Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 175278-17-8, name is 2-Bromo-4-(trifluoromethoxy)aniline, 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 175278-17-8, Formula: C7H5BrF3NO

General procedure: 1,1-Cyclopropanedicarboxylic acid (5) (12.0 g, 15.4 mmol) was dissolved in anhydrous THF (50 mL). Then triethanolamine (2.0 mL,13.9 mmol) was added to the mixture and the mixture was stirred on the ice-bath for 30 min. SOCl2 (1.2 mL, 16.66 mmol) was then added. Stirring was continued for 2h, a solution of 3,5-dimethylaniline 6 (3.6 g, 15.4 mmol) in anhydrous THF (10 mL) was added and continued stirring for 2h, after that, the ice bath was removed, and the mixture was stirred at room temperature overnight. After the completion of the reaction, the mixture was filtered and concentrated in vacuo. The residues was purified by silica gel flash chromatography (PE/AcOEt = 5:1) to yield 7 as white solid (0.8 g, 30.7%).

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-Bromo-4-(trifluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Chuansheng; Shan, Yuanyuan; Sun, Ying; Si, Ru; Liang, Liyuan; Pan, Xiaoyan; Wang, Binghe; Zhang, Jie; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 506 – 518;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 588-63-6, 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. 588-63-6, name is (3-Bromopropoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

0.3 g (0.00089 mol) of N- [ (3R)-1-azabicyclo [2.2. 2] [OCT-3-YL]-9H-XANTHENE-9-CARBOXAMIDE] (Example 31) were dissolved in 6 [ML] of THF. To this solution 0.21 ml (0.287g, 0.001335 mol) of [(3-BROMOPROPOXY)] benzene were added. The mixture was refluxed during 4 hours and then stirred 17 h at room temperature. The reaction mixture was filtered and the solid obtained washed with ether several times and dried. 0.48 [G] (98percent) of the title product were obtained. m. p.: 278.5-279. [2C] [MS [M-BR] + :] 469 [APOS;H-NMR] (DMSO-d6) : [S] 1.80-2. 0 (m, 3H), 2.05-2. 30 (m, 4H), 3.15-3. 25 (m, [1H),] 3.30-3. 65 (m, 6H), 3.82 (m, [1H),] 4.05 (t, 2H), 4.10 (m, [1H),] 5.05 (s, [1H),] 6.90-7. 0 (m, 3H), 7.05-7. 20 (m, 4H), 7.25-7. 42 (m, 6H), 9.01 (d, [1H,] NH).

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-Bromopropoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL PRODESFARMA S.A.; WO2004/5285; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 170015-99-3, 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. 170015-99-3, name is 2-(4-(Trifluoromethoxy)phenyl)ethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Under nitrogen atmosphere, ethanol (30 mL), immediate III (3 mmol) and titanium (IV) isopropoxide (9 mmol) were added to a three-necked round bottom flask and stirred for 0.5 h, then the substituted ethylamine (3 mmol) was dropped into the solution and stirred for 3 h at room temperature. Subsequently, sodium borohydride (4.5 mmol) was added to the flask slowly, the reductive amination reaction was maintained for 3 h. According to the TLC monitoring results, the ammonia water (2 mol L-1, 10 mL) was poured into the flask to quench the reaction. The resulting mixture was filtered in vacuum and evaporated on rota vapor (Buchi). Hereafter, dissolved the residue with ethyl acetate (50 mL), and the solution was washed with 2 mol L-1 hydrochloric acid (30 mL), saturated aq NaHCO3 solution (30 mL), and brine (40 mL), successively, dried over anhydrous Na2SO4 and filtered. Solvent was evaporated in vacuum, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate as eluents). Finally, the samples were recrystallized from ethyl acetate / petroleum ether to afford target compounds with higher purity.

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-(4-(Trifluoromethoxy)phenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cai, Nan; Cui, Zining; Feng, Zhihui; He, Lu; Ji, Mingshan; Li, Xinghai; Qi, Zhiqiu; Qin, Peiwen; Wang, Kai; Bioorganic and medicinal chemistry letters; (2019);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 116557-46-1,Some common heterocyclic compound, 116557-46-1, name is 3-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.

In the flask will come from step 23-bromo-2-methoxyaniline (1.94 g, 9.60 mmol)4,4,4 ‘, 4’, 5,5,5 ‘, 5′-octamethyl-2,2’-bis(1,3,2-dioxaborolane)(3.66 g, 14.40 mmol),PdCl2 (dppf) -CH2Cl2 (0.392 g, 0.480 mmol) and potassium acetate (2.83 g, 28.8 mmol) in dioxane (32 mL)The solution was heated to reflux (about 100 & lt; 0 & gt; C) overnight,Then cooled to room temperature,Concentrated on diatomaceous earth in a vacuum.The crude product was purified by flash chromatography using 120 g of a silica gel column (solid loading) with 0-50% ethyl acetate / hexane. The appropriate fractions were collected (eluted with nearly 25% EtOAc / hexanes) and concentrated in vacuo,To give 2-methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) aniline in an off-white crystalline solid form (1.47 g , 5.78 mmol, 60.2% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-2-methoxyaniline, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MOSLIN,, RYAN M.; WEINSTEIN,, DAVID S.; WROBLESKI,, STEPHEN T.; ZHANG,, YANLEI; TOKARSKI,, JOHN S.; MERTZMAN,, MICHAEL E.; LIU,, CHUNJIAN; (124 pag.)TWI582077; (2017); B;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, 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. category: ethers-buliding-blocks

General procedure: DCC (0.47 mmol, 1.2 eq.); the N-Fmoc-protected amino acid (0.472 mmol, 1.2 eq) and HOBt·H2O (0.47 mmol, 1.2 eq) were added to a solution of the 30-aminocombretastatin (0.39 mmol, 1 eq) in anhydrous DMF (1.3 mL). The reaction mixture was stirred under N2 atmosphere for 16 h. Then, it was ltered, and the ltrate was poured into a saturated aqueous NH4Cl solution and then extracted with AcOEt (3×15 mL). The combined organic extracts were washed 2 times with water and brine and dried over anhydrous MgSO4. After ltration and evaporation of the solvent under reduced pressure, the resulting residue was chromatographed on silica gel with Hexanes-AcOEt (6:4) to aord the corresponding N-Fmoc-protected derivatives 7 and 9.

The synthetic route of 162705-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Agut, Rauel; Alberto Marco, J.; Carda, Miguel; Falomir, Eva; Gil-Edo, Raquel; Martin-Beltran, Celia; Murga, Juan; Pla, Alberto; Molecules; vol. 25; 3; (2020);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem