Month: May 2021

Synthetic Route of 2734-70-5,Some common heterocyclic compound, 2734-70-5, name is 2,6-Dimethoxyaniline, molecular formula is C8H11NO2, 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.

Thymol (1.0 eq, 33.3mmol) and methyl 5-(chloromethyl)-2-furoate (1.0 eq, 33.3mmol) were dissolved in nitromethane (120mL, 0.2M). Aluminum trichloride (1.0 eq, 33.3mmol) dissolved in 25mL nitromethane was added to the above solution under nitrogen and heated to slow reflux over 10 min. The heat was turned off and left under nitrogen overnight. The reaction was quenched with 100mL of water and exctracted with dichloromethane. The crude mixture was evaporated to dryness and loaded onto plug chromatography column (1g crude/100g silica gel ratio). The column was eluted with 7 and 11percent ethyl acetate/hexanes to yield the desired product (2.9 g, 30percent). The ester was hydrolyzed to acid by lithium hydroxide in THF/MeOH/H2O (35/25/25). To a solution containing the 5-(4-hydorxy-5-isopropyl-2-methylbenzyl)-2-furoic acid (1.0eq, 3.6 mmol, 0.5M), and 2,6-dimethoxyaniline (1.0eq, 3.6mmol) were dissolved in DMF. To this mixture, HATU (1.0 eq, 3.6 mmol) and di-isopropyl ethyl amine (1.0 eq, 3.6 mmol) were added and stirred overnight. The mixture was heated for 10min at 45°C. The solution was placed into ethyl acetate (3x volume) and washed with water. The organic layer was evaporated to syrup and eluted on plug column chromatography (1:100 g crude/g silicagel) with 30 and 50 percent ethyl acetate/hexane to yield: N-(2,6-dimethoxyphenyl)-5-(4-hydroxy-5-isopropyl-2-methylbenzyl)-2furamide (820 mgs, 55percent yield). 1HNMR (CDCl3) 7.22ppm (1H, t, J=8.68 Hz), 7.08ppm (1H, d, J=3.40 Hz), 6.99ppm (1H,s), 6.64ppm (2H, d, J=8.68 Hz), 6.61ppm (1H, s), 5.97 ppm (1H, d, J=3.40 Hz), 3.95ppm, (2H,s), 3.85ppm, (6H,s), 3.17ppm, (1H,pentet, J=6.8 Hz) 2.23ppm, (3H,s), 1.25 ppm(3H,s), and 1.23ppm (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Dimethoxyaniline, its application will become more common.

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. 368-21-8, name is 1-(Benzyloxy)-2-fluorobenzene, A new synthetic method of this compound is introduced below., Safety of 1-(Benzyloxy)-2-fluorobenzene

O-fluorophenol (5.0 g, 44.6 mmol) was dissolved in tetrahydrofuran (20 mL) was slowly added to tetrahydrofuran (20 mL) suspended in 60% by weight of sodium hydride (2.3 g, 57.5 mmol). After stirring for 5 min, 0.2 mmol of tetrabutylammonium iodide (TBAI) was added and then benzyl bromide (7.3mL, 61.4mmol), a significant exotherm, plus the reaction 0.5h, TLC showed that the raw material has been reacted. The mixture was quenched with saturated aqueous ammonium chloride and extracted with ethyl acetate (2 × 30 mL). The organic phases were combined, dried over anhydrous magnesium sulfate and concentrated to give 11.9 g of the crude product (intermediate A-1a) as a colorless oily liquid. The crude product was dissolved in acetonitrile (50 mL), N-bromosuccinimide (7.3 g, 44.8 mmol) was added and the reaction was carried out at 70 C for 3 h. TLC showed that the starting material had been reacted and most of the acetonitrile was distilled off. 50 mL of water, stirred for 15 min and extracted with ethyl acetate (3 × 30 mL). The combined organic phases were dried over anhydrous magnesium sulfate and purified by column chromatography (pure petroleum ether (PE)) to afford the bromo product (Intermediate A- 2a) as a light yellow oily liquid which solidified to a pale yellow solid (10.5 g, 84% yield). Intermediate A-2a: Murho (singlet): 56-59 C; 6H (300MuEtazeta; CDC13) 7.36-7.7.31 (5H, m), 7.22 (1H, dd, J = 8.1Etazeta, 2.4Etazeta) 7.12 (1H, dt, J = 8.7Hz, 1.8Etazeta), 6.84 (1H, t, J = 8.7Hz), 5.09 (2H, s)

The synthetic route of 368-21-8 has been constantly updated, and we look forward to future research findings.

Reference of 29578-83-4, 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. 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a three-necked flask, 3-methyl 5-methoxybromobenzene (8.0 g, 39.8 mmol) was dissolved in tetrahydrofuran (30 mL).Under N2 protection, cool down to -78C, slowly add n-butyllithium (2.6g, 39.8mmol), keep the temperature at -78C, and introduce dioxins.Sulfur gas, reaction 40min. After the reaction was completed, the solvent was distilled off under reduced pressure to give crude 3-methyl 5-methoxybenzenesulfonic acid.

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, 1-Bromo-3-methoxy-5-methylbenzene, other downstream synthetic routes, hurry up and to see.

Some common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-methylaniline, molecular formula is C8H11NO, 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: 3-Methoxy-2-methylaniline

Preparation of 2-Methyl-3-methoxy-6-acetyl-aniline Boron trichloride (1M solution in dichloromethane, 31.4 mL, 31.4 mmol., 1.05 eq.) was added dropwise, over 20 minutes, at 0° C., to a solution of 3-methoxy-2-methyl-aniline (4.10 g, 29.9 mmol., 1.0 eq.) in xylenes (48 mL). The reaction mixture was stirred for 30 minutes at 0° C., then acetonitrile (4.06 mL, 77.71 mmol., 2.6 eq.) was added dropwise keeping the reaction mixture in the range 0-10° C. Stirring was continued for a further 30 minutes keeping the temperature bellow 10° C. The reaction mixture was transferred to a dropping funnel, using dichloromethane (20 mL) to rinse the initial reaction flask. This solution was added dropwise to a stirred suspension of aluminium trichloride (4.18 g, 31.38 mmol., 1.05 eq.) in dichloromethane (10 mL) at 0° C. The resulting reaction mixture was then heated under reflux for 15 hours. The reaction mixture was cooled to 0° C. and ice cold 2M hydrochloric acid (120 mL) was slowly added giving a light yellow suspension. The suspension was then stirred at 80° C. for around 90 minutes until a clear yellow solution was obtained. The reaction mixture was left to cool to ambient temperature and extracted with dichloromethane (3*100 mL). The organic extracts were combined, dried over sodium sulphate, filtered and the solvent removed under vacuum. The obtained solid was washed with diethyl ether (2*5 mL) and collected by filtration to give 2.31 g (43percent) of the title compound as a beige solid. 1H NMR (250 MHz, CDCl3) delta ppm 7.66 (d, J=8.98 Hz, 1H), 6.45 (br. s, 2H), 6.31 (d, J=9.14 Hz, 1H), 3.88 (s, 3H), 2.55 (s, 3H), 2.02 (s, 3H). LC-MS: 97percent (UV), tR 1.16 min, m/z [M+1]+ 180.10.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19500-02-8, its application will become more common.

Application of 175278-17-8, A common heterocyclic compound, 175278-17-8, name is 2-Bromo-4-(trifluoromethoxy)aniline, molecular formula is C7H5BrF3NO, 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 (0.14 g, 0.48 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 (0.3 g, 1.2 mmol) in anhydrous CH2Cl2 (10 mL) was added dropwise to the above mixture and stirring continued for 20 min. Et3N (0.2 mL, 1.44 mmol) diluted with CH2Cl2 (5 mL) was then added into the mixture. Stirring was continued for 20 min and a solution of Et3N (0.2 mL, 1.44 mmol), 4-pyridin-3-ylaniline (5) (0.2 g, 1.2 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 = 6:1) yielding (L1). yield 73%

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

Application of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of intermediate 23 (0.21 g, 0.53 mmol) in DMF (4.0 ml) at ambienttemperature was treated with sodium hydride (60% in mineral oil, 0.023 g, 0.58 mmol). After 5 minutes, the mixture was treated with 1 -bromo-3-methoxypropane (0.09 g, 0.58 mmol) and the resulting mixture was stirred at 50 C for 2.0 hours. The mixture was cooled to ambient temperature and partitioned between EtOAc and brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. Trituration of the residue withEt20 afforded the desired product as a yellow solid (0.21 g, 88%). LCMS (Method B): R= 4.43 mi mlz [M+Hjb = 466/468/470.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-methoxypropane. I believe this compound will play a more active role in future production and life.

Some common heterocyclic compound, 35896-58-3, name is 1,2,3,4-Tetramethoxy-5-methylbenzene, molecular formula is C11H16O4, 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. Product Details of 35896-58-3

To a stirred solution of 5a (4.24 g, 20 mmol) in CH2Cl2 (30 mL) was added dichloromethyl methyl ether (6.89 g, 60 mmol) at 0 C followed by addition of TiCl4 (11.38 g, 60 mmol)41 S. Ohkawa, S. Terao, Z. Terashit, Y. Shibouta and K. Nishikawa, J. Med. Chem. 34 (1991), p. 267. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (36)41 (see Scheme 4). The resulting mixture was stirred for 4 h at ambient temperature and then poured into ice water. After stirring vigorously for 10 min, the organic layer was separated. It was washed with water, dried, and evaporated. The residue was chromatographed on silica gel to give 5b (90%) as a light yellow liquid. 1H NMR (500.0 MHz, CDCl3, 298 K): 3.99 (s, 12H, 4× -OCH3), 2.25 (s, 3H, -CH3), 10.45 (s, H, -CHO) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 35896-58-3, its application will become more common.

Synthetic Route of 24599-58-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 24599-58-4 as follows.

2-Bromo-5-methylcyclohexa-2,5-diene-1,4-dione (23). To a solution of toluquinol (1) (2.5 g, 20.14mmol,1.0 equiv.) in acetone (15 mL) was added K2CO3 (14 g, 100.70 mmol, 5.0 equiv.) and Me2SO4 (5.7 mL,60.41 mmol, 3.0 equiv.) and the reaction mixture was stirred for 3 h. After this time, the reactionmixture was diluted with water and the aqueous phase was extracted with Et2O. The organic phasewas washed with brine, dried over MgSO4, filtered, and the solvent removed under reduced pressureto obtain the corresponding dimethoxy derivative (~20 mmol), which was used in the next stepswithout purification. To a solution of the dimethoxy derivative obtained above (~20 mmol) and NaOAc(3.3 g, 40.28 mmol, 2.0 equiv.) in AcOH (20 mL) was added bromine (1.2 mL, 2.15 mmol, 1.1 equiv.)over 25 min and, after the addition, the reaction mixture was stirred for 1 h. Then, the reaction mixturewas quenched by a slow addition of a saturated aqueous NaHCO3 solution at 0 C. The aqueousphase was then extracted with EtOAc and the organic phase washed with brine, dried over MgSO4,ltered, and the solvent removed under reduced pressure to obtain the corresponding bromo derivative(~20 mmol), which was used in the next step without purication. The bromo derivative obtainedabove (~20 mmol) was dissolved in CH3CN (35 mL). Then, CAN (28 g, 50.34mmol, 2.5 equiv.) and H2O(20 mL) were added and the reaction mixture was stirred for 1 h at 25 C. After this time, the reactionmixture was diluted with water and the aqueous phase was extracted with Et2O twice. The combinedorganic phases were washed with brine, dried over MgSO4, filtered, and the solvent removed underreduced pressure. The residue was purified by flash column chromatography (silica gel, 1% EtOAc inhexanes) to obtain compound 23 (1.5 g, 37% over 3 steps) as an orange solid [13]: Rf = 0.45 (silica gel,20% EtOAc in hexanes); 1H NMR (400 MHz, CDCl3) delta 7.29 (s, 1 H), 7.26 (s, 2 H), 2.08 (d, J = 1.6 Hz,3 H); 13C NMR (100 MHz, CDCl3) delta 185.1, 179.5, 146.5, 138.1, 137.5, 132.6, 15.7.

According to the analysis of related databases, 24599-58-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 6781-17-5, 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. 6781-17-5, name is 2-(2-Ethoxyphenoxy)ethanamine, This compound has unique chemical properties. The synthetic route is as follows.

(a) Synthesis of Oxalate Salt of Racemic Tamsulosin 2-(o-Ethoxyphenoxy)ethylamine (45 gm) was dissolved in methanol (250 mL). To this 2-methoxy-5-(2-oxopropyl)-benzene sulfonamide (55 gm), catalyst 5% platinum on carbon (12.1 gm) and methanol (330 mL) were added. The mixture was hydrogenated in autocalve at 55 C. at hydrogen pressure of 13 kg/cm2 for 5 hrs. The reaction mixture was cooled and the catalyst was filtered off. To the filtrate containing racemic tamsulosin, oxalic acid (14.3 gm) was added and the solvent was distilled off. To the residue, acetone (700 mL) was added and stirred at reflux temperature for 30 mins. The mixture was cooled, filtered, and the filter cake washed with acetone (50 mL). The salt was further purified by suspending the material in 2-propanol at reflux temperature, cooling to ambient temperature and filtering the solid. The pure oxalate salt of racemic tamsulosin shows a melting range of: 178-182 C. and HPLC purity: 97.24 (area %). The chiral HPLC showed it to be a mixture R and S isomers in the ratio of 50.1 to 49.9. The infrared spectrum of the oxalate salt of racemic tamsulosin as shown in of the drawing accompanying this specification, exhibited peaks at cm-1: 1154 & 1332 (SO2), 3408 (-NH2), 2983 (NH2+), 1591 (COO-). The 1H-NMR spectrum in CD3SOCD3 gave signals at 8 values: 1.06-1.08 (3H, d, >CH-), 1.30-1.33 (3H, t, -CH2-), 3.89 (3H, s, -O), 4.15-4.36 (10 H, 4-CH2, -CH, -NH), 7.61 (2H, s, -NH2), 6.8-7.5 (7H, m, Ar-H). The 13C-NMR spectrum exhibited signals as expected, in particular at delta values 56.34 (-OH3), 14.93 (-OCH2H3), 17.29 (-CH.H3), 54.59 (-H.CH3), 64.11 (-OH2.CH3), 44.51 (-NH.H2.CH2.CH2.O-), 67.25 (-NH.CH2.H2.O-), 39.53 (-H2.CH-), 165.35 (COOH oxalate). Element analysis: C=53.64% (Calcd. 53.49%), H=6.57% (Calcd. 6.62%), N=5.89% (Calcd. 5.95%) and S=6.58% (Calcd. 6.79%) and corresponds to the hydrate, M.Wt. 471.53, C21H29N2O7S.H2O. The ES-mass spectrum signal at m/z=409 corresponded to mass of free base. The XRD trace shows strong peaks at 2 theta values: 20.36, 22.33, 14.8, and 13.74 in that sequence as shown in . The DSC thermogram of pure salt exhibited a sharp peak at 180.2 C. as shown in

The chemical industry reduces the impact on the environment during synthesis 2-(2-Ethoxyphenoxy)ethanamine. I believe this compound will play a more active role in future production and life.

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. 89282-70-2, name is 2-Methoxy-2-methylpropan-1-amine, A new synthetic method of this compound is introduced below., Safety of 2-Methoxy-2-methylpropan-1-amine

A mixture of phenyl 5-[(trans-4-{[2-chloro-5-(morpholin-4-yl)phenyl]carbamoyl}cyclohexyl)carbamoyl]-1 H-imidazole-4-carboxylate (100 mg, 0.181 mmol,) and 2-methoxy-2-methylpropan-1 -amine (93 mg, 0.906 mmol, GAS No 89282-70-2) in tetrahydrofuran (4.6 ml) was stirred at 60CC ove r night. For work-up the reaction mixturewas concentrated and purified by preparative HPLG (Method 9) to yield the title compound (5.2 mg, 5% yield).LG-MS (Method 6): R = 1 .08 mm; MS (ESIpos) m/z = 561 .3 [M÷H]. 1HNMR (400 MHz, DMSO-d6): 6 [ppm] = 10.07-9.57 (m, 1H), 9.51-9.04 (m, 2H), 7.35-7.11(m, 3H), 6.81 -6.76 (m, 1H), 3.82-3.61 (m, 5H), 3.15 (s, 3H), 3.13-3.03 (m, 4H), 2.02-1.86 (m,4H), 1.62-1.43 (m, 2H), 1.42-1.27 (m, 2H), 1.13 (s, 6H).

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.