Tag: M.W=100-200

Reference of 1562-00-1, Adding some certain compound to certain chemical reactions, such as: 1562-00-1, name is Sodium isethionate,molecular formula is C2H5NaO4S, 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 1562-00-1.

Example 4; Preparation of [C2dmim][ise]; [C2dmim][ise] is an IL comprised of 1-ethyl-2,3-dimethylimidazolium as the cation, and isethionate (ise) as the anion. A 250-mL round bottom flask was charged with [C2dmim]2[SO4] (7.331 g, 21 mmol) and 2:1 alcohol-water (24 mL). This mixture was stirred until forming a clear, colorless solution, whereupon a prepared solution of sodium isethionate (6.267 g, 42 mmol) was added to the mixture in one portion with stirring. A fine precipitate formed soon thereafter. The resulting slurry was stirred for about 2 h, whereupon it was suction filtered, and the filtrate was concentrated as far as feasible by rotary evaporation. The residue was taken up in methanol (25 mL) and loaded onto an about 20-g column of 230-400 mesh silica gel previously packed in methanol.As in Example 3, the methanolic solution of crude [C2dmim][ise] was pushed down to the level of the top of the silica gel bed with air pressure while the column issue was collected in a 250-mL round bottom flask; the flask previously containing the crude product was rinsed with methanol (25 mL) and the rinse methanol was similarly loaded and pressed down while the column issue was collected on top of the first fraction. The rinsing process was repeated once before the silica gel column was washed down with fresh methanol (100 mL), all the while collecting the column issue on top of the accumulated methanol solution. The combined methanolic fractions were concentrated by rotary evaporation to produce purified [C2dmim][ise] (10.713 g, 43 mmol, 101%) as an ionic liquid. The ionic liquid of Example 4 was liquid at ambient conditions.

According to the analysis of related databases, 1562-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FLUIDIC, INC.; US2012/321967; (2012); A1;,
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Reference of 3637-61-4 ,Some common heterocyclic compound, 3637-61-4, molecular formula is C6H12O, 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.

lodomethylcyclopentane; Methanesulfonyl chloride (13.8 ml_, 178 mmol) was added drop wise and at 0 C to a solution of cyclopentanemethanol (16.2 g, 162 mmol) in anhydrous pyridine (35 ml_). The mixture was stirred at 0C for 5 h, poured into water (200 ml_), and extracted with methylene chloride (3 x 50 ml_). The combined organic layers were washed with 1 M HCI (3 x 20 ml_) and brine (2 x 20 ml_), dried with anhydrous magnesium sulphate, and evaporated in vacuo. The residue was dissolved in anhydrous acetone (20 ml_), and a solution of sodium iodide (24 g, 162 mmol) in acetone (50 ml_) was added. The mixture was refluxed for EPO 5 h. The formed precipitate was filtered off, and the filtrate was evaporated in vacuo. The residue was distilled and the fraction boiling at 71 -75 C (1 10 Torr) was collected to give iodomethylcyclopentane. Yield: 13.8 g (41 %). 1H-NMR (CDCI3, delta ppm): 3.21 (d, J=6.9 Hz, 2 H); 2.18 (hept, J=7.5 Hz, 1 H); 1.95-1.45 (m, 6 H); 1.35- 1.11 (m, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3637-61-4, its application will become more common.

Reference:
Patent; NOVO NORDISK A/S; WO2006/58923; (2006); 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. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol), the common compound, a new synthetic route is introduced below. SDS of cas: 111-46-6

Into a round-bottom flask (RBF) charged with argon and cooled to 0 C, 95 % NaH (1.64 g, 65 mmol) was suspended in anhydrous THF. Di(ethylene)glycol (9.5 mL, 100 mmol) was added dropwise. After 30 min of stirring at 0 oC, propargyl bromide (5.5 mL, 50 mmol, 80 % in toluene) was added slowly. The reaction was kept at 0 oC for another 2 h, then allowed to warm to RT overnight. The reaction was slowly quenched with water (30 mL) and the compound was extracted into CH2Cl2 (3 x 50 mL). The organic portions were combined and washed with H2O (1 x 30 mL), dried over Na2SO4, and concentrated in vacuo. Flash chromatography on a silica column (3:2 ethyl acetate:hexanes ) afforded alkyne 7 (3.66 g, 51 %) as a yellow oil. 1H NMR (CDCl3): delta 2.43 (t, 1H, J = 2.4Hz); 2.84-2.88 (br s, 1H), 3.58 (dt, 2H, J = 4.6Hz, 5.3Hz); 3.76-3.63 (m, 6H); 4.18 (d, 2H, J = 2.8Hz). 13C NMR (CDCl3): delta 58.5 [CH2]; 61.8 [CH2]; 69.2 [CH2]; 70.3 [CH2]; 72.7 [CH2]; 74.9 [CH]; 79.6 [C]. HRMS (ESI+) calcd. for C7H12O3Na [M++Na]: 167.0684. Found: 167.0680.

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Inkster, James; Lin, Kuo-Shyan; Ait-Mohand, Samia; Gosselin, Simon; Benard, Francois; Guerin, Brigitte; Pourghiasian, Maral; Ruth, Thomas; Schaffer, Paul; Storr, Tim; Bioorganic and Medicinal Chemistry Letters; vol. 23; 13; (2013); p. 3920 – 3926;,
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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. 7314-44-5, name is (2,4-Dimethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of (2,4-Dimethoxyphenyl)methanol

General procedure: A series of catalytic oxidation reactions was performed in 5 ml/3 mlMeCN solutions at room temperature under open air. The reaction wasset up by adding 1 mmol of 1-octanol, 5 mol % of copper(I)catalyst,5 mol % of TEMPO and 10 mol % of NMI into a 20 ml test tube, whichwas equipped with a magnetic stirrer bar. The reaction was stirred1500 rpm for 24 h for 1-octanol, 3 h for cinnamyl alcohol and 3-phenyl-1-propanol and 1 h for benzyl alcohol. After the reaction, 0.7 ml of thereaction solution and an internal standard (acetophenon 40 mul or 1,2-dichlorobenzene 40 mul, more information see ESI) were diluted withEtOAc (100 ml). GC samples (1.5 ml) were prepared by filtrating thesolution through a layer of silica gel (1 cm thick). The yields were determinedusing GC-MS with calibration curves.

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, 7314-44-5, (2,4-Dimethoxyphenyl)methanol.

Reference:
Article; Lagerspets, Emi; Lagerblom, Kalle; Helioevaara, Eeva; Hiltunen, Otto-Matti; Moslova, Karina; Nieger, Martin; Repo, Timo; Molecular catalysis; vol. 468; (2019); p. 75 – 79;,
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Adding a certain compound to certain chemical reactions, such as: 63478-76-2, 6-Heptyn-1-ol, 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, COA of Formula: C7H12O, blongs to alcohols-buliding-blocks compound. COA of Formula: C7H12O

Part A: Synthesis of tert-butyl(hep iIane To a stirred solution of hept-6-yn-l-ol (5.3 g, 47.25 mmol) in dry THF (450 ml) was added imidazole (7.08 g, 103.95 mmol) followed by tert-butyldimethylsilylchloride (7.83 g, 51.97 mmol) under nitrogen. The mixture was stirred for 16 h at room temperature before water (200 ml) and hexane (250 ml) were added. The layers were separated and the aqueous phase was extracted with hexane. The combined organic phases were dried over MgSO4, filtered and concentrated to give the protected alcohol. The crude product was purified by column chromatography (SiO2, 0 – 1.5% ethyl acetate in petroleum spirit) to give the pure tert-butyl(hept-6-ynyloxy)dimethylsilane as a colourless oil (8.23 g, 77%). The product was used immediately in the next reaction step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63478-76-2, 6-Heptyn-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION; WO2009/111830; (2009); A1;,
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Synthetic Route of 104-38-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.104-38-1, name is 1,4-Bis(2-hydroxyethoxy)benzene, molecular formula is C10H14O4, molecular weight is 198.2158, as common compound, the synthetic route is as follows.

General procedure: Chromonecarbonyl chloride was prepared by the reaction ofacid with thionyl chloride. After a toluene solution of 2-chromoniccarboxylic acid (1.4 g, 7.6 mmol) and thionyl chloride (1.1 g,9.1 mmol) was stirred at 90C for 2e3 h, thionyl chloride wasremoved under reduced pressure. The toluene solution of the cor-responding polyethers 4a-4c (0.5 g, 2.5 mmol) and chromone-carbonyl chloride was stirred at 120C overnight. After baseextraction, the solvent was removed under reduced pressure, andthe residue was separated by silica gel column chromatography(hexane/ethyl acetate) to obtain the corresponding chromone de-rivatives 5a-i in 30e92% yields.

Statistics shows that 104-38-1 is playing an increasingly important role. we look forward to future research findings about 1,4-Bis(2-hydroxyethoxy)benzene.

Reference:
Article; Ishikawa, Hiroki; Uemura, Naohiro; Taira, Ryo; Sano, Kento; Yoshida, Yasushi; Mino, Takashi; Kasashima, Yoshio; Sakamoto, Masami; Tetrahedron; vol. 75; 29; (2019); p. 3911 – 3916;,
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Adding a certain compound to certain chemical reactions, such as: 4720-29-0, 3-(Benzylamino)-1-propanol, 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, 4720-29-0, blongs to alcohols-buliding-blocks compound. name: 3-(Benzylamino)-1-propanol

Step 1: Preparation of Intermediate 33A. Compound 1C (5.4 g) was stirred with 3-benzylaminopropanol (1.0 equiv) and anhydrous Na2SO4 (10 g) in THF for 30 min. Sodium triacetoxyborohydride (2.0 equiv) was added and the mixture was stirred at room temperature over night. The reaction was quenched with brine and extracted with ethyl acetate. The organic phase was dried over anhydrous Na2SO4 and evaporated to give crude Intermediate 33A (12.05 g) which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4720-29-0, its application will become more common.

Reference:
Patent; CARA THERAPEUTICS, INC.; US2008/318935; (2008); A1;,
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Application of 2240-88-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2240-88-2, name is 3,3,3-Trifluoropropan-1-ol, molecular formula is C3H5F3O, molecular weight is 114.07, as common compound, the synthetic route is as follows.

Example 98 (5a,8 )-8-Hydroxy-2-[4-(3,3,3-trifiuoro-propoxy)-phenyl]-2-aza-spiro[4.5]decan-l-oneStep 1: l-Nitro-4-(31313-trifluoro-propoxy)-benzeneTo a solution of a 3,3,3-trifiuoro-propan-l-ol (6.22 g) in acetonitrile (200 ml) kept at RT under an argon atmosphere were added l-fiuoro-4-nitro-benzene (10.1 g) and Cs2C03 (28.7 g) and the mixture was heated to 100°C for 18 h. The reaction mixture was cooled to RT and partitioned between AcOEt and ice water. The layers were separated, dried, over Na2S04 and the solvent was evaporated. The residue was purified by flash chromatography (silica gel; eluent: AcOEt/heptane: gradient 3 to 5 percent) to afford l-nitro-4-(3,3,3-trifiuoro- propoxy) -benzene as light yellow liquid (3.5 g). MS (EI, m/e): 235.0 (M+).

Statistics shows that 2240-88-2 is playing an increasingly important role. we look forward to future research findings about 3,3,3-Trifluoropropan-1-ol.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ACKERMANN, Jean; BRUGGER, Stephan; CONTE, Aurelia; HUNZIKER, Daniel; NEIDHART, Werner; NETTEKOVEN, Matthias; SCHULZ-GASCH, Tanja; WERTHEIMER, Stanley; WO2011/45292; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-ol, 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, Safety of Tetrahydro-2H-thiopyran-4-ol, blongs to alcohols-buliding-blocks compound. Safety of Tetrahydro-2H-thiopyran-4-ol

Reference Example 1; 4- (4-bromo-3, 5-dimethylphenoxy) tetrahydro- 2H-thiopyranTo a solution of 4-bromo-3, 5-dimethylphenol (0.201 g, 1.00 mmol) , tetrahydro-2H-thiopyran-4-ol (0.130 g, 1.10 mmol) and triphenylphosphine (0.341 g, 1.30 mmol) in tetrahydrofuran (5 inL) was added diethyl azodicarboxylate (40% solution in toluene, 0.591 mL, 1.30 mmol), and the mixture was stirred at room temperature for 1.5 hr. Tetrahydro-2H-thiopyran-4-ol (0.0591 g, 0.500 mmol), triphenylphosphine (0.157 g, 0.600 mmol) and diethyl azodicarboxylate (40% solution in toluene, 0.272 mL, 0.600 mmol) were added, and the mixture was further stirred for 1.5 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate :hexane = 0:100 – 20:80) to give the title compound (0.261 g, yield 86%) as colorless crystals.1H NMR (CDCl3) delta: 1.93-2.07 (2H, m) , 2.10-2.23(2H, m) , 2.37(6H, s), 2.49-2.61(2H, m) , 2.85-2.98 (2H, m) , 4.26-4.35 (IH, m) , 6.65(2H, s) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29683-23-6, Tetrahydro-2H-thiopyran-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/1931; (2008); A2;,
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Synthetic Route of 71176-54-0, 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 71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol. This compound has unique chemical properties. The synthetic route is as follows.

Compound (12S, 12aS)-9-((3-(4-mercapto-4- methylpentanamido)-5-((((R)-8-methoxy-6-oxo-1 1 , 12, 12a, 13-tetrahydro-6H- benzo[5,6][1 ,4]diazepino[1 ,2-a]indol-9-yl)oxy)methyl)benzyl)oxy)-8-methoxy-6- oxo-1 1 , 12, 12a, 13-tetrahydro-6H-benzo[5,6][1 ,4]diazepino[1 ,2-a]indole-12- sulfonic acid (CDA-2A) was prepared as follows: (0267) [01 14] 4-methyl-4-(methyldisulfanyl)pentanoic acid (1 .281 g, 6.59 mmol), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (2.53 g, 13.19 mmol), and 4-dimethylaminopyridine (0.081 g, 0.659 mmol) was added to a stirred solution of (5-amino-1 ,3-phenylene)dimethanol (1 .01 g, 6.59 mmol) in anhydrous dimethylformamide (16.48 ml_) and anhydrous tetrahydrofuran (16.48 ml). The resulting mixture was stirred for 18 hours at room temperature. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate (3 x 50 ml_). The organic extracts were washed with water and brine, then dried over anhydrous sodium sulfate. The solution was filtered and concentrated in vacuo and the resulting residue was purified by silica gel chromatography (ethyl acetate/hexanes) to obtain compound 2a as a white solid (0.70 g, 32percent yield). 1 H NMR (400 MHz, DMSO-d6: 59.90 (s, 1 H) 7.43 (s, 2H), 6.93 (s, 1 H), 5.16 (t, 2H, J = 5.7 Hz), 4.44 (d, 4H, J = 5.7 Hz), 2.43 (s, 3H), 2.41 -2.38 (m, 2H), 1 .92-1 .88 (m, 2H), 1 .29 (s, 6H). MS (m/z): found 330.0 (M = 1 )

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 71176-54-0, (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; IMMUNOGEN, INC.; VEIBY, Ole Peter; CHARI, Ravi, V. J.; LAMBERT, John M.; LAI, Katharine C.; HERBST, Robert W.; HILDERBRAND, Scott A.; (128 pag.)WO2017/136693; (2017); A1;,
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