Tag: M.W=100-200

Reference of 6443-69-2, 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. 6443-69-2 name is 1,2,3-Trimethoxy-5-methylbenzene, 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.

Reference Example 3 To a solution of 18-acetoxy-n-octadecanoyl chloride (11 g) in 1,2-dichloroethane (50 ml) is added aluminum chloride (7 g) and the mixture is stirred at room temperature for 2 hours. This reaction mixture is cooled to 5 C. and a solution of 3,4,5-trimethoxytoluene (6.2 g) in 1,2-dichloroethane (20 ml) is added. The mixture is stirred at room temperature for 72 hours. Then, this reaction mixture is heated to 50 C.-60 C. and stirred for 30 minutes. After cooling, ice-water is added to the reaction mixture and the product is extracted with dichloromethane. The dichloromethane layer is washed with water and the solvent is distilled off to recover an oil (12.1 g). This oil is dissolved in methanol (150 ml) followed by addition of sodium hydroxide (5.2 g). The mixture is stirred at room temperature for 2 hours, at the end of which time it is neutralized with 5N–HCl and the solvent is distilled off. The resultant crude crystals are rinsed with water and recrystallized from dichloromethane-ether (1:1). The above procedure yields 6-(18-hydroxy-1-oxooctadecyl)-2,3-dimethoxy-5-methylphenol (6.4 g) as colorless needles, m.p. 101 C. Elemental analysis for C27 H46 O5. Calcd. C, 71.96; H, 10.29. Found C, 72.08; H, 10.51.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2,3-Trimethoxy-5-methylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4495104; (1985); A;,
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Reference of 41789-95-1,Some common heterocyclic compound, 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, 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: To a solution of compound 1 (1.18 g, 4 mmol) in THF 30 mL was added TEA (1.1 mL, 8 mmol) and series amine (8 mmol) dropwise with stirring. The reaction mixture was refluxed for 6 h. The mixture was concentrated and extracted with ethyl acetate, dried over MgSO4, and the solvent was removed in vacuo. The formed precipitate was filtered off and dried in vacuo. Recrystallization from hexane and ethyl acetate, washed with acetone.

The synthetic route of 41789-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Chun-Liang; Chang, Deh-Ming; Chen, Tsung-Chih; Lee, Chia-Chung; Hsieh, Hsi-Hsien; Huang, Fong-Chun; Huang, Kuo-Feng; Guh, Jih-Hwa; Lin, Jing-Jer; Huang, Hsu-Shan; European Journal of Medicinal Chemistry; vol. 60; (2013); p. 29 – 41;,
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Adding a certain compound to certain chemical reactions, such as: 91-16-7, name is 1,2-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 91-16-7, Recommanded Product: 91-16-7

General procedure: A mixture of aldehyde 2 (1.0 mmol), aromatic compound 1(2.0 mmol) and BAILs (0.2 mmol) was stirred at 40?C for the desired time. The reaction was monitored by thin layer chromatography(TLC). After the completion of the reaction, 1 ml of water was added into the reaction mixture, and the target compound was obtained though simple filtration. The pure ionic liquids got by drying the filtrate were reused for another cycle. Synthesis route is listed in Scheme 2.

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:
Article; Wang, Ailing; Zheng, Xueliang; Zhao, Zhuangzhi; Li, Changping; Cui, Yingna; Zheng, Xuefang; Yin, Jingmei; Yang, Guang; Applied Catalysis A: General; vol. 482; (2014); p. 198 – 204;,
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These common heterocyclic compound, 22483-09-6, name is 2,2-Dimethoxyethanamine, 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. Recommanded Product: 22483-09-6

To a 500 ml_ round-bottomed flask equipped with temperature probe and nitrogen inlet were added aminoacetaldehyde dimethyl acetal (25 g, 238 mmol) in aq. NaOH (4.85 M, 69 ml_) and toluene (125 ml_). The mixture was cooled to 0 C in an ice bath and benzylchloroformate (40.6 g, 238 mmol) was added at such a rate that the internal temperature was maintained below 20C. The reaction mixture was stirred for 4 h at room temperature. The layers were separated, and the organic layer was washed with brine (2 x 20 ml_), dried with sodium sulfate, filtered, and concentrated to a colorless oil (53.24 g, 93% yield). 1H-NMR (CDCI3, 500 MHz): 7.30 (m, 5H), 5.1 1 (s, 2H), 4.37 (t, J=6.0 Hz, 1 H), 3.39 (s, 6H), 3.33 (t, J=6.0 Hz, 2H). MS (electrospray): exact mass calculated for Ci2Hi7NO4, 239.12; m/z found, 240 [M+H]+.

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); 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. 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H13NO

General procedure: A mixture of the corresponding secondary amine 3a-d [23] (5.5mmol), anhydrous K2CO3 (6mmol) and compounds 2a-d (5mmol) were added in CH3CN (20ml). The mixture was heated at 65C for 8-10h. The solvent was evaporated under reduced pressure. Then water (25mL) was added, and the mixture was extracted with dichloromethane (20mL×3). The combined organic phases were washed with saturated aqueous sodium chloride (30mL), dried over sodium sulfate, and filtered. The solvent was evaporated under vacuum. The residue was purified on a silica gel chromatography using mixtures of petroleum/acetone as eluent to obtain the oil products 4-7.

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 6851-80-5.

Reference:
Article; Sang, Zhipei; Qiang, Xiaoming; Li, Yan; Xu, Rui; Cao, Zhongcheng; Song, Qing; Wang, Ting; Zhang, Xiaoyu; Liu, Hongyan; Tan, Zhenghuai; Deng, Yong; European Journal of Medicinal Chemistry; vol. 135; (2017); p. 307 – 323;,
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Synthetic Route of 645-36-3, 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. 645-36-3, name is 2,2-Diethoxyethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

At 0C, methanesulfonic anhydride (7.43 g, 42.65 mmol) was added to a solution of intermediate (10b) (7.51 g, 28.43 mmol) in DCM (120 ml_) and TEA (7.9 ml_, 56.86 mmol). The mixture was stirred at 0C for 1 h. Aminoacetaldehyde diethyl acetal (8.47 ml_, 58.28 mmol), TEA (7.9 ml_, 56.86 mmol) and tetrabutylammonium iodide (2.1 g, 5.68 mmol) were added and the mixture was stirred at rt overnight. The mixture was concentrated in vacuo. The residue was dissolved in MTBE (100 ml_) and a saturated solution of NaHC03 (100 ml_). Layers were separated. The aqueous layer was extracted with MTBE (100 mL). The organic layers were combined, dried over Na2S04 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (DCM/acetone 100/0 to 60/40) to provide intermediate (10c) (10.08 g, 26.57 mmol, 93%). MS m/z ([M+H]+) 379/381 . 1 H NMR (400 MHz, CDCI3): (ppm) 1 .10-1 .27 (m, 6H), 2.59 (dd, J = 5.8, 12.1 Hz, 1 H), 2.80 (dd, J = 5.2, 12.1 Hz, 1 H), 2.89 (s, 3H), 2.97 (s, 3H), 3.43-3.59 (m, 2H), 3.60-3.73 (m, 2H), 4.60 (t, J = 5.5 Hz, 1 H), 4.85 (s, 1 H), 7.27 (d, J = 3.5 Hz, 1 H), 7.28 (d, J = 3.5 Hz, 1 H).

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

Reference:
Patent; MUTABILIS; BARBION, Julien; CARAVANO, Audrey; CHASSET, Sophie; CHEVREUIL, Francis; LE STRAT, Frederic; SIMON, Christophe; BRIAS, Julie; LEBEL, Remi; (80 pag.)WO2020/25543; (2020); 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. 111-95-5, name is Bis(2-methoxyethyl)amine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 111-95-5

mixture of 4 3,6-diaminopyrazine-2,5-dicarboxylic acid (200 mg, 1.01 mmol), 5 bis-2-(methoxyethyl)amine (372 muL, 335.5 mg, 2.52 mmol), HOBt.H2O (459 mg, 3.00 mmol), and 6 EDC.HCl (575 mg, 3.00 mmol) were stirred together in 7 DMF (20 mL) for 1 h at room temperature. The mixture was concentrated to dryness and the residue was partitioned with EtOAc and water. The layers were separated and the 8 EtOAc solution was washed with saturated NaHCO3 and brine. The solution was dried over anhydrous Na2SO4, filtered and concentrated. Purification by radial flash chromatography (SiO2, 10/1 CHCl3-MeOH) afforded 228.7 mg (53% yield) of Example 1 as an orange foam: 1H NMR (300 MHz, CDCl3), delta 4.92 (s, 4H), 3.76 (apparent t, J=5.4 Hz, 4H), 3.70 (apparent t, J=5.6 Hz, 4H), 3.64 (apparent t, J=5.4 Hz, 4H), 3.565 (apparent t, J=5.4 Hz), 3.67 (s, 6H), 3.28 (s, 6H). 13C NMR (75 MHz, CDCl3) delta 167.6 (s), 145.6 (s), 131.0 (s), 72.0 (t), 70.8 (t), 59.2 (q), 49.7 (t), 47.1 (t). LCMS (5-95% gradient acetonitrile in 0.1% TFA over 10 min), single peak retention time=3.14 min on 30 mm column, (M+H)+=429. UV/vis (100 muM in PBS) lambdaabs=394 nm. Fluorescence (100 nm) lambdaex=394 nm lambdaem=550 nm.

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 111-95-5.

Reference:
Patent; MediBeacon Inc.; Debreczeny, Martin P.; Rajagopalan, Raghavan; Dorshow, Richard B.; Neumann, William L.; Rogers, Thomas E.; (54 pag.)US2019/125901; (2019); A1;,
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These common heterocyclic compound, 1978-39-8, name is 5-Fluoro-2-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. name: 5-Fluoro-2-methoxyaniline

Step (b): Preparation of 1-(4-fluoro-2-methoxyphenyl)piperazine Reaction of bis(2-chloroethyl)amine hydrochloride (0.11 mol) with 5-fluoro-2-methoxyaniline (0.01 mol) according to Step (c) of Example XII, provided 19.5 g (95% yield) of the piperazine intermediate used without further purification.

The synthetic route of 5-Fluoro-2-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Company; US4585773; (1986); A;,
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Some common heterocyclic compound, 801282-00-8, name is 2-Fluoro-3-methoxyaniline, molecular formula is C7H8FNO, 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. Recommanded Product: 2-Fluoro-3-methoxyaniline

Aniline D3 (1.18 g, 8.36 MMOL) was combined with dimethylacetylene dicarboxylate A3 (1.45 mL, 10.0 MMOL) in methanol (25 mL). The reaction was REFLUXED for 2 hours before being concentrated to dryness. The crude material was purified by flash chromatography eluting with 9/1 (hexane/EtOAc) to give the Michael adduct D4 as a yellow oil, (1. 27 g, 54%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 801282-00-8, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO KG; WO2004/103996; (2004); A1;,
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Reference of 2050-46-6, 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. 2050-46-6, name is 1,2-Diethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 7 Synthesis of 1,2-Diethoxy-4-(5′-hexynoyl)benzene STR23 A solution of 1,2-diethoxybenzene (1.66 g, 10.0 mmol) and 5-hexynoyl chloride (1.31 g, 1.00 eq) in methylene chloride (20 ml) is cooled to -60 C. Stannic chloride (2.66 g, 1.02 eq) is slowly added to the solution and the mixture is stirred at -60 C. for 10 minutes. The reaction mixture is quenched with 3N HCl and the layers are separated. The methylene chloride layer is extracted with 3N HCl, then extracted twice with water, and concentrated in vacuo. The yield of the crude 1,2-diethoxy-4-(5′-hexynoyl)benzene is 2.67 g.

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

Reference:
Patent; Norwich Eaton Pharmaceuticals, Inc.; US4982006; (1991); A;,
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