Month: July 2021

16452-01-0, name is 3-Methoxy-4-methylaniline, 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 3-Methoxy-4-methylaniline

Step A 4-Methyl-3-methoxyphenylhydrazine A stirred mixture of 100.0 g (0.73 mole) of 4-methyl-3-methoxyaniline in 800 mL of concentrated hydrochloric acid was cooled to -5 C. A solution of 501.5 g (0.73 mole) of sodium nitrite in 250 mL of water was added slowly while maintaining the temperature of the reaction mixture below 0 C. The resultant mixture was stirred at -5 C. for 30 minutes. A cold solution of 330.0 g (1.46 mole) of tin (II) chloride dihydrate in 360 mL of concentrated hydrochloric acid was added over one hour. After complete addition the resultant mixture was allowed to warm to room temperature. A solid precipitate formed and was collected by filtration and stirred in 200 mL of water. This mixture was neutralized with 50% aqueous sodium hydroxide, and extracted with toluene. The extract was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to yield 58.0 g of 4-methyl-3-methoxyphenylhydrazine as an oil.

The synthetic route of 16452-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FMC Corporation; US4806145; (1989); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1978-39-8, name is 5-Fluoro-2-methoxyaniline, 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 1978-39-8, Computed Properties of C7H8FNO

General procedure: A primary amine (17.8 mmol) was dissolved/suspended in acetonitriie (50 ml) and then heated to reflux temperature. Then 2,6-lutidine (20 ml, 173 mmol) was added. A solution of DMP3C-BF4 (5.04 g, 9.88 mmol) was dissolved in acetonitriie (250 ml) and then added slowly dropwise (1 drop per 5-10 s) to the hot solution of the phenol compound. The addition was allowed to proceed overnight (16 h). The red reaction mixture was analyzed by MALDI-TOF (dithranol matrix) and this analysis indicated that no starting material was present. The reaction mixture was allowed to cool down, and then poured into an acidified KPF6 solution (10 ml 2 M HCI in 1500 ml 0.2 M KPF6) upon vigorous stirring. A red precipitate formed and the suspension was gen-tly stirred for 15 min and then filtered . The filtrate was washed with HCI solution (2 M), then with water, and finally with heptane until the heptane phase was nearly colorless. The red sticky mass was dissolved in a minimum of CH2CI2 through the filter. The product was precipitated with heptane and filtered off and washed with heptane (2 x 100 ml). The product was dissolved in a minor amount of acetonitrile and poured onto diethyl ether upon stirring. The red precipitate was allowed to form for 15 min, filtered off, and then washed with ether (2 x 100 ml). The red sticky product was collected and dissolved in CH2CI2. The CH2CI2 was removed by evaporation yielding 17 g of red-gray fine powder. The red powder was suspended in pure water and stirred overnight. The red powder was filtered off, washed with water, and sucked dry. The sticky red product was dissolved in acetonitrile through the funnel and then the solvent was removed by evaporation. The red powder was collected and dried on an oil pump for 1 day.

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; KØBENHAVNS UNIVERSITET; LAURSEN, Bo V.; ROSENBERG, Martin; SØRENSEN, Thomas Just; WO2015/58777; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 74654-07-2, A common heterocyclic compound, 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, molecular formula is C7H17NO3, 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.

5-Amino-3,5-dichloro-l,2,4-triazine (1.460 g, 8.85 mmol) was dissolved in dioxane (30 mL) at room temperature. Triethylamine (2.7 mL, 19.37 mmol) was added, followed by addition of mPEG3-NH2 (1.9812 g, 12.14 mmol). The resulting mixture was stirred at 95 C for 7 h. The mixture was cooled to room temperature, filtered to remove the white solid and the solid was washed with ethyl acetate. The combined organic solution was concentrated and purified with flash column chromatography on silica gel (1-10% methanol/dichloromethane) to afford 2.1236 g of product as solid. The yield was 82%. [0485] 1H-NMR (500 MHz, CDC13): 3.691-3.654 (m, 6H, 3CH2), 3.625-3.594 (m, 6H, 3CH2), 3.436 (s, 3H, CH3). LC-MS: 292.1 (MH+/z).

The synthetic route of 74654-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEKTAR THERAPEUTICS (INDIA) PVT. LTD.; NEKTAR THERAPEUTICS; SHARMA, PANKAJ; KHATRI, VIJAY KUMAR; GU, XUYUAN; SONG, YUAN; SHEN, MICHAEL LIXIN; SAUTHIER, JENNIFER RIGGS; ANAND, NEEL K.; KOZLOWSKI, ANTONI; ODINECS, ALEKSANDRS; RILEY, TIMOTHY A.; REN, ZHONGXU; MU. YONGQI; SHEN, XIAOMING; YUAN. XUEJUN; AURRECOECHEA, NATALIA; O’MAHONY, DONOGH JOHN ROGER; WO2015/92819; (2015); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 175278-17-8, These common heterocyclic compound, 175278-17-8, name is 2-Bromo-4-(trifluoromethoxy)aniline, 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.

General procedure: Triphosgene (0.09 g, 0.3 mmol) was dissolved in anhydrous CH2Cl2 (15 mL) and the mixture was stirred on the ice-bath for 15 min. 3-Bromo-5-(trifluoromethyl)aniline (0.16 g, 0.7 mmol) in anhydrous CH2Cl2 (10 mL) was added dropwise to the above mixture and stirring continued for 20 min. Et3N (0.12 mL, 0.89 mmol) diluted with CH2Cl2 (5 mL) was then added into the mixture. Stirring was continued for 20 min and a solution of Et3N (0.12 mL, 0.89 mmol), compound (9) (0.2 g, 0.74 mmol) in anhydrous CH2Cl2 (20 mL) was added. After completion of the action, the reaction was quenched with dilute Na2CO3. The organic layer was washed with water and brine, and dried over Na2SO4. After filtration and concentration in vacuo, the residues was purified by silica gel flash chromatography (PE/AcOEt = 3:1) yielding (W1).

The synthetic route of 175278-17-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Su, Ping; Wang, Jinfeng; Shi, Yaling; Pan, Xiaoyan; Shao, Ruili; Zhang, Jie; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3228 – 3236;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

1484-26-0, name is 3-Benzyloxyaniline, 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. Product Details of 1484-26-0

Phenyl [3-(benzyloxy)phenyl]carbamate; To a stirred solution of 3-benzyloxyaniline (0.999 g, 5.01 mmol) in DCM (10 piL) was added pyridine (1.22 ml, 15.03 mmol) and phenyl chloroformate (0.68 ml, 5.51 mmol) dropwise (Exotherm.). The reaction was then allowed to stir at room temperature for 2 hours. The reaction mixture was then partitioned between DCM and IM HCl, extracted twice, combined organics passed through phase separating cartridge and filtrate evaporated to dryness to give an orange solid. This was then triturated in 10percent ethyl acetate/ hexanes, filtered and dried to give the product, phenyl [3-(benzyloxy)phenyl]carbamate, as beige solid (1.209 g, 3.78 mmol, 75percent yield).

The synthetic route of 1484-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/67401; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 651734-54-2

In a 500-mL round bottom flask, 3.00 g (15.86 mmol) of 2,6-difluoro-3,5-dimethoxy-phenylamine and 3.13 g (15.86 mmol) of 4-ethylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde in 150 mL of toluene with 1.11 g (4.76 mmol) of camphorsulfonic acid was fitted with a Dean Stark trap and heated at reflux. During the day, the toluene was drained 3 times from the finger, replenished with 100 mL of the solvent and continued heating at reflux under nitrogen atmosphere overnight. The toluene was concentrated in vacuo and dried to give 7.19 g (quantitative) of the title compound. No further purification was necessary. MS (APCI) (m+1)/z 369.1.

The synthetic route of 651734-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke; US2004/19210; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 954235-83-7, name is 1-Bromo-2-(difluoromethoxy)-4-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-(difluoromethoxy)-4-fluorobenzene

A mixture of l -bromo-2-(difluoromethoxy)-4-fluorobenzene (intennediate 176a, 75 mg), (6-(2- (4-(ethylsulfonyl)phenyl)acetamido)-2-methylpyridin-3-yl)boronic acid (intermediate 178a, 310 mg), PdCl2(dppf)-CH2Cl2 adduct (20.33 mg) and Na2COj (39.6 mg) in acetonitrile (2.4 mL)/water (0.8 mL) was sealed in a vessel and heated in the microwave at 100C for 45 mins. The mixture was filtered through celite and silica gel. The filtrate was concentrated under reduced pressure and the residue was purified by MDAP to afford N-(5-(2-(difIuoromethoxy)-4-fluorophenyl)-6-methylpyridin-2-yl)-2-(4- (ethyIsulfonyl)phenyi)acetarnide, trifluoroacetic acid salt (16 mg) as a white solid. ?-NMR (400 MHz, DMSO-i¾) delta ppm 1.10 (t, J= 7.2 Hz, 3H), 2.21 (s, 3H), 3.27 (q, J= 7.2 Hz, 2H), 3.89 (s, 2H), 7.22 (t, J= 72 Hz, 1H), 7.24 (m, 2H), 7.40 (m, 1H), 7.53 (d, J= 8.4 Hz, 1H), 7.63 (d, 7= 8.4 Hz, 2H), 7.85 (d, 8.4 Hz, 2H), 7.94 (d, J= 8.4 Hz, 1H), 10.92 (s, 1H); 19F-NMR (376 MHz, DMSO-Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; MENG, Qinghua; CHENG, Yaobang; YANG, Ting; ZHANG, Guifeng; XIANG, Jianing; WU, Chengde; WO2013/29338; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., name: 2-Methoxyethylamine

The compound 13 4-amino-N-hydroxy-1,2,5-oxadiazole-3-carbimidoyl chloride (4.0 g, 24.7 mmol) was dissolved in 15 ethyl acetate (40 mL). 16 2-methoxyethane-1-amine (2.29 mL, 25.9 mmol) was added under an ice bath, and the mixture was stirred for 5 minutes. Then 17 triethylamine (5.16 mL, 37.05 mmol) was added. The reaction mixture was stirred for 2 hours until the reaction was completed. The mixture was washed with water and saturated brine. The organic phase was dried over anhydrous sodium sulfate and concentrated in vacuo to obtain the 18 compound 4-amino-N?-hydroxy-N-(2-methoxyethyl)-1,2,5-oxadiazole-3-carboximidamide 1d (4.5 g, 92%). (0101) MS m/z (ESI): 202.1. (0102) 1H NMR (400 MHz, DMSO, ppm): delta 10.67 (s, 1H), 6.28 (s, 2H), 6.14 (s, 1H), 3.56 (m, 2H), 3.44 (m, 2H), 3.28 (s, 3H).

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; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; Shanghai Hansoh Biomedical Co., Ltd.; WU, Shenghua; LI, Kailong; BAO, Rudi; (45 pag.)US2019/40025; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 19056-41-8, The chemical industry reduces the impact on the environment during synthesis 19056-41-8, name is 3-Bromo-4-methoxyaniline, I believe this compound will play a more active role in future production and life.

2-Amino-4-chloro-3′-methoxybenzophenone. In a flame-dried round bottom flask 4-chloroanthranilic acid N-methoxy-N-methylamide (4.58 g, 21.3 mmol) and m-bromoanisidine (4.02 g, 21.5 g) were dissolved in THF (185 mL) and the resulting solution was cooled to -78 C. With vigorous stirring, 2 equiv of nBuLi in hexanes (26.9 mL, 1.6 M, 43.0 mmol) was added dropwise by a syringe pump at 0.6 mL/min. After 20 min, 40 mL of 1 N hydrochloric acid was carefully added, the mixture was extracted with ethyl acetate (300 mL), and the ethyl acetate was washed with water (100 mL) and brine (100 mL), dried over sodium sulfate and concentrated in vacuo. Flash chromatography with hexanes/ethyl acetate (95:5, then 75:25) afforded 3.75 g (67% yield) of 2-amino-3′-methoxybenzophenone as a yellow oil. 1 H NMR (50 MHz, CDCL3): delta 3.83 (s,3), 6.17 (b, 2), 6.55 (dd, 1, J=2.0, 8.5), 6.72 (d, 1, J=2.0), 7.06 (dd, 1, J=2.6, 8.5), 7.13 (m, 2), 7.35 (t, 1, J=7.8), 7.39 (d, 1, J=8.5).

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, 3-Bromo-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Board of Regents, The University of Texas System; The Regents of the University of California; US6100254; (2000); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 103291-07-2, These common heterocyclic compound, 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, 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.

[0413] A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (1.2 g, 8.1 mmol), 4-bromo- l-fluoro-2-methoxy-benzene (1.8 g, 8.9 mmol), Pd2(dba)3 (0.74 g, 0.81 mmol), Xaniphos (0.93 g, 1.6 mmol) and cesium carbonate (7.88 g, 24.2 mmol) were suspended in dioxane (60 mL) and heated at reflux under the argon atmosphere for 5 h. The reaction mixture was cooled to room temperature and diluted with DCM (30 mL). The mixture was filtered and the filtrate concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford the title compound (0.3 g, 14%) as a beige solid.

The synthetic route of 103291-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem