Tag: M.W=0-100

Application of 3279-95-6 ,Some common heterocyclic compound, 3279-95-6, molecular formula is C2H7NO2, 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.

A four-neck 12 L round bottomed flask equipped with a mechanical stirrer, a thermocouple, an addition funnel, and a nitrogen inlet/outlet was charged with 7-(4-Bromo-2- fluoro-phenylamino)-6-methyl-5-oxo- 1,2,3, 5-tetrahydro-indolizine-8-carboxylic acid (I-2c: 400 g, 1.05 mol), PyBOP (707 g, 1.36 mol) and tetrahydrofuran (5.2 L) under nitrogen. The suspension was stirred at 17C for 5 minutes and triethylamine ( 176 mL, 1.26 mol) was added to the mixture. The mixture was stirred at 20C for 30 minutes and a solution was obtained. 2-(Aminooxy)ethanol (105 g, 1.36 mol) was added to the mixture. The resulting mixture was stirred at 20C for 30 minutes and then seeded with Compound 1 (0.3 g). The mixture was stirred at 20 C for 2 hours and filtered. The filter cake was rinsed with tetrahydrofuran (0.8 L) and dried in a vacuum oven at 40C/5 torr for 1 hour to yieldCompound 1 (370 g, 80%) as a white solid. [M+H] calculated for Ci8H1979BrFN304, 440; found, 440.1H NMR (DMSO-D6): delta 11.20 (s, 1H), 7.65 (s, 1H), 7.48 (d, 1H), 7.18 (d, 1H), 6.5 (t, 1H), 4.0 (t, 2H), 3.7 (t, 2H), 3.5 (s, 3H), 3.2 (t, 2H), 2. 14 (quin, 2H), 1.72 ( s, 3H).

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; NOVARTIS AG; WAYKOLE, Liladhar Murlidhar; KARPINSKI, Piotr H.; WO2011/67348; (2011); A2;,
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Application of 2516-33-8, 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. 2516-33-8, name is Cyclopropylmethanol, molecular formula is C4H8O, 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.

Step A: cyclopropylmethyl 2,5-dioxopyrrolidin-l-yl carbonate.To a stirred solution of cyclopropylmethanol (1.0 g, 13.8 mmol) in acetonitrile (15 mL) was added bis(2,5-dioxopyrrolidin-l-yl) carbonate (7.1 g, 27.7 mmol) and triethylamine (5.8 mL, 41.6 mmol). The reaction was stirred overnight, then quenched with saturated NaHC03 solution (aq.) and extracted with ethyl acetate (3 * 50 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to provide the title compound (3.2 g, quant.) as an amber oil: 1H NMR (300 MHz, CDC13) delta 4.16 (d, J= 7.5 Hz, 2H), 2.84 (s, 4H), 1.26 (m, 1H), 0.70- 0.64 (m, 2H), 0.40-0.35 (m, 2H).

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 2516-33-8, Cyclopropylmethanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MILLER, Michael; STAMFORD, Andrew; BASU, Kallol; WOOD, Harold, B.; DEMONG, Duane; SUN, Wanying; GARFUNKLE, Joie; MOYES, Christopher; HU, Zhiyong; LIU, Ping; EDMONDSON, Scott, D.; DAI, Xing; DUBOIS, Byron Gabriel; WO2012/173917; (2012); A1;,
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Related Products of 56-81-5, 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.56-81-5, name is Propane-1,2,3-triol, molecular formula is C3H8O3, molecular weight is 92.0938, as common compound, the synthetic route is as follows.

To a 1,4-dioxane solution (200 mL) containing glycerol(18.4 g, 0.20 mol) and vinyl benzoate (29.6 g, 0.20 mol),Lipozyme (30 g) was added, and the mixture was stirred for48 h at 55C. After removal of the enzyme by filtration, thereaction mixture was evaporated under reduced pressure andthe residue was partitioned between saturated brine and dichloromethane(100 mL each), and extracted with dichloromethane(3 60 mL). The combined organic layer waswashed with saturated brine, and dried over anhydrousNa2SO4. The extract was washed with hexane to removeunreacted vinyl benzoate. Subsequently, the extract was vacuumdried, affording 36 g of (±)-1 (75% yield) as a colorlessoil. IR (KBr), cm-1: 3600 – 3100, 3050, 1700, 1300, 690; 1HNMR (200 MHz, CDCl3) 3.64-3.86 (2H, m, C3H2), 4.04-4.14 (1H, m, C2H), 4.39-4.57 (2H, m, C1H2), 7.40-7.52 (2H,m, 2C7H), 7.56 (1H, m, C8H), 8.02-8.13 (2H, m, 2C6H); 13CNMR (CDCl3, 200MHz) 63.8 (C3), 65.5 (C1), 70.6 (C2),128.6 (2C7), 129.4 (2C6), 130.7 (C5), 133.1 (C8), 166.5(C4). EI-LR-MS, m/z, M+: 196.

Statistics shows that 56-81-5 is playing an increasingly important role. we look forward to future research findings about Propane-1,2,3-triol.

Reference:
Article; Rustoy, Eduardo M; Dana, Alejandro; Letters in Organic Chemistry; vol. 13; 1; (2016); p. 71 – 75;,
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Reference of 764-48-7 ,Some common heterocyclic compound, 764-48-7, molecular formula is C4H8O2, 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 a round bottom flask 1 L, 1,1′-thiocarbonyldiimidazole 3.6 g (20.2 mmol), 2-hydroxyethyl vinyl ether (95% purity) 1.9 mL (20.2 mmol) and toluene 60mL was added, 60 at was refluxed for 6 hours. Then allowed to cool to room temperature, potassium hydroxide 0.05g (0.89mmol) and benzyl mercaptan 2.4mL of (20.5 mmol) was added, and the mixture was refluxed for 6 hours again 60 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,764-48-7, its application will become more common.

Reference:
Patent; UNIVERSITYOF FUKUI; MARUZENPETROCHEMICAL COMPANY LIMITED; SUGIHARA, SHINJI; (22 pag.)JP5818142; (2015); B2;,
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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 3513-81-3, name is 2-Methylenepropane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H8O2

Example 7; 5-Cvclopropyl-2-(4-fluorophenyl)-6-rr(2-hvdroxy-1 ,2-oxaborolan-4- yl)methyll(methylsulfonyl)aminol-N-methyl-1 -benzofuran-3-carboxamide Step 1 : 3-chloro-2-(chloromethyl)prop-1 -eneA solution of thionyl chloride (290 g, 1 19 mmol) in DCM (200 mL) was added dropwise into a mixture of 2-methylenepropane-1 ,3-diol (88 g, 1 mol), dry pyridine (150 mL), and dry DCM (100 mL). The reaction mixture was heated to reflux with stirring for 3 hours and then allowed to stand overnight. The mixture was cooled to room temperature and poured into ice. The solution was neutralized with solid sodium bicarbonate and then extracted with diethyl ether(3 <0.6 L) followed by washing the ether extracts with dilute sulfuric acid. The combined organic layers were dried with anhydrous sodium sulfate, filtered, and concentrated in vacuo to give a residue which was fractionated to give 3-chloro-2- (chloromethyl)prop-l -ene (40.1 g, 32percent) as a colorless oil. With the rapid development of chemical substances, we look forward to future research findings about 3513-81-3. Reference:
Patent; GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; HAIGH, David; WO2012/67663; (2012); A1;,
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Synthetic Route of 56-81-5, 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. 56-81-5, name is Propane-1,2,3-triol, molecular formula is C3H8O3, 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.

To a 1,4-dioxane solution (200 mL) containing glycerol(18.4 g, 0.20 mol) and vinyl benzoate (29.6 g, 0.20 mol),Lipozyme (30 g) was added, and the mixture was stirred for48 h at 55C. After removal of the enzyme by filtration, thereaction mixture was evaporated under reduced pressure andthe residue was partitioned between saturated brine and dichloromethane(100 mL each), and extracted with dichloromethane(3 60 mL). The combined organic layer waswashed with saturated brine, and dried over anhydrousNa2SO4. The extract was washed with hexane to removeunreacted vinyl benzoate. Subsequently, the extract was vacuumdried, affording 36 g of (±)-1 (75% yield) as a colorlessoil. IR (KBr), cm-1: 3600 – 3100, 3050, 1700, 1300, 690; 1HNMR (200 MHz, CDCl3) 3.64-3.86 (2H, m, C3H2), 4.04-4.14 (1H, m, C2H), 4.39-4.57 (2H, m, C1H2), 7.40-7.52 (2H,m, 2C7H), 7.56 (1H, m, C8H), 8.02-8.13 (2H, m, 2C6H); 13CNMR (CDCl3, 200MHz) 63.8 (C3), 65.5 (C1), 70.6 (C2),128.6 (2C7), 129.4 (2C6), 130.7 (C5), 133.1 (C8), 166.5(C4). EI-LR-MS, m/z, M+: 196.

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 56-81-5, Propane-1,2,3-triol.

Reference:
Article; Rustoy, Eduardo M.; Dana, Alejandro; Letters in Organic Chemistry; vol. 13; 1; (2016); p. 71 – 75;,
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Synthetic Route of 33420-52-9 ,Some common heterocyclic compound, 33420-52-9, molecular formula is C3H6F2O, 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 tert-butyl 4-(1-(4-(methoxycarbonyl)-3-methylthiophen-2-yl)propylidene)piperidine-1-carboxylate (12.1 g, 31.9 mmol) was added HC1 in dioxane (30 mL, 120 mmol). After stirring for 30 min the reaction was evaporated to dryness to give the crude amine hydrochloride salt as a white solid foam. To a stirred solution of 2,2-difluoropropan-l-ol (16.3 g, 170 mmol) and pyridine (16.3 mL, 202 mmol) in CH3CN (250 mL) at 0 C in an ice bath was added dropwise Tf20 (28 mL, 166 mmol). The reaction was stirred for 30 min at 0 C, then added cold to a slurry of the above amine hydrochloride and K2C03 (46.8 g, 339 mmol) in CH3CN (100 mL). The reaction was rinsed down with CH3CN (50 mL). The reaction was allowed to warm to RT, heated to 50 C and stirred for 6 h. The reaction was evaporated to dryness under vacuum, taken up in DCM, washed with water, brine, dried (Na2S04), filtered, and concentrated under vacuum. The residue was purified by silica gel chromatography (Isco RediSep Rf Gold 120g, 5 to 15% EtOAc in hexanes). The pure fractions were combined and evaporated to dryness under vacuum to give methyl 5-(1-(1-(2,2- difluoropropyl)piperidin-4-ylidene)propyl)-4-methylthiophene-3 -carboxylate ( 10.05 g, 24.74 mmol, 78 % yield) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 8.03 (s, 1H), 3.86 (s, 3H), 2.70 (t, J=12.6 Hz, 4H), 2.57 – 2.43 (m, 4H), 2.32 (br. s., 2H), 2.25 (s, 3H), 2.06 (br. s., 2H), 1.67 (t, J=18.8 Hz, 3H), 0.94 (t, J=7.5 Hz, 3H). MS(ES) [M+H]+ 358.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33420-52-9, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; NEWLANDER, Kenneth Allen; TIAN, Xinrong; (112 pag.)WO2016/66697; (2016); A1;,
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Related Products of 2516-33-8, 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 2516-33-8, name is Cyclopropylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of cyclopropanemethanol (1.00 g, 0.90 mL, 13.87 mmol) and pyridine (1.43 g, 1.45 mL, 18.03 mmol) in acetonitrile (80 mL) was added N,N’-disuccinimidyl carbonate (4.62 g, 18.03 mmol) in one portion and the solution was heated to 40 C. for 4 h. After cooling to room temperature, the solvent was evaporated to dryness and the residue was taken up in dichloromethane (150 mL), washed with saturated aqueous sodium bicarbonate (2×150 mL) and saturated brine (100 mL), dried (MgSO4) and concentrated to afford cyclopropanemethanol-(CO.N-hydroxysuccinimide) (2.93 g, 99%), as a colourless oil that was used without further purification.

According to the analysis of related databases, 2516-33-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHIRE LLC; US2012/65152; (2012); A1;,
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Application of 124-68-5, 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. 124-68-5, name is 2-Amino-2-methyl-1-propanol, molecular formula is C4H11NO, 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.

Intermediate 12: tert-butyl (l-hydroxy-2-meth lpropan-2-yl)carbamate – Preparation 2 To a solution of 2-amino-2-methylpropan-l-ol (500 g, 5.61 mol, Alfa) in THF (3.0 L) and water (1.0 L) was added Na2C03 (10.11 g, 95 mmol) and sodium bicarbonate (10.37 g, 123 mmol) and stirring continued at 0 QC. di-ferf-Butyl dicarbonate (1.56 L, 6.7 mol) was added. The reaction mixture was stirred at RT for 18 h. The THF layer was separated and the aqueous layer extracted with ethyl acetate (1.5 L). The combined organic layers were washed with brine solution (2 x 2 L), were dried over anhydrous Na2S04 and then concentrated under reduced pressure to afford crude title compound. The crude material was dissolved in petroleum ether (750 mL) and cooled to -50 C. The resulting solid was filtered and washed with petroleum ether to give the title compound (750 g) as a white solid. (0250) *H NMR (400 MHz, DMSO-d6) delta: 6.08 (1H, s), 4.67 (1H, t), 3.29 (2H, s), 1.37 (9H, s), 1.13 (6H, s).

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 124-68-5, 2-Amino-2-methyl-1-propanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; PATEL, Vipulkumar Kantibhai; LIVIA, Stefano; (126 pag.)WO2016/12916; (2016); A1;,
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Electric Literature of 2516-33-8, 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. 2516-33-8, name is Cyclopropylmethanol, molecular formula is C4H8O, 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.

b) 5-Bromo-6-cyclopropylmethoxy-pyridine-2-carboxylic acid Sodium hydride (4.83 g, 0.12 mol) was added into cyclopropanemethanol (CAN 2516-33- 8, 30 g) at 0 C and the mixture was stirred at 0 C for 1 h. Then to the mixture was added methyl 5-bromo-6-chloro-pyridine-2-carboxylic acid methyl ester (3 g, 12.75 mmol). The obtained solution was heated to 90 C for 2 h. Then the mixture was evaporated to dryness, the residue was dissolved in 40 mL of water, and adjusted to pH = 4 with hydrochloric acid (3 N), and extracted with ethyl acetate (3 x 30 mL). The combined organic layer was washed with water (2 x 30 mL) and brine (2 x 50 mL) then evaporated to dryness to obtain the product as a white solid (2.5 g, 76.7%); MS (EI): m/e = 272.0 [MH+] .

According to the analysis of related databases, 2516-33-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BENDELS, Stefanie; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHAFFTER, Ernst; SCHULZ-GASCH, Tanja; WO2014/86806; (2014); A1;,
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