Author: Jessica.F

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. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H10O2

Formula 7 of the azide compound (300 mumol), alkynyl (750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. An ascorbate (60.0 mg, 300 mumol) 1: was dissolved in 1 t-BuOH / H2O (3 mL). The mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was filtered of and washed using H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 ¡Á 70 mL). The combined organic extracts were then dried using anhydrous MgSO4, filtered and concentrated by rotaryevaporation (residue B). It was combined and the solid residue A and B, was purified by column chromatography to give the compound of formula 2 and 3. Following the general method for the general formula 2, 1: 1 t-BuOH / H2O (3 mL) in a compound 7b (76.7 mg, 300 mumol), -3,5- dimethoxybenzene (121 mg 1-ethynyl, 750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. Using ascorbate (60.0 mg, 300 mumol) was prepared in the desired compound. The reaction mixture was stirred at room temperature for 48 hours, was purified by column chromatography (5: 1 hexane / EtOAc ? 20: 1 CH2Cl2 / MeOH) Compound 2b was obtained by using as a brown solid (90.6mg, 73%).

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; EWHA UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; YOO, JAE SANG; SONG, DOO HUI; (33 pag.)KR2015/134731; (2015); A;,
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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 52189-63-6 as follows. Application In Synthesis of 1-Fluoro-3,5-dimethoxybenzene

EXAMPLE 12 Method of Forming a 1-(2,6-dimethoxy-4-fluorophenyl)-2-methylpropan-1-one Intermediate to a Photoinitiator of the Present Invention The following reaction was carried out as detailed below: Into a 1-liter, three-necked round-bottom flask was placed 20.0 g (0.13 mole) of 1,3-dimethoxy-5-fluorobenzene, 13.6 g (0.0.13 mole) of 2-methylpropanoyl chloride, and 100 ml of nitrobenzene. The mixture was flushed with argon and an equal molar amount of AlCl3 (17.2 g) was added to the reaction mixture while stirring at 5C. The mixture was stirred at a temperature of 5C for about 1 hour after the addition of the AlCl3. The reaction mixture was then mixed with about 100 ml of distilled water and extracted with dichloromethane. The organic layer was washed with NaHCO3 solution, salt water, and then dried. The solvent was removed by vacuum to yield the final productproduct, 1-(2,6-dimethoxy-4-fluorophenyl)-2-methylpropan-1-one. The yield of the reaction was 22.8 g of product (77%).

According to the analysis of related databases, 52189-63-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KIMBERLY-CLARK WORLDWIDE, INC.; EP1117698; (2006); B1;,
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Related Products of 171290-52-1, These common heterocyclic compound, 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, 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.

In a 25 ml round bottom flask, 9 mg of copper acetate,18mg 1,10-phenanthroline, 276mg potassium carbonate, 325mgN-allyl-N- (6-chlorohexynyl) p-toluenesulfonamide, 486mg of 3,5-dimethoxyphenylacetylene, 5mL of toluene,Then heated to 100 C for 12h, and then filtered to obtain 6-allyl-7-((3,5-dimethoxyphenyl) ethynyl) -1-p-toluenesulfonyl-2,3,4 Crude product of 5,5-tetrahydro-1H-azepineThe crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20: 1).Get6-allyl-7-((3,5-dimethoxyphenyl) ethynyl) -1-p-toluenesulfonyl-2,3,4,5-tetrahydro-1H-azepine Pure302 mg, yield 67%.

Statistics shows that 3,5-Dimethoxyphenylacetylene is playing an increasingly important role. we look forward to future research findings about 171290-52-1.

Reference:
Patent; The Chinese People’s Liberation Army National Defense University Of Science And Technology; Yang Xuheng; Huang Jian; Wang Fang; Li Yujiao; Wang Jianfang; Tao Chengan; Zou Xiaorong; Song Chenchao; (30 pag.)CN110627722; (2019); A;,
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Reference of 175278-17-8,Some common heterocyclic compound, 175278-17-8, name is 2-Bromo-4-(trifluoromethoxy)aniline, molecular formula is C7H5BrF3NO, 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 solution of 2-bromo-4-(trifluoromethyloxy)aniline (5.1 g), in 1 ,4-dioxane (30 ml.) was treated with bis(trichloromethyl) carbonate (2.2g). The mixture was heated to 1000C to give a clear solution then allowed to cool to ambient temperature. The solvent was evaporated and the residue was dissolved in dichloromethane (70ml) and 1 ,1- dimethylethyl 4-amino-1 -piperidinecarboxylate (4.0 g) was added. The mixture was stirred overnight at room temperature. Silica gel was added and the solvent was evaporated. The residue was loaded onto a silica gel chromatography column which was eluted with hexane/ethyl acetate 0-100% followed by chromatography on silica gel eluted with dichloromethane/methanol 0-10% to give the title compound as a white solid from diethyl ether (4.3 g).1HNMR delta (DMSO, 400 MHz): 1.25 (2H, m), 1.40 (9H, s), 1.79 (2H, m), 2.93 (2H, broad), 3.64 (1 H, m), 3.80 (2H, m), 7.21 (1 H, d), 7.35 (1 H, d), 7.66 (1 H, s), 7.91 (1 H, s), 8.19 (1 H, d).

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/107565; (2007); A1;,
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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. 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene, A new synthetic method of this compound is introduced below., COA of Formula: C10H14O3

General procedure: To a stirred mixture of 5a-c (0.01mol) and paraformaldehyde (0.45 g, 0.015 mol) was added 3ml of conc. hydrochloric acid (37%) at room temperature. Then, the mixture was stirred at 40 C for 1 h, Water (10 ml) was then added and the mixture was extracted with petroleum ether (4 ¡Á 10 ml), and the combined organic extracts were washed with brine. The solution was dried over Na2SO4 and concentrated in vacuo to afford desired compounds which were used in the next step without further purification. Compound 6a,7 yellow oil, 90% yield. 1H NMR (500 MHz,CDCl3): delta 4.69 (s,2H), 3.89 (s,3H),3.86 (s,3H), 3.84 (s,3H), 2.26(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:
Article; Wang, Jin; Li, Shuo; Hu, Xiao; Yang, Jian; Organic Preparations and Procedures International; vol. 46; 5; (2014); p. 469 – 474;,
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Synthetic Route of 41406-00-2, A common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, molecular formula is C9H13NO, 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 13 (373 mg, 1.07 mmol) in isopropanol (10 ml) and stirred at reflux for 8 h. The mixture was cooled to room temperature and filtered, then the solid was washed with chill isopropanol (5 ml), treated with aqueous NaHCO3 (10 ml) and extracted with EtOAc/MeOH (20:1, 30 ml). The organic layer was washed with brine, dried over MgSO4, and concentrated. Chromatography of the residue on silica gel with DCM-MeOH (50/1, v/v) gave 416 mg (yield, 85%) of the title compound as white solid: 4.2.19 8-(3-Isopropoxyphenylamino)-1-(3-morpholinopropyl)oxazolo[4,5-g]quinazolin-2(1H)-one (5s) White solid, 416 mg, yield, 84%; Mp: 259-262 C; HRMS, ESI+, m/z: Calcd for C25H30F2N5O4 (M + H)+, 464.2292; found, 464.2285; 1H NMR (500 MHz, DMSO-d6) delta: 9.53 (1H, bs), 8.54 (1H, s), 8.24 (1H, s), 7.65 (1H, s), 7.50 (1H, s), 7.36 (1H, d, J = 8.6 Hz), 7.29 (1H, t, J = 8.1 Hz), 6.71 (1H, d, J = 8.6 Hz), 4.62 (1H, m), 3.99 (2H, t, J = 6.4 Hz), 3.41 (4H, m), 2.38 (2H, t, J = 6.5 Hz), 2.23 (4H, m), 2.00 (2H, p, J = 6.5 Hz), 1.31(6H, s); 13C NMR (125 MHz, DMSO-d6) delta:157.55, 157.07, 153.60, 152.99, 147.09, 146.34, 140.28, 131.12, 129.12, 114.34, 111.71, 110.01, 106.44, 100.33, 69.20, 65.92, 55.45, 53.25, 40.00, 22.86, 21.83.

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:
Article; Lin, Jinsheng; Shen, Wei; Xue, Jingwei; Sun, Juan; Zhang, Xue; Zhang, Can; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 39 – 48,10;,
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651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, 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. SDS of cas: 651734-54-2

[0182] To a stirred solution of 2,6-difluoro-3,5-dimethoxyaniline (9.03 g, 47.7 mmol), sodium triacetoxyborohydride (38.0 g, 180 mmol) in methylene chloride (60 mL)/ trifluoroacetic acid (30 mL), 4,6-dichloronicotinaldehyde (8.00 g, 45.5 mmol) was added in small portions at room temperature. After 1 hour, the volatiles were removed in vacuo and saturated aqueous. NaHCO3 (200 mL) was added. The resulted mixture was extracted with DCM (3 xl 50 mL). The organic layers were combined, dried over Na2SO4, and concentrated. The residue was purified on silica gel (eluting with 0 to 0-40% EtOAc in hexanes) to afford the desired product (15.0 g). LC-MS calculated for C14H13C12F2N202 [M+Hj m/z: 349.0; found 349.1.

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

Reference:
Patent; INCYTE CORPORATION; LU, Liang; WU, Liangxing; SHEN, Bo; YAO, Wenqing; (114 pag.)WO2016/134294; (2016); A1;,
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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. 366-99-4, name is 3-Fluoro-4-methoxyaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8FNO

To cyanuric chloride (28.84 g, 156.0 mmol) dissolved in acetone (200 mL) stirring at approximately 0-5¡ã C., was added a solution of 3-fluoro-p-anisidine (22.16 g, 156.0 mmol) in acetone (200 mL) followed by the addition of NaOH (63 mL, 2.5 N, 156.0 mmol). The reaction mixture was allowed to stir at approximately 0-5¡ã C. for about 2 hours. The reaction mixture was then poured over crushed ice and neutralized with 10percent HCl (aq) and 5percent NaOH (aq). The resulting solid was collected by vacuum filtration, washed with water and dried overnight under vacuum. Column chromatography (silica gel, 70:30 hexane:ethyl acetate) yielded light yellow solid compound 124 (29.6 g, 66percent); mp 134¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 20.3 min, 97.7percent purity.

The synthetic route of 366-99-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
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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 74137-36-3 as follows. Safety of 1,3-Dibromo-5-methoxybenzene

Tris (dibenzylideneacetone) [DIPALLADIUM (0)] (6.53g, 7. [15MMOL)] was added in one portion to a stirred solution of the bromide of Preparation 1 (38. 0g, [143MMOL),] 1,1′-bis (diphenylphosphino) ferrocene (9.3g, 16. [8MMOL)] and zinc cyanide (20. 0g, [172MOL)] in N,N-dimethylformamide (300ml) at room temperature under nitrogen. The reaction was heated at [100¡ãC] for 14 hours and cooled to room temperature. Water (1500ml) was added and the mixture was extracted with ethyl acetate [(3X500ML).] The combined organics were filtered and the filtrate was washed with water (500ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure. The resulting solid was triturated with toluene (1000ml) to provide the title compound (18. 0g) as a tan solid.

According to the analysis of related databases, 74137-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Limited; Pfizer Inc.; WO2004/31156; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, 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 5467-58-3, Product Details of 5467-58-3

[00395] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (21 mg; 0.026 mmol) and triethylamine (0.34 ml; 2.44 mmol) in dioxane (2.5 ml; dried over 4 A sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.19 ml; 1.31 mmol) was added followed by 1-bromo-4-methoxynaphthalene (207 mg; 0.873 mmol) in dioxane (2.5 ml; dried over 4 A sieves) the reaction mixture was stirred at 80 C. GC analysis after 2 days showed the desired borate compound at 14.7 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, 1-Bromo-4-methoxynaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
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