Tag: M.W=100-200

Electric Literature of 702-24-9, These common heterocyclic compound, 702-24-9, name is 4-Methoxy-N-methylbenzylamine, 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.

N-(4-Methoxybenzyl)-N-methylamine (78 muL, 0.5 mmol),And a stirrer is placed in the reaction tube,After replacing the inert gas, DMF (193 muL, 2.5 mmol) was added, and the reaction tube was sealed.The reaction tube was placed in a 150 ¡ã C oil bath reaction pot.The reaction was stirred for 96 hours.After cooling to room temperature, it was diluted with 15 mL of water and extracted with ethyl acetate three times, 15 mL each time.The combined extracts were dried over anhydrous sodium sulfate and filtered and evaporated.The crude product was subjected to column chromatography using ethyl acetate: petroleum ether = 1:2 (1percent triethylamine) as eluent.Yellow oil, yield 99percent.

Statistics shows that 4-Methoxy-N-methylbenzylamine is playing an increasingly important role. we look forward to future research findings about 702-24-9.

Reference:
Patent; Xiangtan University; Gong Xing; Yin Jiawen; Cai Changqun; (15 pag.)CN109293569; (2019); A;,
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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. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 651734-54-2

A mixture of intermediate 11 (1.4g; 4.6 mmol), 2,6-difluoro-3,5-dimethoxyaniline (1.4 g;7.3 mmol), Brettphos palladacycle (0.18 g; 0.23 mmol) and cesium carbonate (4.5 g; 14mmol) in toluene (60 mL) was heated at 100 00 overnight. The mixture was cooled, poured onto cooled water and EtOAc was added. The solution was filtered through a pad of Celite (diatomaceous earth) and the product was extracted with EtOAc. The organic layer was dried over MgSO4, filtered and evaporated to dryness.The residue (2.6 g) was purified by chromatography over silica gel (irregular SiOH,300 g; mobile phase: 60% heptane, 5% MeOH, 35% EtOAc). The fractions containingthe product were collected and evaporated to dryness yielding 1.1 g of an intermediatewhich was crystallized from Et20 yielding 1.06 g (56 %) of intermediate 22.MP = 214C (DSC)

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

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; ANGIBAUD, Patrick Rene; QUEROLLE, Olivier Alexis Georges; PILATTE, Isabelle Noelle Constance; MEERPOEL, Lieven; PONCELET, Virginie Sophie; WO2014/174307; (2014); A1;,
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Related Products of 1484-26-0,Some common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, 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.

General procedure: To a solution of amine (1 mmol) in 3 mL of pyridine at 0¡ãC was slowly added the appropriate benzenesulfonyl chloride (1.1 mmol, 1.1 equiv). The mixture was stirred for 12 h at 25¡ãC. The mixture was quenched with 2N HCl, extracted with EtOAc, dried over anhydrous MgSO4, and concentrated in vacuum. The crude product was purified by recrystallization and/or chromatography as noted below.

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

Reference:
Article; Kril, Liliia M.; Vilchez, Valery; Jiang, Jieyun; Turcios, Lilia; Chen, Changguo; Sviripa, Vitaliy M.; Zhang, Wen; Liu, Chunming; Spear, Brett; Watt, David S.; Gedaly, Roberto; Bioorganic and Medicinal Chemistry Letters; vol. 25; 18; (2015); p. 3897 – 3899;,
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Related Products of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of 33b (0.68 g, 1.74 mmol) and K2CO3 (322 mg, 2.33 mmol) in DMF (15 mL) was added 2-chloro-N,N-diethylacetamide (0.31 g, 2.07 mmol) and the mixture was stirred at room temperature for 2 h, at 50 C for 30 min, and at 80 C for 1 h. Then, additional 2-chloro-N,N-diethylacetamide (0.30 g, 2.01 mmol) was added to the mixture, which was stirred at 80 C for additional 30 min. After being cooled to room temperature, the reaction was acidified with 1 M HCl, and extracted with EtOAc, and the combined organic layer was washed with sat. NaHCO3 and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane-EtOAc, 9:1 to 1:2) to give crude 7c (1.39 g, quant.) as a white solid.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-methoxypropane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Rikimaru, Kentaro; Wakabayashi, Takeshi; Abe, Hidenori; Tawaraishi, Taisuke; Imoto, Hiroshi; Yonemori, Jinichi; Hirose, Hideki; Murase, Katsuhito; Matsuo, Takanori; Matsumoto, Mitsuharu; Nomura, Chisako; Tsuge, Hiroko; Arimura, Naoto; Kawakami, Kazutoshi; Sakamoto, Junichi; Funami, Miyuki; Mol, Clifford D.; Snell, Gyorgy P.; Bragstad, Kenneth A.; Sang, Bi-Ching; Dougan, Douglas R.; Tanaka, Toshimasa; Katayama, Nozomi; Horiguchi, Yoshiaki; Momose, Yu; Bioorganic and Medicinal Chemistry; vol. 20; 10; (2012); p. 3332 – 3358;,
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Synthetic Route of 41406-00-2, 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. 41406-00-2, name is 3-Isopropoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 86; N-[(2-Cyclohexyl-4-hydroxy-1-{3-[(1-methylethyl)oxy]phenyl}-6-oxo-1,6-dihydro-5-pyrimidinyl)carbonyl]glycine; 86a) 2-Cyclohexyl-6-hydroxy-3-{3-[(1-methylethyl)oxy]phenyl}-4(3H)-pyrimidinone; 1M Dimethylaluminium chloride in hexane (2.75 mL, 2.75 mmol) was added to a stirred solution of 3-isopropoxyaniline (0.378 g, 2.50 mmol) and cyclohexanecarbonitrile (0.328 g, 3.00 mmol) in toluene (2 mL) and the mixture stirred for 15 min at room temperature under nitrogen, then microwaved at 150 C. for 30 min. After cooling, the solvent was removed under reduced pressure and diethyl malonate (1.52 mL, 10.0 mmol) added, followed by 2-methoxyethanol (5 mL) and methanolic sodium methoxide (2.30 mL, 10.0 mmol) and the mixture refluxed under nitrogen for 18 h, then cooled and poured into water (70 mL). The mixture was washed with ether, then acidified to pH 1 with 6M aqueous hydrochloric acid and extracted again with ethyl acetate. The extracts were washed with water, brine, dried (MgSO4) and evaporated under reduced pressure. The residue was chromatographed (silica gel, 1-9% methanol/dichloromethane) and the product triturated with ether. The solid was collected, washed with ether and dried to give the title compound (0.117 g, 14%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 0.78-0.94 (m, 2 H) 1.04-1.17 (m, 1 H) 1.24 (d, J=6.06 Hz, 3 H) 1.28 (d, J=6.06 Hz, 3 H) 1.41-1.59 (m, 3 H) 1.59-1.84 (m, 4 H) 2.16 (tt, J=11.53, 3.16 Hz, 1 H) 4.66 (sept, J=5.98 Hz, 1 H) 5.30 (s, 1 H) 6.78-6.86 (m, 1 H) 6.91-6.96 (m, 1 H) 6.98-7.05 (m, 1 H) 7.40 (t, J=8.08 Hz, 1 H) 11.31 (br. s., 1 H).

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

Reference:
Patent; Shaw, Antony N.; Duffy, Kevin J.; Tedesco, Rosanna; Wiggall, Kenneth; US2008/171756; (2008); A1;,
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Application of 24332-20-5, 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 24332-20-5 as follows.

EXAMPLE 19 1-(2-Oxa)propyl-2-acetyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline. Formula: C1,H20 N2 O3 M=288.34 g.mol-1 To 5-methoxytryptamine (256 mg) dissolved in water (9 ml) are successively added hydrochloric acid (0.1 ml) and 1,1,2-trimethoxyethane (0.17 ml). The mixture is heated at reflux for 3 h. The medium is then diluted with hydrochloric acid solution (0.5 N, 40 ml). The aqueous phase is washed with ethyl acetate and then treated with 30% sodium hydroxide solution until the pH is basic. The mixture is then extracted three times with chloroform. After evaporation, 1-(2-oxo)propyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline is obtained.

According to the analysis of related databases, 24332-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cemaf; Laboratories Besins Iscovesco; US6048868; (2000); A;,
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Adding a certain compound to certain chemical reactions, such as: 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, 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 41789-95-1, Formula: C9H13NO

Example 49 Preparation of (+)-8-methoxy-2-methyl-5-naphthalen-2-yl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, maleate salt and (-)-8-methoxy-2-methyl-5-naphthalen-2-yl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, maleate salt Step A: A solution of 2-naphthylacrylic acid (10.0 g, 50.4 mmol) and N-methylmorpholine (7.8 mL, 70.6 mmol) in anhydrous methylene chloride (307 mL) was cooled to -20 C. Isobutyl chloroformate (7.0 mL, 53.5 mmol) was added dropwise. After 90 minutes, a solution of (3-methoxybenzyl)methylamine (7.63 g, 50.45 mmol) in anhydrous methylene chloride (50 mL) was added dropwise. The reaction was allowed to warm to room temperature and stirred overnight. The reaction mixture was then washed with 1 M NaH2PO4.2H2O (2¡Á), H2O (2¡Á), and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via flash column chromatography (40:60 to 70:30 ethyl acetate/hexanes) yielded the desired amide (8.60 g, 51%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 7.95-7.55 (m, 6H), 7.52-7.45 (m, 2H), 7.35-7.20 (m, 1H), 7.10-6.75 (m, 4H), 4.73-4.69 (m, 2H), 3.81 (s, 3H), 3.14-3.08 (m, 3H).

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-(3-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMR Technology, Inc.; US2007/21408; (2007); A1;,
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These common heterocyclic compound, 538-86-3, name is (Methoxymethyl)benzene, 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. SDS of cas: 538-86-3

General procedure: A mixture of nitriles (5 mmol), methyl ethers (6 mmol) and Fe(ClO4)3¡¤H2O (5percentmol) was placed in a round bottom flask. Then the reaction mixture was heated at 100 ¡ãC for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), 10 ml water was added into reaction system and extracted with ethyl acetate (3 ¡Á 20 ml). The organic layers were collected, combined, washed with water (3 ¡Á 20 ml), dried over anhydrous Na2SO4, and concentrated under vacuum. The pure products (1a?1k and 2a?2p) were obtained by directly passing through a silica gel (200?300 mesh) column using petroleum ether/ethyl acetate (10:1?5:1).

The synthetic route of (Methoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yin, Guibo; Yan, Bin; Chen, Junqing; Ji, Min; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1355 – 1363;,
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Adding a certain compound to certain chemical reactions, such as: 145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, 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 145903-31-7, HPLC of Formula: C10H13NOS

Synthon S26 was prepared according to methods described in U.S. patent application Ser. No. 10/680,988. Synthesis of S3 (Scheme 1): To a stirred solution of vinylsulfonic acid (22 mg, 0.2 mmol) in anhydrous CH2Cl2 (5 ml) is added thionyl chloride (2M in CH2Cl2, 0.1 ml, 0.2 mmol) The reaction mixture is stirred at room temperature overnight and evaporated under vacuum. The residue is dissolved in CH2Cl2 (5 ml). To this solution, a solution of S26 (20 mg, 0.1 mmol) in CH2Cl2 (3 ml) is added drop-wise at 0 C. The reaction mixture is stirred at 0 C. for one hour and at room temperature for another hour and washed with saturated sodium bicarbonate and 1N HCl. After removal of the solvent, the product S3 is purified by SiO2 column chromatography as a colorless oil (18 mg, 65%).

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; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; US2007/49572; (2007); A1;,
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Related Products of 7252-83-7,Some common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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.

13. Alkylation step C [00257] In a 20 ml microwave vial containing III-2 (1 equivalent), alkyl halide (4 equivalents), KI (2 equivalents), and Cs2CO3 (2 equivalents) was added anhydrous DMF, 10 –>ml. This was heated under microwave conditions at 1200C for 60 minutes. The reaction was added to a seperatory funnel containing water and washed 3x with EtOAc. The combined organic layers were washed with saturated aqueous brine solution. The organic layer was dried with MgSU4 concentrated in vacuo. This was filtered through a silica plug, washed 3x with EtOAc, and concentrated in vacuo to yield III-3 (100 %). This material was used without further purification. 4-BROMO-N-(3-BROMO-4-(2,2-DIMETHOXYETHOXY)PHENETHYL)THIOPHENE-2- CARBOXAMIDE [00258] 1H NMR (400 MHz, DMSO-d6) delta 8.64 (t, J= 5.2 Hz, IH), 7.88 (s, IH), 7.75 (s, IH), 7.45 (d, J= 2.0 Hz, IH), 7.16 (dd, J= 8.4, 1.6 Hz, IH), 7.06 (d, J= 8.4, IH), 4.68 (t, J= 5.2 Hz, IH), 4.00 (d, J= 7.2 Hz, 2H), 3.42 (q, J= 6.0 Hz, 2H), 3.37 (s, 6H), 2.76 (t, J= 6.8 Hz, 2H).

The synthetic route of 7252-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VANDERBILT UNIVERSITY; WO2009/152071; (2009); A1;,
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