Author: Jessica.F

Related Products of 16452-01-0, 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. 16452-01-0, name is 3-Methoxy-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

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The chemical industry reduces the impact on the environment during synthesis 3-Methoxy-4-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nino, Patricia; Caba, Marta; Aguilar, Nuria; Terricabras, Emma; Albericio, Fernando; Fernandez, Joan-Carles; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 7; (2016); p. 854 – 881;,
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Related Products of 887268-25-9, 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. 887268-25-9, name is 2-Bromo-4-methyl-1-(trifluoromethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1-Bromo-5-methyl-2-trifluoromethoxybenzene (1.0 g, 3.92 mmol), bis(pinacolato)diboron (1.49 g, 5.88 mmol), potassium acetate (1.54 g, 15.7 mmol) and 1 ,1′-[bis(diphenylphosphino)ferrocene] dichloropalladium (II) (0.287 g, 0.392 mmol) were combined and stirred in dimethylsulphoxide (25 ml). The reaction flask was purged with nitrogen for 5 minutes before heating to 1000C for 10 hours. The mixture was cooled and partitioned between f¡ãrt-butylmethyl ether (100 ml) and water (100 ml). Insoluble material was removed by filtration then the organic extract dried over anhydrous MgSO4, filtered and evaporated in vacuo to afford the crude title compound as a brown oil (895 mg, 76%). Material was taken on without further purification to next stage.

The synthetic route of 2-Bromo-4-methyl-1-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
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Some common heterocyclic compound, 38197-43-2, name is 2-Bromo-1-methoxy-3-methylbenzene, molecular formula is C8H9BrO, 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. Formula: C8H9BrO

General procedure: A mixture of 17 (200 mg, 0.369 mmol), 2-bromo-1-methoxy-3-methylbenzene(148 mg, 0.737 mmol), Pd(OAc)2 (8.3 mg, 0.037 mmol), 2-dicyclohexylphosphino-2?,6?-di-isopropoxy-1,1?-biphenyl (34.4 mg,0.074 mmol), and Cs2CO3 (360 mg, 1.11 mmol) in toluene (7.5 ml) and water (1.5 ml) was stirred at 80 C for 25 h. Then, water was added tothe reaction mixture, and the product was extracted with AcOEt. Theorganic layer was successively washed with water and brine, dried overanhydrous Na2SO4 and concentrated in vacuo. The residue was purifiedby silica gel column chromatography (hexane/AcOEt=40/60 to 10/90) to give the title compound as a white solid (43 mg, 21%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 38197-43-2, its application will become more common.

Reference:
Article; Murafuji, Hidenobu; Sugawara, Hajime; Goto, Megumi; Oyama, Yoshiaki; Sakai, Hiroki; Imajo, Seiichi; Tomoo, Toshiyuki; Muto, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3639 – 3653;,
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Electric Literature of 366-99-4, A common heterocyclic compound, 366-99-4, name is 3-Fluoro-4-methoxyaniline, molecular formula is C7H8FNO, 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-bromo-2-chloro-N-phenylnicotinamide (224 mg, 719 mumol) and 3-fluoro-4- methoxybenzenamine (316.7 mg, 2244 mumol) were suspended in isoamyl alcohol (1.5 ml) in a reaction microwave vessel which was sealed. This vessel was heated in the Biotage Initiator microwave at 200 0C for 20 minutes, with 45 seconds of stirring beforehand, and then cooled to room temperature. This process was repeated using 5-bromo-2-chloro-N-phenylnicotinamide (810 mg, 2.60 mmol) and 3-fiuoro-4- methoxybenzenamine (1.092 g, 7.74 mmol), and isoamyl alcohol (7.5 ml), and then repeated a third time with 5-bromo-2-chloro-N-phenylnicotinamide (1.643 g, 5.28 mmol), 3-fluoro-4-methoxybenzenamine (2.285 g, 16 mmol), and isoamyl alcohol (10 ml). These three sets of reaction were combined, concentrated, treated with Et2psi, and filtered. The solid was washed with Et2O, and the filtrate was concentrated and purified on a silica gel filter (~3 inches, DCM) to afford the desired 5-bromo-2-(3-fluoro-4- methoxyphenylamino)-N-phenylnicotinamide (3.49 g, 8.39 mmol, 75percent yield). MS (ESI pos. ion) m/z: 416 (MH+, 79Br), 418 (MH+, 81Br). Calc’d exact mass for C19H15BrFN3O2: 415 (79Br), 417 (81Br).

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

Reference:
Patent; AMGEN INC.; WO2008/79294; (2008); A1;,
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Reference of 16618-68-1, These common heterocyclic compound, 16618-68-1, name is 3-Bromo-5-methoxyaniline, 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 50 ml by adding three-necked bottle 1.01g3-methoxy-5-bromoaniline(5mmol), 1.40g (5.5mmol) connecting boric acid frequency ester, 1.47g (15mmol) and potassium acetate PdCl2(dppf) catalyst (150 mg), vacuum pumping and nitrogen injection 6 times, the state of the protection of nitrogen by adding DMSO (25 ml), 80 C reaction 18h, in a water cooling retrodisplacement, precipitate after filtering, washing, drying to obtain the crude column chromatography separation (petroleum ether: ethyl acetate = 1:5) shall be 1.03g yellow powdery solid, yield 82.4%.The 0.99g the above-mentioned preparation of the compound (4mmol) by adding 100 ml round-bottom flask, add 30 ml of methanol is dissolved, add 0.56gNH4Cl (10mmol), constant voltage dropping funnel for slowly dripping 2.56gNaIO4(12mmol) of 7 ml aqueous solution, stirring the mixture at room temperature for reaction 18h, TLC detection, filtering to remove the inorganic salt, methanol filters after evaporation to dryness, drying to obtain the crude product purification column chromatography (petroleum ether: ethyl acetate = 1:5) shall be near white powdery solid 0.53g, yield 79.1%.

The synthetic route of 16618-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ocean University of China; Jiang, Tao; Yin, ruijuan; Zhang, Li Juan; (38 pag.)CN103497211; (2016); B;,
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Electric Literature of 702-24-9, A common heterocyclic compound, 702-24-9, name is 4-Methoxy-N-methylbenzylamine, 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.

A mixture of 3-(3-amino-4-fluorophenyl)-7-chloro-1-isopropyl-1,6-naphthyridin-2(1H)-one (4 g, 12.1 mmol) and (4-methoxybenzyl)methylamine (15 mL) was degassedunder reduced pressure, then heated to 180C under N2 for 4 h. After cooling, the reactionmixture was diluted with Et20. The precipitate was filtered, washed with Et20 and dried invacuo to giVe 3-(3-amino-4-fluoro-phenyl)-1-isopropyl-7-[( 4-methoxybenzyl)-methylamino]-1H-[1,6]naphthyridin-2-one (5.3 g) as a solid contaminated with (4-methoxybenzyl)methylamine HCl salt.

The synthetic route of 702-24-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2013/184119; (2013); A1;,
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Electric Literature of 7664-66-6, 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. 7664-66-6 name is 4-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.

The compound obtained in Step 5 (19 mg) was dissolved in dioxane (1 mL), 4 isopropoxyphenylaniline (12mg) and 4N hydrochloric acid dioxane (64muL), and the mixture was stirred for 20 minutes in a microwave irradiation under 180 . The reaction solution was extracted three times with chloroform after adding a saturated aqueous sodium hydrogen carbonate solution, and the organic layer was concentrated after dried over sodium sulfate. The resulting residue to give the title compound purified by silica gel column chromatography (13mg, 57%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Isopropoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; TAIHO PHARMACEUTICAL COMPANY LIMITED; MINAMIGUCHI, KAZUHISA; OKAJIMA, SHIGEO; AOKI, SHINICHI; ASAI, MASANORI; ASAI, TAKAHIRO; YAMANAKA, HIROYOSHI; DOHI, SUGURU; (149 pag.)JP5851663; (2016); B1;,
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Synthetic Route of 910251-11-5, 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. 910251-11-5 name is Potassium trifluoro(methoxymethyl)borate, 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.

4-Chloro-2-(4-chlorophenyl)-N-[3-(lH-imidazol-2-yl)propyl]quinazoline-7-carboxamide (200 mg, 0.0005 mol)(INT-5 described in Example 7), potassiummethoxymethyltrifluoroborate (214 mg, 0.00141 mol) dicesium carbonate (458 mg, 0.00141 mol) and SiliaCat DPP-Pd(0.260 mmol/g loading; 361 mg, 0.0000938 mol) were weighed into a 2-5mL microwave vial purged with nitrogen 5 min then added 1,4-dioxane (7.65 mL, 0.0980 mol) and water (1.69 mL, 0.0938 mol). The mixture was heated at 155 C for 80 min under microwave irradiation. After cooling, the reaction mixture was poured into EtOAc and water. The layers were separated and the aqueous layer was extracted two more times with EtOAc. The combined organic layer was dried over anhydrous MgSC>4 and concentrated in vacuo, and purified by HPLC to give 2-(4-chlorophenyl)-N-[3-(lH-imidazol-2-yl)propyl]-4- (methoxymethyl)quinazoline-7-carboxamide (20.0 mg, 10%) as a white solid. LCMS (ESI+): m/z = 436.2 (M+H). lH NMR (400 MHz, DMSO-dg) delta 9.12 (s, 1H), 8.63 – 8.56 (m, 3H), 8.45 (d, J= 8.6 Hz, 1H), 8.16 (s, 1H), 8.13 (d, J= 8.7 Hz, 1H), 7.68 (d, J= 8.6 Hz, 2H), 6.91 (s, 2H), 5.13 (s, 2H), 3.48 (s, 3H), 3.32-3.44 (m, 2H), 2.73 (t, J = 7.5 Hz, 2H), 2.01 – 1.93 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Potassium trifluoro(methoxymethyl)borate, and friends who are interested can also refer to it.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; FREEZE, Brian, Scott; GIGSTAD, Kenneth, M.; JANOWICK, David, A.; LEE, Hong, Myung; SHI, Zhan; SOUCY, Francois; VYSKOCIL, Stepan; (237 pag.)WO2016/118565; (2016); A1;,
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Reference of 150-78-7, 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. 150-78-7, name is 1,4-Dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 1,4- dimethoxybenzene Q-8 (7.5 g, 53.57 mmol) in acetic acid (25 mL) was added a solution of bromine (17.4 g, 108.9 mmol) in acetic acid (5 mL) at room temperature. After stirring for 2h, the solution was cooled to 10 0C. The resulting fine precipitate was filtered, washed with water (20 mL), and dried under vacuum to obtain compound Q-9 (1Og, 63%) as a white solid. TLC Rf = 0.5 (petroleum ether – EtOAc, 9.9:0.1); 1H NMR (CDCl3) delta 7.10 (s, 2H), 3.84 (s, 6H).

The synthetic route of 1,4-Dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; DJABALLAH, Hakim; ANTCZAK, Christophe; WO2010/129049; (2010); 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. 101-55-3, name is 1-Bromo-4-phenoxybenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-4-phenoxybenzene

General procedure: The chemical synthesis was started with chlorosulfonylationof the substituted benzenes (S1) individually in dry chloroformby dropwise addition of chlorosulfonic acid over a period of45-60 mins at 0-5 C. After completion of chlorosulfonic acid addition,the reaction mixture was stirred for additional 45 min atroom temperature and the mixture was poured over crushed ice.The mixture was extracted thrice with 50 ml chloroform whichwas dried overnight in presence of anhydrous sodium sulfate. Afterevaporation of the solvent chloroform, substituted benzenesulfonylchlorides (I1) were obtained individually in solid formswhich were used for next step without any purification.

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; Adhikari, Nilanjan; Halder, Amit K.; Mallick, Sumana; Saha, Achintya; Saha, Kishna D.; Jha, Tarun; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4291 – 4309;,
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