Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, 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 20469-65-2, Recommanded Product: 20469-65-2

(1a) 3-Bromo-5-methoxyphenol Commercially available 1-bromo-3,5-dimethoxybenzene (18.74 g, 86.3 mmol) was dissolved in 1-methyl-2-pyrrolidone (100 mL), and sodium thiomethoxide (6.74 g, 96.2 mmol) was added, followed by stirring at 100C for 3 hours under nitrogen atmosphere. The reaction solution was cooled to room temperature, 1N hydrochloric acid (200 mL) was added, and extraction was carried out with diethyl ether (500 mL). The organic layer was washed with saturated brine, and subsequently dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=20%-25%) to afford the desired compound (15.03 g, yield 86%) as a white solid. 1H-NMR (CDCl3, 400 MHz): delta 3.77 (3H, s), 4.82 (1H, s), 6.33 (1H, t, J=2.4 Hz), 6.61 (1H, t, J=2.0 Hz), 6.66 (1H, t, J=2.0 Hz).

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Application of 1663-61-2, A common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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: Indolinone 1 (1000 mg, 52.3 mmol) was suspended in acetic anhydride (10 mL) and refluxed at 130 C for 8 h. The reaction mixture was allowed to cool to 50 C and (triethoxymethyl)benzene (2930 mg, 131 mmol) was added. The resulting reaction mixture was stirred at 120 C for 6 h. Then, volatiles were removed in vacuo and petroleum ether was added to the obtained residue. After triturating for 15 min, the separated solids were filtered and washed with petroleum ether and then dried under vacuum to afford 974 mg (51percent) of title compound.

The synthetic route of 1663-61-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 16618-68-1, name is 3-Bromo-5-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 16618-68-1, HPLC of Formula: C7H8BrNO

To a solution of 3-bromo-5-methoxyaniline (5.0 g, 25 mmol) stirred in acetone (100 mL) at room temperature, benzoyl isothiocyanate (3.95 mL, 27.2 mmol) was added. The reaction mixture was stirred for 1 hour before the acetone was removed by evaporation. The crude residue obtained was washed with hexanes and collected by filtration to give N-((3-bromo-5-ethoxyphenyl)carbamothioyl)benzamide as a yellow solid (8.0 g, 89 %). LC (Method B): 2.351 min. MS (APCI): calcd for Ci5Hi4BrN202S [M+H]+ m/z 365.0, 367.0, found 365.0, 367.0. 1H NMR (DMSO-d6, 400 MHz) 5 ppm 12.57 (br s, 1H), 11.64 (br s, 1H), 7.98 (d, J = 7.4 Hz, 2H), 7.67 (t, J = 7.4 Hz, 1H), 7.60 (br s, 1H), 7.55 (t, J = 7.8 Hz, 2H), 7.34 (br s, 1H), 7.08 (t, J = 2.0 Hz, 1H), 3.79 (s, 3H).

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

These common heterocyclic compound, 63057-72-7, name is 1-(Benzyloxy)-4-bromo-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. Application In Synthesis of 1-(Benzyloxy)-4-bromo-2-methoxybenzene

A solution of 2 (4.0 g, 13.7 mmol) in dry THF (40 mL) at -78 C. was treated with n-BuLi (2.5 M, 6.0 mL, 15.0 mmol) for 15 min to produce 3. To this solution, 5 (3.1 g, 12.2 mmol) in dry THF (40 mL) was added slowly over a 10 min period. The reaction mixture turned light brown in color and stirring was continued for 1 h. The reaction was quenched by the addition of saturated aqueous NH4Cl (10 mL) and the organic layer was separated. The aqueous layer was extracted with EtOAc (3×25 mL) and the combined organic layer was washed with brine (15 mL). Volatiles were evaporated under reduced pressure and the crude residue was purified by column chromatography using 20% acetone/hexane as the eluent to afford the title compound 6 as a white solid (2.6 g, 46%).

The synthetic route of 1-(Benzyloxy)-4-bromo-2-methoxybenzene has been constantly updated, and we look forward to future research findings.

Application of 944317-92-4, A common heterocyclic compound, 944317-92-4, name is 1-Bromo-4-fluoro-5-isopropyl-2-methoxybenzene, molecular formula is C10H12BrFO, 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.

A 500 mL dry flask was charged with 2-bromo-5-fluoro-4-isopropylanisole (compound of formula 4, Scheme 3) (24.6 g, 0.1 mol) and dissolved in toluene (80 mL) and THF (80 mL). The resulting solution was flushed with argon, and tri-isopropylborate (32 mL, 0.14 mol) was added. The mixture was cooled to -80 C. Then 10 M n-BuLi in hexanes (12.5 mL, 0.125 mol) was added slowly, maintaining a temperature below -55C. Thirty minutes after completion of the n-BuLi addition, the reaction was warmed to -35C and quenched into 3 M H2SO4 solution (75 mL, 0.225 mol). DIPE (200 mL) was added to the mixture to dilute the organic layer. The mixture was stirred (15 min) and the aqueous layer was cut away. The organic layer was washed with 3.0 M H2SO4 (75 mL). The organic phase was extracted three times with 1 M NaOH (200 mL first and then 50 mL and 50 mL). The three NaOH extractions were combined, diluted with 2-propanol (85 mL), and cooled to 15 C. Then the solution was slowly acidified to pH – 2 using 3 M H2SO4 (70 mL) while maintaining temperature at 15-20 C. The resulting slurry was stirred for 1 hour and then filtered. The filter cake was washed with water (3 x 30 mL) and dried under an air flow for 1 day. The filtered solid was placed in an oven under vacuum at 50 C for 2-3 days to decompose a diaryl impurity and to dry the solid. The white crystalline solid was isolated to yield boronic acid of formula 5 (Scheme 3) (19.23 g, 91%): mp 100-102 C; 1H NMR (CDCl3) delta 1.25 (d, J = 6.9 Hz, 6H), 3.17 (sept., J = 6.9 Hz, 1H), 3.88 (s, 3H), 5.83 (s, 2H), 6.59 (d, J = 12.4 Hz, 1 H), 7.72 (d, J = 6.6 Hz, 1H).

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.

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 17061-62-0 as follows. Recommanded Product: Bis(4-methoxybenzyl)amine

To a solution of 2-chloroethanesulfonyl chloride (2mL, 19 mmol) in dichloromethane (95 mL) was added dropwise triethylamine (2.64 mL, 19 mmol) at -72C under argon. The resulting mixture was stirred at this temperature for 10 min. Then the reaction mixture was warmed to room temperature and stirred for 2h. After this time bis-(4-methoxybenzyl)-amine (4.94 g, 19 mmol) and TEA (3.17 mL, 23 mmol) were added at 0C. After stirring at room temperature for 2 h the solvent was evaporated to give 6.87 g of the crude product (100%). 1H NMR (700 MHz, Chloroform-d) delta 7.27 – 7.19 (m, 4H), 6.93 – 6.88 (m, 4H), 6.32 (dd, J = 16.5, 9.8 Hz, 1H), 6.22 (d, J = 16.5 Hz, 1H), 5.87 (d, J = 9.8 Hz, 1H), 4.22 (s, 4H), 3.84 (s, 6H). The crude product was used to the next step without any further purification.

According to the analysis of related databases, 17061-62-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONCOARENDI THERAPEUTICS SP. Z O.O.; B?ASZCZYK, Roman; BRZEZI?SKA, Joanna; GO??BIOWSKI, Adam A.; OLCZAK, Jacek; (93 pag.)WO2016/108707; (2016); A1;,
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Application of 1663-61-2, The chemical industry reduces the impact on the environment during synthesis 1663-61-2, name is (Triethoxymethyl)benzene, I believe this compound will play a more active role in future production and life.

The product of Example 33D (62 mg, 0.2 mmol) was treated with triethyl orthobenzoate (Aldrich, 0.5 ml_) in DMF (1 ml_) at 1000C for 10h. It was then concentrated. The title product was purified by preparative HPLC (Xterra.(TM)., column, Xterra RP-18, 5 mum, 30 x 100 mm. Eluting Solvent, MeCN / H2O (NH4HCO3, 0.1 M, pH=10), (v. 90/10 to 10/90 over 20 min.) Flow rate, 75 mL/min., uv, 250 nm) as solid (40.0 mg, 50percent). 1H NMR (500 MHz, CD3OD) delta 1.52 – 1.64 (m, 1 H), 1.68 – 1.80 (m, 1 H), 1.80 – 1.92 (m, 1 H), 2.06 – 2.18 (m, 1 H), 2.25 – 2.31 (m, 1 H), 2.75 – 3.10 (m, 5 H), 3.39 – 3.49 (m, 1 H), 5.14 – 5.27 (m, 1 H), 7.55 – 7.66 (m, 3 H), 7.69 (dd, J=8.5, 1.8 Hz, 1 H), 7.81 (d, J=8.2 Hz, 1 H), 8.00 (d, J=1.5 Hz, 1 H), 8.27 (dd, J=8.1 , 1.7 Hz, 2 H), 8.89 (s, 2H) ppm; MS (DCI/NH3): 399 (M+H)+.

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, (Triethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; WO2006/65233; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1663-61-2, name is (Triethoxymethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of (Triethoxymethyl)benzene

General procedure: The 2-aminobenzamide (1 equiv), the orthoester (2?3 equiv) and absolute ethanol (2?3 mL) wereplaced in a 15-mL Chemglass screw-cap pressure tube (No. CG-1880-01, Chemglass, Vineland, NJ,USA). Glacial acetic acid (3 equiv) was added, N2 was introduced to the vessel and the cap wastightened. The vessel was heated at 110 ¡ãC for 12?72 h, then cooled and concentrated to give thequinazolinone, which was purified by crystallization from absolute ethanol or trituration from 5percentether in pentane. The following compounds were prepared:

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1663-61-2.

Reference:
Article; Gavin, Joshua T.; Annor-Gyamfi, Joel K.; Bunce, Richard A.; Molecules; vol. 23; 11; (2018);,
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. 2357-52-0, name is 4-Bromo-2-fluoroanisole, A new synthetic method of this compound is introduced below., Formula: C7H6BrFO

General procedure: To a solution of compound 1a-e (10.0 mmol,1.0 eq) in anhydrousTHF (20 mL) was slowly added n-BuLi (6 mL of 2.5 M solution inhexane, 15.0 mmol, 1.5 eq) at 78 C. The mixture was stirred for1 h and triisopropyl borate (50.0 mmol, 5.0 eq) was added by syringe.The solutionwas stirred for another 1 h and allowed towarmto 25 C overnight. The reactionwas cooled to 0 C, followed by thesequential addition ofwater (5 mL) and 2N HCl (5 mL). After 10 min,an additional 35 mL of 2N HCl was added and the mixture wasfurther stirred for 30 min. The mixture was extracted with ethylacetate (20 mL * 3) and the combined organic layers wereconcentrated to a thick oil under reduced pressure. Crystallizationwith cold hexane yielded a white solid.

The synthetic route of 2357-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sang, Yali; Han; Pannecouque, Christophe; De Clercq, Erik; Zhuang, Chunlin; Chen; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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Electric Literature of 5414-19-7, A common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, molecular formula is C4H8Br2O, 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.

Step 1 Preparation of 4-(4-(trifluoromethyl) phenyl)-tetrahydro-2H-pyran-4-carbonitrile To a stirred solution of 2-(4-(trifluoromethyl)phenyl)acetonitrile (2.0 g, 10.8 mmol) in DMF (10 mL) was slowly added a suspension of NaH (60%, 0.95 g, 23.7 mmol) in DMF (10 mL) at 0 C. under N2 atmosphere over 10 min, the reaction was allowed to warm to room temperature and stirred for 0.5 h. Then the reaction was cooled to 0 C. and 2,2′-dibromodiethyl ether (1.5 mL, 11.8 mmol) in DMF (20 mL) was added dropwise over 60 min. The reaction was allowed to warm to room temperature and stirred for 1 h. The mixture was quenched with water (30 mL) and extracted with EtOAc (30 mL*3). The combined organic layer was washed with water (10 mL) and brine (10 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified with column chromatography on silica gel (petroleum ether_EtOAc=100:1) to afford 4-(4-(trifluoromethyl)phenyl)-tetrahydro-2H-pyran-4-carbonitrile (2.30 g, 83%) as red oil. GC-MS: [M]+ 255; tR=10.39 min.

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent GmbH; KARRA, Srinivasa R.; (153 pag.)US2016/168090; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem