Month: March 2021

Synthetic Route of 15149-10-7, Adding some certain compound to certain chemical reactions, such as: 15149-10-7, name is 2-(p-Tolyloxy)ethanol,molecular formula is C9H12O2, 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 15149-10-7.

General procedure: A mixture of 3 (46.1 mmol) and NaH (138.2 mmol) inanhydrous THF (100 ml) was stirred under a nitrogen atmosphere at rt. After 1h, epichlorohydrin (230.5 mmol) in the THF (10 ml) was added dropwise into themixture. Then, the mixture was hold at reflux for 10 h. The mixture was pouredinto ice water (300 ml) and extracted with Et2O (2 ¡Á 200 ml). The Et2Oextracts were combined and dried over anhydrous MgSO4. After thesolvent was evaporated, the residue was purified by column chromatography(petroleum ether : ethyl acetate = 8 : 1) to afford 4 in 65% yield. Yield 65%. White solid, mp 87-88 oC.

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. 15149-10-7, 2-(p-Tolyloxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jia, Jian-Min; Liu, Fang; Xu, Xiao-Li; Guo, Xiao-Ke; Jiang, Fen; Cherfaoui, Bahidja; Sun, Hao-Peng; You, Qi-Dong; Bioorganic and Medicinal Chemistry Letters; vol. 24; 6; (2014); p. 1557 – 1561;,
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Synthetic Route of 3279-95-6, 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 3279-95-6 as follows.

A mixture of 2-(aminooxy)ethanol (3.16 g, 41.0 mmol) and paraformaldehyde (1.23 g, 41.0 mmol) in EtOH (50 ml_) was heated under reflux for 18 h. The solvent was removed under reduced pressure to afford the subtitle compound formaldehyde 0-(2-hydroxyethyl) oxime as a colourless oil (3.56 g, 97%); 1 H NMR delta: 3.57 (2H, q), 4.05-3.96 (2H, m), 4.67 (1 H, t), 6.57 (1 H, d), 7.05 (1 H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3279-95-6, its application will become more common.

Reference:
Patent; RESPIVERT LIMITED; WALTERS, Iain; BIRCH, Louise; HILL-COUSINS, Joseph; COLLINGWOOD, Stephen, Paul; STEVENSON, Christopher, Scott; (126 pag.)WO2017/109513; (2017); A1;,
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Application of 100-37-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 100-37-8, name is 2-(Diethylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Preparation of N,N-diethylaminoethyl 4-[bis(2-chloroethyl)amino] ben- zenebutyrate.HCl; [19] 30.4 g (0.1 mol) of 4-[bis(2-chloroethyl)amino]benzenebutanoic acid was dissolved in 300 ml of chloroform. 20.6 g of N, N’-Dicyclohexylcarbodiimide was added into the reaction mixture. 11.7 g of N,N-diethylaminoethanol and 0.2 g of 4-dimethylaminopyridine were added into the reaction mixture. The mixture was stirred overnight at 0C. The solid was removed by filtration. The chloroform solution was washed with water (1 x 100 ml), 5% NaHCO (1 x 100 ml) and water (3 x 100 ml). The organic solution was dried over anhydrous sodium sulfate. Sodium sulfate was removed by filtration. 4 g of HCl gas in methanol (10 ml) was added into the reaction mixture with stirring. Hexane (200 ml) was added. The solid product was collected by filtration. After drying, it yielded 35 g of the desired product (79.6 %). Hygroscopic product; Solubility in water: 300 mg/ml; Elementary analysis: C H Cl N 2O2; MW: 439.85. Calculated % C: 54.61, H: 7.56, N: 6.37; O: 7.27; Cl: 24.18; Found % C: 54.55; H: 7.58; N: 6.34, O: 7.29; Cl: 24.24. 1H-NMR (400 MHz, D O): delta: 1.56 (t, 6H), 2.01(m, 2H), 2.25 (m, 2H), 2.55 (m, 2H), 3.22 (m, 4H), 3.52 (m, 2H), 3.60-3.65 (m, 8H), 4.50 (m, 2H), 6.55 (m, 2H), 6.95 (m, 2H).

According to the analysis of related databases, 100-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TECHFIELDS BIOCHEM CO. LTD; YU, Chongxi; XU, Lina; WO2008/41059; (2008); 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. 17701-61-0, name is Benzyl 3-hydroxy-2,2-dimethylpropanoate, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

[91] A solution of diisopropylazodicarboxylate (DIAD, 0.52 mL, 2.8 mmol) prepared in 2 mL anhydrous THF) was slowly added to a stirred mixture of benzyl 3-hydroxy-2,2- dimethylpropanoate (590 mg, 2.8 mmol), triphenylphosphine (820 mg, 3.1 mmol) and N- hydroxyphthalimide (510 mg, 3.1 mmol) prepared in 20 mL anhydrous THF at 0 C. After stirring the mixture at room temperature under a nitrogen atmosphere for 24 h, THF was removed under reduced pressure and the residue re-dissolved in 40 mL of ethyl acetate. The ethyl acetate mixture was washed with water (10 mL) three times, brine and dry-loaded onto a 40-g silica column. The final product was obtained in 73% yield (730 mg) as a white solid after FCC purification (hexane/ethyl acetate). [92] NMR (CDCh, 400 MHz): 5 7.84 (m, 2H), 7.76 (s, 2H), 7.39 (m, 5H), 5.19 (s, 2H), 4.32 (s, 2H), 1.42 (s, 6H); 13C NMR (CDC13, 100 MHz): 5 175.0, 163.1, 136.0, 134.4, 129.0, 128.5, 128.1, 123.5, 83.6, 66.7, 43.2, 22.2, MS (ESI+): m/z (intensity), 354.4 ([M+H]+, 100%).

The synthetic route of 17701-61-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; HU, Longqin; ALOYSIUS, Herve; (59 pag.)WO2018/144880; (2018); A1;,
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Application of 2854-16-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

[00274j THF (290 mL), 4-chloro-6-(6-(trifluoromethyl)pyridin-2-yl)-N-(2-(trifluoro-methyl)- pyridin-4-yl)-i,3,5-triazin-2-amine (29.0 g, 0.06893 mol), sodium bicarbonate (8.68 g, 0.1033 mol), and 1,1-dimethylaminoethanol (7.37 g, 0.0827 1 mol) are added to the reaction vessel at 20?35 ¡ãC. The resulting slurry is heated to reflux (75-80 ¡ãC) for 16-20 h. The reaction is cooled to 30-40 ¡ãC and THF evaporated at below 45 ¡ãC under reduced pressure. The reaction mixture is cooled to 20?35 ¡ãC and rinsed with ethyl acetate and water, and the ethyl acetate layer collected. The organic layer is concentrated under vacuum at below 45 ¡ãC then rinsed with dichloromethane and hexanes, filtered and washed with hexanes and dried for 8-iOh at 45-50 ¡ãC under vacuum to provide 2-methyl-i -(4-(6-(trifluoromethyl)pyridin-2-yl)-6-(2-(trifluoromethyl)- pyridin-4-ylamino)- 1,3,5 -triazin-2-ylamino)propan-2-ol.

According to the analysis of related databases, 2854-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; AGRESTA, Samuel, V.; (135 pag.)WO2016/53850; (2016); A1;,
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Related Products of 1562-00-1 , The common heterocyclic compound, 1562-00-1, name is Sodium isethionate, molecular formula is C2H5NaO4S, 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: Synthesis of [CmOHMIM][HOCnSO3]) and [CmOHTEA][HOCnSO3]: ILs were prepared by ion exchange method. The ion exchange of the anion chloride by the anion hydroxyalkanesulphonate was carried out using an exchange column packed with 100 g of Amberlite IR120 H-type strongly acidic cation exchange resin. The column was previously flushed thoroughly with a 1 mol L- 1 [CmOHMIM]Cl or [CmOHTEA]Cl solution until the elution was neutral, then with Milli-Q water until no chloride was detected by silver nitrate. A 100 mL of 1 mol L- 1 Na[HOCnSO3] solution was slowly run over and eluted with Milli-Q water. The eluted liquid was collected and concentrated under reduced pressure in a rotary evaporator. The residue was then vacuum dried at 323 K for 18 h to afford the IL in near-quantitative yield as a colorless viscous liquid. ILs with ions containing hydroxyl groups are usually observed to be rather viscous. 1-(2-Hydroxyethyl)-3-methyl-imidazolium hydroxymethane sulfonate ([C2OHMIM][HOC1SO3]) 1H NMR (400 MHz, D2O, 298 K): 3.89 (s, 3H), 3.91 (t, J = 5.0 Hz, 2H), 4.30 (t, J = 4.83 Hz, 2H), 4.35 (s, 2H), 7.44 (s, 1H), 7.50 (s, 1H), 8.72 (s, 1H); 13C NMR (400 MHz, D2O, 298 K): 35.29, 51.08, 59.35, 73.71, 122.01, 123.18, 135.92. ES-MS: ES+ m/z 127.00 [C2OHMIM]+, 288.87 [C2OHMIM]+?H3O2-?[C2OHMIM]+; ES- m/z 110.80 [HOC1SO3]-, 244.73 [HOC1SO3]-?H3O+?[HOC1SO3]-, 352.80 [HOC1SO3]-?[C2OHMIM]+?[HOC1SO3]-. 1-(2-Hydroxyethyl)-3-methyl-imidazolium 2-hydroxyethane sulfonate ([C2OHMIM][HOC2SO3]) 1H NMR (400 MHz, D2O, 298 K): 3.11 (t, J = 6.64 Hz, 2H), 3.89 (s, 3H), 3.89-3.91 (overlapped, 4H), 4.30 (t, J = 4.84 Hz, 2H), 7.44 (s, 1H), 7.50 (s, 1H), 8.73 (s, 1H); 13C NMR (400 MHz, D2O, 298 K): 35.28, 51.08, 52.44, 56.53, 59.34, 122.01, 123.18, 135.92. ES-MS: ES+ m/z 127.00 [C2OHMIM]+, 288.87 [C2OHMIM]+?H3O2-?[C2OHMIM]+, 378.80 [C2OHMIM]+?[HOC2SO3]-?[C2OHMIM]+; ES- m/z 124.93 [HOC2SO3]-, 272.87 [HOC2SO3]-?H3O+?[HOC2SO3]-, 376.67 [HOC2SO3]-?[C2OHMIM]+?[HOC2SO3]-. 3-Hydroxypropyl-tri(2-hydroxyethyl) ammonium 2-hydroxyethane sulfonate ([C3OHTEA][HOC2SO3]) 1H NMR (Brueker AV-600, 600 MHz, D2O, 298 K): 1.92-1.93 (m, -OH), 3.06 (t, J = 6.55 Hz, 2H), 3.36 (not resolved, 2H), 3.50-3.51 (m, 2H), 3.58 (not resolved, 6H), 3.86 (not resolved, 6H), 3.96 (not resolved, 4H); 13C NMR (Brueker AV-600, 600 MHz, D2O, 298 K): 24.61, 52.99, 55.06, 55.38, 55.47, 57.10, 58.36, 58.58, 61.25. ES-MS (AB SCIEX Triple TOF 5600 +): ES+ m/z 208.1578 [C3OHTEA]+, 266.2013 Na+?H3O2-?[C3OHTEA]+; ES- m/z 124.9882 [HOC2SO3]-.

The synthetic route of 1562-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ou, Guangnan; He, Biyan; Halling, Peter; Biochimica et Biophysica Acta – General Subjects; vol. 1860; 7; (2016); p. 1404 – 1408;,
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Related Products of 261723-32-4 ,Some common heterocyclic compound, 261723-32-4, molecular formula is C7H6BrFO, 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.

To an ice-cold solution of Compound II (500 mg) in THF (5.0 mL) were added sodium hydride (160 mg, 55% contents) and methyl iodide (608 muL), and the resulting mixture was stirred at room temperature overnight. To the reaction mixture was added water, and the mixture was concentrated under reduced pressure. The residue was diluted with water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=4/1) to give Compound III (426 mg).

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. 261723-32-4, (3-Bromo-2-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DAINIPPON SUMITOMO PHARMA CO., LTD.; US2012/225876; (2012); A1;,
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Related Products of 62037-46-1, 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. 62037-46-1, name is 1-Amino-3-chloropropan-2-ol hydrochloride, molecular formula is C3H9Cl2NO, The 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.

A three-necked flask was charged with 1-amino-3-chloropropyl-2-ol hydrochloride (14.60 g, 100 mmol) and tetrahydrofuran(73 mL), water (73 mL), stirred and cooled to 0 to 5 C, added with dipotassium hydrogen phosphate (34.84 g, 200 mmol), stirred for 5 minAfter the clockwise drop of ethyl sulfonyl chloride (13.50g, 105mm0l), plus the temperature after warming to room temperature for 3-4 hours, the end of the reaction0.5mol / L dilute hydrochloric acid 73mL quenching reaction, stirring and dispensing, water and then extracted with ethyl acetate 35mL 2 times, combined organic saturatedAnd washed with salt (73 mL), dried over anhydrous sodium sulfate and concentrated to give N-(3-chloro-2-hydroxypropyl) ethane sulfonamide Followed by the next step (GC purity of about 92%).

According to the analysis of related databases, 62037-46-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Wu Yihua; (16 pag.)CN106946917; (2017); A;,
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Application of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, The 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.

Iodine (3.05 g, 24.0 mmol) and imidazole(1.63 g, 24.0 mmol) were added to a solution of triphenylphosphine(6.29 g, 24.0 mmol) in chloroform (50 mL) at 0C under anitrogen atmosphere, and the mixture was stirred at the sametemperature for 15 min. A solution of 2-cyclopropylethanol(1.72 g, 20.0 mmol) in chloroform (50 mL) was added dropwiseto the reaction mixture, and the mixture was stirred at roomtemperature for 3 h. To the reaction mixture were added saturatedaqueous sodium thiosulfate solution (60 mL) and water (60 mL), and the mixture was extracted with chloroform. Theorganic layer was concentrated under reduced pressure, andthe resulting residue was purified using a silica gel columneluted with 100% n-hexane to afford the desired product(2.14 g, 55%) as a pale yellow oil.Triphenylphosphine (2.86 g, 10.9 mmol) was added to a solutionof the above product (2.14 g, 10.9 mmol) in acetonitrile(5 mL), and the mixture was heated at reflux temperature for15 h. After cooling to room temperature, diethyl ether wasadded to the mixture, and the resulting precipitates were collectedby filtration to afford the target intermediate (3.87 g,77%) as a colorless powder. To a suspension of the above intermediate (3.83 g,8.36 mmol) in THF (60 mL) was added dropwise potassiumhexamethyldisilazane (toluene solution, 0.5 mol/L) (16.7 mL,8.36 mmol) at 0C under a nitrogen atmosphere, and the mixturewas stirred at room temperature for 1 h. After coolingto 0C, a solution of 3-fluoro-4-nitrobenzaldehyde (1.23 g,7.27 mmol) in THF (10 mL) was added dropwise to the reactionmixture, and the mixture was stirred at room temperaturefor 1 h. Saturated aqueous ammonium chloride solution wasadded to the reaction mixture, and the mixture was extractedtwice with ethyl acetate. The organic layer was washed withbrine, dried over anhydrous MgSO4, filtered, and concentratedunder reduced pressure. The resulting residue was purifiedusing a silica gel column eluted with 25% ethyl acetate-nhexaneto afford 24 (1.42 g, 88%) as a brown oil: 1H-NMR(300 MHz, CDCl3) delta: 0.07-0.21 (2H, m), 0.45-0.60 (2H, m),0.74-0.92 (1H, m), 2.14-2.30 (2H, m), 5.96-6.11 (1H, m),6.36-6.45 (1H, m), 7.12-7.31 (2H, m), 7.98-8.08 (1H, m).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 2566-44-1, 2-Cyclopropylethanol.

Reference:
Article; Busujima, Tsuyoshi; Tanaka, Hiroaki; Iwakiri, A. Kanako; Shirasaki, Yoshihisa; Munetomo, Eiji; Saito, Masako; Masuko, Aiko; Kitano, Kiyokazu; Io, Fusayo; Kato, B Koji; Kamigaso, Shunsuke; Nozoe, Akiko; Sato, Nagaaki; Chemical and Pharmaceutical Bulletin; vol. 64; 3; (2016); p. 228 – 238;,
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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. 2854-16-2, name is 1-Amino-2-methylpropan-2-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Amino-2-methylpropan-2-ol

General procedure: A suspension of 26c (2.00 g, 5.47 mmol), 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride (2.27 g, 8.21 mmol) and 1-amino-2-methylpropan-2-ol (0.585 g, 6.56 mmol) in THF (25 mL) and 2-propanol (25 mL) was stirred at room temperature for 19 h. The mixture was concentrated in vacuo, acidified with 1 N HCl, and extracted twice with EtOAc. The organic layers were combined, washed with saturated aqueous solution of NH4Cl and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc). The product was recrystallized from hexane-EtOAc to give 28h (2.06 g, 89percent) as a white solid.

The synthetic route of 2854-16-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamamoto, Satoshi; Tomita, Naoki; Suzuki, Yuri; Suzaki, Tomohiko; Kaku, Tomohiro; Hara, Takahito; Yamaoka, Masuo; Kanzaki, Naoyuki; Hasuoka, Atsushi; Baba, Atsuo; Ito, Mitsuhiro; Bioorganic and Medicinal Chemistry; vol. 20; 7; (2012); p. 2338 – 2352;,
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