Ethers-buliding-blocks

Reference of 22094-18-4, These common heterocyclic compound, 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, 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.

1 -(3 ,4-dichlorophenyl)-3 ,3 -dimethoxycyclobutanecarboxamide[1 182] 3,4-Dichlorophenylacetonitrile (9.30 g, 50 mmol), l,3-dibromo-2,2- dimethoxypropane (13.10 g, 50 mmol), and sodium tert-butoxide (10.57 g, 110 mmol) in DMSO (100 mL) and water (5 mL) were heated at 125C for 1 hour, then stirred at ambient temperature for 20 hours. The reaction mixture was diluted with water and extracted three times with diethyl ether. The organic layers were combined, washed with brine, dried with MgS04, filtered, and concentrated. The crude product was triturated with 1 : 1 diethyl ether / hexanes, and the solid collected by filtration was Example 82A (7.16 g, 23.54 mmol, 47.1% yield). XH NMR (300 MHz, DMSO-d6) ? 7.61 – 7.55 (m, 2H), 7.37 (s, 1H), 7.29 (dd, J= 8.4, 2.2 Hz, 1H), 6.95 (s, 1H), 3.05 (s, 3H), 2.99 (s, 3H), 2.97 – 2.89 (m, 2H), 2.46 – 2.37 (m, 2H).

The synthetic route of 22094-18-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; BAYBURT, Erol K.; CLAPHAM, Bruce; COX, Phil B.; DAANEN, Jerome F.; GOMTSYAN, Arthur; KORT, Michael E.; KYM, Philip R.; VOIGHT, Eric A.; SCHMIDT, Robert G.; DART, Michael J.; GFESSER, Gregory; WO2013/62964; (2013); A2;,
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Adding a certain compound to certain chemical reactions, such as: 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, 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 4393-09-3, HPLC of Formula: C9H13NO2

EXAMPLE 30 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2.3-dimethoxybenzyl)amino]-9-(2-propyl)purine dihydrochloride Scheme A, step b: 2-Chloro-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine 2-Chloro-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine is prepared from 2,6-dichloro-9-(2-propyl)purine (see Example 19 for preparation), 2,3-dimethoxybenzylamine, and triethylamine essentially as described above in Example 1, Scheme A, step b. Scheme A, step c: 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine dihydrochloride 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine dihydrochloride is prepared from 2-chloro-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine essentially as described in Example 1, Scheme A, step c.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Aventis Pharmaceuticals Inc.; US6479487; (2002); B1;,
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These common heterocyclic compound, 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, 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. Computed Properties of C10H12O2

General procedure: Five-membered cyclic carbonates were synthesized from carbondioxide and the corresponding substrates (10 mmol) in the appropriatemolar ratios by using 5.83 mg (0.01 mmol) of Co(II)-1-mesityl-1,2,3-1H-triazole-4-carboxylate (Co-TCA) as a catalyst in combination with aco-catalyst (tetrabutylammonium bromide (TBAB), tetrabutylammoniumchloride (TBAC), DMAP (4-(dimethylamino)pyridine)and TBAI (tetrabutylammonium iodide)) which were transferred intothe reactor. The reactor was charged with the reaction mixture (catalyst,cocatalyst, and substrate) and was purged with CO2 for 3 times atroom temperature. The reactor was heated to 120 C in the oil bath andthen pressurized to 1 bar of CO2. After completion, the reactor wasslowly cooled to room temperature. The catalyst (Co-TCA) was directlyused for the consecutive reaction cycles to identify the further usabilityand stability of the catalyst. In addition, column chromatography wasexecuted to isolate the product from the reaction mixture using petroleumether/ethyl acetate mixture (3:1) as eluent. After performing thecolumn chromatography, the solvent was evaporated to obtain thetarget-isolated product and the yield. Then, the sample was analyzed by1H, 13C-NMR and FTIR (Figure S3, S5, S7, S9, S11, S13, S15, S17, S19,S21, S23, S25, S27) analysis.

The synthetic route of 2-((Benzyloxy)methyl)oxirane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suleman, Suleman; Younus, Hussein A.; Ahmad, Nazir; Khattak, Zafar A.K.; Ullah, Habib; Park, Jihae; Han, Taejun; Yu, Baoyi; Verpoort, Francis; Applied Catalysis A: General; vol. 591; (2020);,
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Electric Literature of 24599-58-4, 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. 24599-58-4, name is 2,5-Dimethoxytoluene, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 1; 2,5-Dimethoxy-4-methylbenzoic acid (Compound XII); a) 2,5-Dimethoxy-4-methylbenzaldehyde; 280 ml of phosphorus oxide trichloride are admixed with 212 ml of N-methylformanilide. After 4 hours at room temperature, 110 g of 2,5-dimethoxytoluene are added and the reaction mixture is brought to 70 C. for 2 hours. The reaction mixture is poured dropwise onto ice. The precipitate obtained is filtered, taken up in dichloromethane and decanted. The organic phase is dried over anhydrous sodium sulphate and the solvents are evaporated under reduced pressure. This gives 116 g of yellow crystals; m.p.=83 C.

The chemical industry reduces the impact on the environment during synthesis 2,5-Dimethoxytoluene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bignon, Eric; Csikos, Eva; Frehel, Daniel; Gonczi, Csaba; Heja, Gergley; Morvai, Miklos; Podanyi, Benjamin; Schlovicsko Varkonyine, Erika; US2004/19091; (2004); A1;,
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Reference of 6298-96-0, 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. 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Examrle 22-[(S)-1 -(4-methoxyphenyl)-ethylamino]-cyclopent-1 -ene-carboxylic acid methylester(compound of formula (IV) wherein Ar = 4-methoxyphenyl, R1 = CO2Me) 10.37 g (70.0 mmol) of 2-oxo-cyclopentane-carboxylic acid methylester (purity 96%, Aldrich) were dissolved in 30 ml of toluene and 10.00 g (65.5 mmol) of (S)-1 -(4- methoxyphenyl)-ethylamine (purity >99%, BASE) were stirred under argon for 12 hours at ca. 25C. Water was completely removed by evaporation of toluene (3 x 50 ml) andthe product was dried at 80C/i mbar to give 18.1 g (100%) of the title product asyellow oil.LC-MS: MH 276;1H NMR: 1 .40 (d, 3H, Me), 1 .65 (m, 2H, H-4), 2.25, 2.37, 2.62 (3m, 4H, H-3, H-5), 3.57(5, 3H, CO2Me), 3.73 (5, 3H, OMe), 4.60 (m, 1 H, CHN), 6,90, 7.20 (2m, 4H, Ar-H), 7.70(d, 1H, NH).

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

Reference:
Patent; SANOFI-AVENTIS DEUTSCHLAND GMBH; KRETZSCHMAR, Gerhard; OEHME, Jan; ROSSEN, Kai; WO2015/189108; (2015); A1;,
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Synthetic Route of 93919-56-3,Some common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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.

To a solution of lithium 3-[(2-Dimethylamino-ethyl)-methyl-amino]-lH-indazole- 6-carboxylate (77mg, 0.29 mmol) in anhydrous DMF (5mL) was added EDC (140mg, 0.73mmol) and etaOBt (47mg, 0.35mmol). The mixture was stirred for 10 min. then Et3N (0.16mL, 0.1.16mmol) and 4-trifluoromethoxybenzylamine (0.049mL, 0.32 mmol) were added. The mixture was heated at 50 0C for 15 hr. The mixture was allowed to cool, diluted with ethyl acetate (50 mL) and washed with aqueous sodium bicarbonate (25 mL). The aqueous layer was extracted with ethyl acetate (50 mL) and the combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo. Chromatography on silica yielded the title compound (37mg, 29%). m/z (M+eta) = 436.45.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-(Trifluoromethoxy)phenyl)methanamine, its application will become more common.

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61109; (2008); A2;,
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Some common heterocyclic compound, 216067-66-2, name is O-(2,4-Dimethoxybenzyl)hydroxylamine, molecular formula is C9H13NO3, 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 O-(2,4-Dimethoxybenzyl)hydroxylamine

General procedure: To a solution of 2a (0.200 g, 0.651 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC.HCl, 0.150 g, 0.781 mmol)and 4-dimethylaminopyridine (DMAP, 8 mg, 0.065 mmol) in CH2Cl2(30 mL) was added O-benzylhydroxylamine hydrochloride (0.125 g;0.781 mmol) and N-methylmorpholine (NMM, 0.086 mL, 0.781 mmol),and the mixture was stirred at room temperature (r.t.) for 16 h. Thefinal solution was evaporated, dissolved in EtOAc (25 mL) and washedwith 0.1 M HCl (3 ¡Á 25mL), 0.1 M NaOH (2 ¡Á 25 mL) and then H2O(1 ¡Á 25 mL). The final organic phase was dried over anhydrous Na2SO4,and the solvent evaporated. The crude was recrystallized from Et2O/n-hexane, affording the pure compound as white solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 216067-66-2, its application will become more common.

Reference:
Article; Marques, Sergio M.; Abate, Claudia C.; Chaves, Silvia; Marques, Fernanda; Santos, Isabel; Nuti, Elisa; Rossello, Armando; Santos, M. Amelia; Journal of Inorganic Biochemistry; vol. 127; (2013); p. 188 – 202;,
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Electric Literature of 1836-62-0, A common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, molecular formula is C9H13NO2, 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: Et3N (4.3 mmol) and 97% EtOCOCl (4.3 mmol) in dry CHCl3(25 mL) were added to a solution of the suitable carboxylic acid 24a,24b or 25 (4.3 mmol) at 0 C. After 30 min at 0 C under stirring asolution of the suitable amine (2-phenoxyethanamine, 2-(2-methoxyphenoxy)ethanamine [37], 2-(2,6-dimethoxyphenoxy)ethanamine [38], or 1-(2-methoxyphenyl)piperazine) (4.3 mmol)in dry CHCl3 (10 mL) was added and the reaction mixture was left atroom temperature for 3 h. The solution was washed with 2 N HCl and 2 N NaOH. The organic layer was dried over Na2SO4. After evaporation of the solvent the residue was purified by column chromatography eluting with cyclohexane/EtOAc (7:3).

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Del Bello, Fabio; Bonifazi, Alessandro; Giorgioni, Gianfabio; Quaglia, Wilma; Amantini, Consuelo; Morelli, Maria Beatrice; Santoni, Giorgio; Battiti, Francisco O.; Vistoli, Giulio; Cilia, Antonio; Piergentili, Alessandro; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 461 – 473;,
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Related Products of 20012-63-9,Some common heterocyclic compound, 20012-63-9, name is 2-(Benzyloxy)aniline, molecular formula is C13H13NO, 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 this acid chloride in dry methylene chloride (65 ml) was added to a stirred mixture of 2-benzyloxyaniline [3.0 g; prepared as described by Barber et al., J. Chem. Soc., (1961), 2828], pyridine (1.36 g) and dry methylene chloride (65 ml) at 0 C. The mixture was stirred at 10 C. for 2 hours and then was allowed to stand at room temperature overnight. The mixture was washed twice with water and the methylene chloride solution was then dried over magnesium sulphate and evaporated under diminished pressure. The resulting solid was recrystallized from ethanol to give 1-benzyl-2′-benzyloxy-1H-tetrazole-5-carboxanilide (3.1 g), m.p. 140-142 C.

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

Reference:
Patent; May & Baker Limited; US4442115; (1984); A;,
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Synthetic Route of 450-91-9, 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 450-91-9 as follows.

Under an ice bath condition, 4-fluoro-2-methoxyaniline (Intermediate 102) (15 g, 106.4 mmol, 1.0 eq) was added dropwise to a concentrated sulfuric acid (150 mL) while controlling the temperature around 0C during the course of addition. After the forming solid was dissolved completely, potassium nitrate (11 g, 106.4 mmol, 1.0 eq) was added portionwise and the reaction was continued for 1 hour under this condition. The reaction was poured into ice water and the pH was adjusted to basic by sodium hydroxide. A vast amount of solid was precipitated out which was filtered and washed with water, petroleum ether, dried in air to give 4-fluoro-2-methoxy-5-nitroaniline as a brown solid (18 g, yield: 77%). LCMS (ESI): m/z 187 [M + H]+.

According to the analysis of related databases, 450-91-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Bebetter Medicine Technology Co., Ltd.; CAI, Xiong; QIAN, Changgeng; WENG, Yunwo; LIU, Bin; WANG, Yanyan; LIN, Mingsheng; LI, Junqi; QING, Yuanhui; YOU, Huajin; ZHOU, Shiqing; XUE, Weicai; (76 pag.)EP3345900; (2018); A1;,
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