sulphate, filtered, and petroleum ether is used. The product was recrystallized from ethyl acetate in 92.4% yield.

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Northeast Agricultural University; Zhang Xiuying; Yang Hongliang; (11 pag.)CN107686465; (2018); A;,
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Reference of 2525-16-8, These common heterocyclic compound, 2525-16-8, name is 7-Methoxy-3,4,5,6-tetrahydro-2H-azepine, 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 solution of ethyl N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-methyl-4-(piperidin-4-yloxy)phenyl]sulfamoylacetate (640 mg) obtained in example 65(a) in ethanol (12 ml) were added successively 7-methoxy-3,4,5,6-tetrahydro-2H-azepine (348 mg) and triethylamine (0.26 ml) at room temperature and the resulting mixture was stirred at room temperature for 2.5 days and then evaporated in vacuo.. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 20 % acetonitrile/water).. Subsequently, to a solution of the amorphous solid obtained in ethanol (5 ml) was added a 4N solution of hydrogen chloride in dioxane (0.42 ml), and the resulting mixture was evaporated to dryness in vacuo.. The residue obtained was dissolved in water and then lyophilized to afford the title compound (336 mg, yield: 40 %) as a colorless amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm: 1.23 (3H, t, J=7.0), 1.52-1.64 (4H, m), 1.68-1.82 (4H, m), 1.98-2.09 (2H, m), 2.17 (3H, s), 2.87 (2H, m), 3.48 (2H, m), 3.65-3.75 (2H, m), 3.77-3.88 (2H, m), 4.19 (2H, q, J=7.0), 4.33 (2H, s), 4.44 (2H, d, J=6.0), 4.74 (1H, m), 6.44 (1H, dt, J=16.0, 6.0), 6.57 (1H, d, J=16.0), 7.06 (1H, d, J=8.5), 7.25 (1H, dd, J=8.5, 2.5), 7.28 (1H, d, J=2.5), 7.55 (1H, t, J=8.0), 7.69 (1H, d, J=8.0), 7.72 (1H, d, J=8.0), 7.89 (1H, s); IR (KBr, cm-1): 1738, 1675, 1628, 1351, 1157.

Statistics shows that 7-Methoxy-3,4,5,6-tetrahydro-2H-azepine is playing an increasingly important role. we look forward to future research findings about 2525-16-8.

Reference:
Patent; Sankyo Company, Limited; EP1375482; (2004); 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. 10541-78-3, name is 2-Methoxy-N-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Methoxy-N-methylaniline

EXAMPLE VI Preparation of N’-(4-Ethoxycarbonylphenyl)-N-(2-methoxyphenyl)-N-methylformamidine A mixture of ethyl N-(4-ethoxycarbonylphenyl)formimidate (Example Ia) (4.9 g, 0.022 mol) and 2-methoxy-N-methylaniline (3.2 g, 0.022 mol) were heated at 180 until 1.3 ml of ethanol had been collected by distillation. The resulting yellow oil was flash distilled to yield the desired product, bp~200 C. (0.05 mm).

The synthetic route of 10541-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Givaudan Corporation; US4021471; (1977); A;,
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