Tag: M.W=100-200

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. 1579-40-4, name is Di-p-tolyl Ether, A new synthetic method of this compound is introduced below., Safety of Di-p-tolyl Ether

In einem mit Argon begasten 100 ML Reaktor werden 2 g 4, 4′-OXYBIS (toluen) (CAS Reg. Nr. 1579-40-4) [10 mmol] in 39.2 ml Acetonitril unter Zusatz von 0.8 ML Dimethylsulfoxid [11. 2 mmol] bei 75 C geloest. Zur Loesung werden 60 mg Cu (OAc) 2, 30 mg FES04-7 H20 und 10 ml Wasser beigefuegt. 10.8 g NA2S208 geloest in 30 ML Wasser werden anschliessend unter heftigem Ruehren zugetropft. Nach 45 Minuten ist die Reaktion beendet. Die organische Phase wird mit Ethylacetat erschoepfend extra- hiert. Die gebildeten Produkte werden mit Hilfe der HPLC untersucht. Die Ausbeute des Dialdehyds 4, 4′-OXYBIS (benzaldehyd) (CAS Reg. Nr. 2215-76-1) betraegt 87 mol%. Damit liegt diese Ausbeute gegenueber den Ausbeuten mit bisher bekannten Oxidationsverfahren von 30-40% wesentlich hoeher, wodurch sich die Selektivitaet des erfindungsgemaessen Verfahrens auszeichnet.

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; TEX-A-TEC AG; WO2004/43891; (2004); A1;,
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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. 2734-70-5, name is 2,6-Dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2734-70-5

To a solution of pentanenitrile (310 mg, 3.7 mmol) and 2-methoxy-6-methylaniline (518 mg, 3.40 mmol) in toluene (13 mL) at RT was added a solution of trimethylaluminum in toluene (1.7 mL, 3.4 mmol) at 0° C. The reaction mixture was heated at 110° C. for 1 h. The cooled reaction mixture was quenched with saturated solution of Rochelle’s salt (5 mL) and stirred at RT for 30 min. The reaction mixture was extracted with EtOAc (3×20 mL). The combined organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with 20-100percent EtOAc/hexanes with 0.5percent Et3N to give Compound 1a (450 mg, 56percent) as a brown oil. LCMS (Method D) retention time=0.65 min, m/z=237.1 (M+H). 1H NMR (500 MHz, chloroform-d) delta 6.88 (t, J=8.4 Hz, 1H), 6.51 (d, J=8.3 Hz, 2H), 4.68-3.89 (m, 2H), 3.71 (s, 6H), 2.33 (br. s., 2H), 1.84-1.52 (m, 2H), 1.49-1.24 (m, 2H), 0.89 (br. s., 3H).

The synthetic route of 2734-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Pi, Zulan; Bilder, Donna M.; Brigance, Robert Paul; Finlay, Heather; Jiang, Wen; Johnson, James A.; Lawrence, R. Michael; Meng, Wei; Myers, Michael C.; Phillips, Monique; Tora, George O.; Zhang, Xiaojun; (59 pag.)US2017/275272; (2017); A1;,
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Electric Literature of 91-16-7, 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. 91-16-7, name is 1,2-Dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

The cooled solution of veratrol (32 ml) and acetic acid (125 ml) was slowly added to a cooled solution of methanol (20 ml) and acetaldehyde (21 ml). The mixed solution was thoroughly stirred for 1 hour, then concentrated sulthric acid (95%, 125 ml) was added over 2 hours and reacted with stirring for 20 hours. Afier the reaction was completed, the reaction mixture was poured into ice water to terminate the reaction. The reaction mixture was filtered, washed with water and subjected to colunm chromatography using chloroform as a developing solution to obtain isolated 2,3,6,7-tetrakis(methoxy)-9, 1 0-dimethylanthracene (1)

The chemical industry reduces the impact on the environment during synthesis 1,2-Dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; INDUSTRY-UNIVERSITY COOPERATION FOUNDATION HANYANG UNIVERSITY; SUH, Donghack; CHOI, Kyounghwan; (106 pag.)US2019/31586; (2019); A1;,
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Synthetic Route of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, 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.

Example 85; Preparation of 8-iodo-2,7-dimethyl-N-(3-(trifluoromethoxy) phenyl)quinazolin-4- amiue4-Chloro-8-iodo-2,7-dimethylquinazoline (0.30 g, 0.94 mmol) and 3- (trifluoromethoxy)benzenamine (0.20 g, 1.1 mmol) were placed in a microwave vial containing 3 mL of IPA. The vial was capped and heated in a microwave reactor at 170 0C for 10 min. The mixture was concentrated in vacuo and the residue was taken up in ethyl acetate and washed (2x) with an aqueous saturated solution of sodium bicarbonate, then with water and then brine. The organic layer was dried with sodium sulfate, concentrated and purified by column chromatography on silica gel using a gradient of 20 to 60 percent EtOAc in hexanes to give a 8-iodo-2,7-dimethyl-N-(3- (trifluoromethoxy)phenyl)quinazolin-4-amine (0.32 g, 74percent) as an off-white solid. MS (M+H)+ 460.

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

Reference:
Patent; AMGEN INC.; WO2007/76092; (2007); A2;,
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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. 19500-02-8, name is 3-Methoxy-2-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 19500-02-8

Example 2: Preparation ofN-[17-[2-(3-isopropylpyrazol-l-yl)-7-methoxy-8- methylquinolin-4-yloxy]- 13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04’6]octadec- 7-ene -4-carbonyl] (dimethylamino)sulfonamide (29) .; Step 1: Synthesis of ethyl 4-hydroxy-7-methoxy-8-methylquinoline-3-carboxylate (11).; 10 EPO Diethyl ethoxymethylenemalonate (17.2 g, 79.6 mmol) was added to 2-methyl-m- anisidine (8.4 g, 61.2 mmol) (exothermic reaction). Then, diethylether (100 mL) was added and the mixture was stirred overnight at room temperature. The solvent was evaporated and the residue re-dissolved in ether (50 mL), filtered, washed with heptane and dried to give 12 g of an intermediate. This intermediate was added portion wise to diphenyl ether (50 mL) pre-heated at 230 0C. The reaction mixture was successively heated to 250 0C for 1.5 h, cooled at room temperature, and diluted with heptane (200 mL). The precipitate was filtered off, and successively washed with heptane and ether to give 9.2 g (57.5 percent) of the target product 11 as a yellow powder: m/z = 262 (M + H)+.

The synthetic route of 19500-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2007/14925; (2007); A1;,
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Synthetic Route of 2930-05-4, 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. 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred mixture of epoxide (1 equiv.) in glycerine was added the amine (1 equiv.) and CeCl3?7H2O (0.1 equiv.) at room temperature. The reaction mixture was stirred until the starting material was consumed as judged by TLC or LCMS analysis. The reaction mixture was then extracted with ethyl acetate (3x) and the combined organic layers were washed with water (2x) and brine before drying over sodium sulfate and concentrating under reduced pressure. The crude product was purified on silica to afford the ethanolamine derivative (Narsaiah, A. V.; Wadavrao, S. B.; Reddy, A. R.; Yadav, J. S.; Synthesis, 2011, 3, 485-489.).

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, 2-((Benzyloxy)methyl)oxirane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; LAZARSKI, Kiel; MICHAEL, Ryan, E.; (771 pag.)WO2017/197036; (2017); A1;,
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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. 321-28-8, name is 1-Fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 321-28-8

A solution of 2-fluoro-anisole (6.0 g, 47 mmol) and N, N, Nu’, ‘- tetramethylethylenediamine in THF (250 mL) was cooled to – 78 C and treated dropwise with sec -butyl lithium (1.3 M in cyclohexane, 38 mL, 49 mmol). The mixture was stirred for 2 h at – 78 C and then treated with dimethylformamide (3.6 mL, 47 mmol). Stirring continued for an additional 10 min and then acetic acid (20 mL) followed by water (150 mL) was added to the mixture. The mixture was warmed to ambient temperature and then diluted with ethyl acetate. The organic layer was washed with 1 M HCI, and brine. The organic layer was dried over Na2S04 and concentrated under reduced pressure to give crude 2-flouro-3-methoxybenzaldehyde (4.7 g, yield 64%) as a yellow solid. NMR (400 MHz, CDC13) (ppm) 10.40 (s, 1H), 7.45-7.40 (m, 1H), 7.23-7.18 (m, 2H), 3.94 (s, 3H).

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 321-28-8.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; JARNAGIN, Kurt; ZHANG, Yong-kang; ZHOU, Yasheen; PLATTNER, Jacob, J.; SULLIVAN, David, C.; WO2015/13318; (2015); 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 36865-41-5 as follows. Quality Control of 1-Bromo-3-methoxypropane

b) To a solution of the compound obtained in the previous section (250 mg, 0.78 mmol) in DMF (10 ml_), potassium carbonate (217 mg, 1 .57 mmol) and 1 – bromo-3-methoxypropane (181 mg, 1 .18 mmol) were added. The reaction mixture was stirred at 60 5C overnight. The reaction mixture was diluted by adding EtAcO and saturated NH4CI aqueous solution (15 ml_) and extracted with EtAcO (3×15 ml_). The combined organic phases were dried over anhydrous Na2S04, filtered and concentrated. The crude residue was chromatographed on a silica gel flash system (Biotage SP1 ) using hexanes/EtAcO mixtures of increasing polarity as eluent, to afford the desired product in quantitative yield.LC-MS (method 4): tR = 3.09 [M+H]+= 390

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); 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. 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, A new synthetic method of this compound is introduced below., Recommanded Product: 929-75-9

General procedure: A two-neck flaskequipped with a magnetic stirrer and reflux condenser, flushed with dry argon, was charged withcorresponding triazacycloalkane derivative 8-10 (0.15-0.29 mmol), Pd(dba)2 (16 mol%),DavePhos (18 mol%), and absolute dioxane (10-15 ml). The mixture was stirred for 2-3 min,then corresponding oxadiamine (0.15-0.29 mmol) was added followed by tBuONa (0.45-0.9mmol). The reaction mixture was stirred at reflux for 24 h, cooled down to ambient temperature,the residue was filtered off, washed with dichloromethane (5 ml), combined organic fractionswere evaporated in vacuo, and the residue was chromatographed on silica gel using a sequenceof eluents CH2Cl2,CH2Cl2-MeOH 100:1-2:1, CH2Cl2-MeOH- NH3aq100:20:1-10:4:1.

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; Chernichenko, Nataliya M.; Shevchuk, Vadim N.; Averin, Alexei D.; Maloshitskaya, Olga A.; Beletskaya, Irina P.; Synlett; vol. 28; 20; (2017); p. 2800 – 2806;,
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Some common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, molecular formula is C9H13NO2, 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. name: 2-(2-Methoxyphenoxy)ethylamine

In a dry reaction flask, 4-(2,3-epoxy propoxy) carbazole (50 gm.0.21 moles), 2-(2-methoxy phenoxy) ethyl amine (75.5 gm. 0.45 moles) and 500 ml of ethyl acetate were charged and heated to reflux for about 24 hours. After completion of the reaction, solvent was distilled off from the reaction mixture to obtain 125 gm of the residue. Ethyl acetate (312 ml) and water (312 ml) were added to the residue and stirred for about 15 minutes. Reaction mixture pH was adjusted to about 3 with 40 ml (0.68 moles) of phosphoric acid at room temperature. Reaction mixture was stirred for about 11 hours and filtered the solid to obtain carvedilol phosphate. The wet solid thus obtained was slurred in 325 ml of acetone at 26 0C for about 30 minutes. The solid was filtered and dried to obtain the title compound. Yield: 50 gm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1836-62-0, its application will become more common.

Reference:
Patent; SHODHANA LABORATORIES LIMITED; WO2009/122425; (2009); A1;,
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