Month: January 2021

Related Products of 162705-07-9, 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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of the appropriate piperidine (pyrroline) nitroxyl acids (0.5 mmol), compound 3 (0.5 mmol) and DMAP (20 mg) was stirred in anhydrous CH2Cl2 (20 mL) for 5 min at room temperature under nitrogen. DCC (106 mg, 0.5 mmol) was added and the mixture was stirred for 24 h. The reaction mixture was filtered and the filtrate was evaporated. The residue was subjected to column chromatography on silica gel with CH2Cl2-acetone to afford target compounds 14a-d, and their structures were confirmed from mp, IR, ESR and HRMS analyses.

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, (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Ying-Qian; Li, Xiao-Jing; Zhao, Chun-Yan; Nan, Xiang; Tian, Jing; Morris-Natschke, Susan L.; Zhang, Zhi-Jun; Yang, Xiao-Ming; Yang, Liu; Li, Lin-Hai; Zhou, Xing-Wen; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1248 – 1256;,
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Some common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, molecular formula is C6H15NO2, 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. Recommanded Product: 645-36-3

The 2,2-Diethoxy-ethylamine (1852.5 g; 1.00 equiv; 13.63 moles), 3,5-dichloro-benzaldehyde (2453 g; 1.00 equiv; 13.60 moles), and Toluene (12 L) is charged to a 22 L flask equipped with a Dean Stark trap, condenser, nitrogen inlet, overhead stirring, and thermocouple. The light yellow reaction is warmed to reflux. Solvent begins distilling at 88 C. A total of 650 mL distillate (240 mL of water) is collected. The temperature is increased to 114 C. during the distillation. NMR after 2 hr at reflux shows the product. The heat is shut off after 2.5 hr. The solution is gravity filtered into a carboy through fluted filter paper to remove a few particulates (including a small section of glass tubing, which is most likely from the 3,5-dichloro-benzaldehyde). The filtered solution is concentrated using Buchi flask with the water bath set at 45 C. Once the solvent stops coming over, the temperature is increased to 70 C. with full vacuum and held for 1.5 hr to remove any residual toluene. The weight of (3,5-Dichloro-benzylidene)-(2,2-diethoxy-ethyl)-amine is 4059.3 g (102.9% of theory). Mass Spectrum (LCMS) m/z=291.2) (M+H+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 645-36-3, its application will become more common.

Reference:
Patent; Joseph, Sajan; Li, Renhua; Myers, Michael Ray; Aburub, Aktham; Dai, Jenny Pingqi; Schmid, Christopher Randall; US2009/221633; (2009); A1;,
Ether – Wikipedia,
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Application of 29026-74-2, 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. 29026-74-2 name is 2-Isopropoxyaniline, 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.

General procedure: Ethyldiisopropylamine (EDIPA) (0.326 mL, 1 .87 mmol, 1 .0 eq) was added to a solution of 2-(2-chloroethanamido)benzoic acid (0.400 g, 1 .87 mmol) at 25C in dioxane (10 mL) and stirred for 2 minutes before the dropwise addition of phosphorous trichloride (0.309 mL, 2.25 mmol, 1 .2 eq). After 5 minutes of stirring, O-isopropoxyaniline (0.31 1 g, 2.06 mmol, 1 .1 eq) was added, and the resulting mixture was heated to 70C and stirred for an additional 6 hours. Upon completion, the reaction was carefully quenched with saturated aqueous NaHC03, diluted with water, and extracted 3 times with EtOAc. The combined organic layers were dried (Na2SO4), concentrated, and the crude material was purified by combi flash 0 to 50% EtOAc in hexanes to provide 2-(chloromethyl)-3-(2-isopropoxyphenyl)quinazolin-4(3H)-one (333 mg, 54% yield).1H NMR (400 MHz, CDCI3): delta 8.32 p.p.m. (m, 1H), 7.89 (m, 1H), 7.54 (m, 1H), 7.38 (dd, J1=7.7, J2=1.6, 1H), 7.11 (m, 1H), 4.58 (hept, J= 1.5 Hz, 1H), 4.38 (d, J=12 Hz, 1H), 4.19 (d, J=12 Hz, 1H), 1.26 (d, J=6.1, 3H), 1.17 (d, J=6.1, 1H), 13C NMR (125 MHz): delta 161.6, 153.0, 152.4, 147.2, 134.5, 131.1, 130.8, 127.6, 127.5, 127.3, 125.3, 121.4, 121.0, 114.3, 71.2, 43.7, 22.2, 21.8; HRMS (m/z): [M+] calculated for C18H17CIN2O2 328.79, found 329.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Isopropoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; STOCKWELL, Brent R.; WELSCH, Matthew; YANG, Wan Seok; WO2014/11973; (2014); A2;,
Ether – Wikipedia,
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Related Products of 450-88-4, These common heterocyclic compound, 450-88-4, name is 1-Bromo-4-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.

15 g of 1-bromo-4-fluoro-2-methoxybenzene obtained by Production example 89 was dissolved in 150 mL of 1-methyl-2-pyrrolidone, added with 9.9 g of copper cyanide (I), and stirred at 180C for 5 hours. After allowing to cool, the reaction solution was poured into 500 mL of 14% ammonia aqueous solution, stirred for 45minutes, then added with 150 mL of diethyl ether, and stirred for another 10 minutes. After filtering off the insoluble substances through Celite, the solution was extracted with diethyl ether. The organic layer was washed with diluted aqueous ammonia, 5N hydrochloric acid, water and saturated brine, and dried over magnesium sulfate. The solvent was evaporated, to afford 10.1 g of the title compound as white crystals.1H-NMR ( 400 MHz, CDCl3 ) delta 3.93 ( 3H, s ), 6.67 – 6.74 ( 2H, m ), 7.54 ( 1H, dd, J = 6.0, 8.4 Hz )

The synthetic route of 450-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, molecular formula is C7H6F3NO, 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. COA of Formula: C7H6F3NO

Step (1) Preparation of 2-Trifluoromethoxyphenylhydrazine Hydrochloride A solution of o-trifluoromethoxyaniline (1.77 g, 10 mmol) in cold, concentrated HCl (11.6 mL) was diazotized at -5 C. (internal temperature) with a solution of NaNO2 (0.69 g, 10 mmol) in water (11 mL). After 15-20 minutes the mixture was treated portionwise with a cold (0 C.) solution of tin (II)chloride dihydrate (4.5 g, 20 mmol) in concentrated HCl (4 mL). Stirring was continued for another 3 hours with the ice bath warming to room temperature after one hour. The suspension was recooled, basified with 50% NaOH (to pH 14) and extracted with ether. The extracts were washed with 1N NaOH, water and brine, dried (MgSO4) and acidified with an excess of ethereal HCl. Removal of the solvent in vacuo yielded the title compound as an off-white solid (2 g, 88%). It was used without further purification. NMR (DMSO-d6, 400 MHz): delta7.03 (m, 1H, ArH), 7.18 (d, J=7.5 Hz, 1H, ArH), 7.34 (m, 2H, ArH), 8.40 (s, 1H, NH). MS (EI, m/z): 197 (M)+, 77 (b.p.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1535-75-7, its application will become more common.

Reference:
Patent; American Home Products Corporation; US4960902; (1990); A;,
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. 588-96-5, name is p-Bromophenetole, A new synthetic method of this compound is introduced below., Recommanded Product: p-Bromophenetole

(1) A small amount of iodine was added to a suspension of 1-bromo-4-ethoxybenzene (484 muL) and magnesium (82.3 mg) in THF at room temperature in a nitrogen atmosphere, and the mixture was stirred at 50 C. for one hour. The reaction solution was returned to room temperature and a solution of 5-cyclopropyl-6-methoxypyridine-2-carbaldehyde (300 mg) in tetrahydrofuran (1 mL) was added, followed by stirring at 50 C. for one hour. Tetrahydrofuran was concentrated under reduced pressure and a saturated ammonium chloride solution was added, followed by extraction with ethyl acetate. The organic layer was filtered through diatomaceous earth, and then the solvent was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1?9:1) to give (5-cyclopropyl-6-methoxypyridin-2-yl)(4-ethoxyphenyl)methanol as a yellow oil (438 mg, 86%).

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; TAISHO PHARMACEUTICAL CO., LTD; NISSAN CHEMICAL INDUSTRIES, LTD.; US2011/237791; (2011); A1;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 27191-09-9, name is 3-Methoxyaniline hydrochloride, 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 27191-09-9, Quality Control of 3-Methoxyaniline hydrochloride

[0329] To the HCl salt of 3-methoxy-phenylamine (4.6 g, 28.9 mmol) in IN HCl(30O mL) was added a solution of 2-nitro-malonaldehyde (2.7 g, 19.3 mmol) in 15O mL water. After 30 min, the precipitate was filtered and rinsed with 0.1 N HCl. Air-drying in a Bchner funnel for 18 h gave 3.36 g (78%) of a light yellow/green powder. LC/MS (m/z): 245.1 (MH+ +Na), Rt 2.21 minutes.

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

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); A1;,
Ether – Wikipedia,
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Related Products of 41406-00-2, These common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, 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: 3-Chloro-4-fluoroaniline (172 mg, 1.18 mmol) was added to a solution of compound 12 (300 mg, 1.07 mmol) in isopropanol (10 mL) and refluxed for 8 h. The mixture was cooled to room temperature and filtered, the solid was washed with chill isopropanol (5 mL), the residue was treated with aqueous NaHCO3 (10 mL) and extracted with EtOAc/MeOH (20:1, 30 mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated. Purified by silica-gel column chromatography (DCM/MeOH, 40/1), Rf = 0.25. Drying gave 358 mg (yield, 86%) of the title compound as white solid.

Statistics shows that 3-Isopropoxyaniline is playing an increasingly important role. we look forward to future research findings about 41406-00-2.

Reference:
Article; Yin, Siyuan; Zhou, Liliang; Lin, Jinsheng; Xue, Lingjing; Zhang, Can; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 462 – 475;,
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Synthetic Route of 60876-70-2, 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. 60876-70-2, name is 1-Bromo-4-(tert-butoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows.

[3-(4-Benzyloxy)phenoxy]benzo[b]thiophene-2-boronic acid was reacted with 4-(-tertbutoxy)bromobenzene according to the conditions described above for [2-iodo-3-(4-benzyloxy)phenoxy]benzo[b]thiophene and 4-(tertbutoxy)phenyl boronic acid to give [2-(4-tertbutyloxyphenyl)-3-(4-benzyloxy)phenoxy]benzo[b]thiophene in 81% yield.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-(tert-butoxy)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eli Lilly and Company; US5488058; (1996); A;,
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Reference of 2339-58-4, The chemical industry reduces the impact on the environment during synthesis 2339-58-4, name is 3-Fluoro-5-methoxyaniline, I believe this compound will play a more active role in future production and life.

A solution of 3-fluoro-5-methoxyaniline (800 mg, 5.67 mmol) in DMF (20 ml) was treated with NBS (1 g, 5.67 mmol) and the reaction mixture stirred at r.t. for 1 hr. The reaction mixture was treated with water and ethyl acetate. The phases were separated and the aqueous phase extracted with additional ethyl acetate. The combined organic phases were washed with water and brine, dried over sodium sulfate and concentrated. The residue was purified by Biotage Isolera (10-50% ethyl acetate in hexanes) to provide the desired product as an off white solid (1.05 g, 84%). LCMS calculated for C7H8BrFNO (M+H)+: m/z=220.0/222.0; Found: 220.0/222.0.

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-Fluoro-5-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Incyte Corporation; Sokolsky, Alexander; Vechorkin, Oleg; Wang, Anlai; Ye, Qinda; Yao, Wenqing; (77 pag.)US2019/256520; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem