Tag: M.W=100-200

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, name: Tetrahydro-2H-thiopyran-4-ol, blongs to alcohols-buliding-blocks compound. name: Tetrahydro-2H-thiopyran-4-ol

Tetrahydro-2H-thiopyran-4-ol 23a (350 mg, 2.97 mmol, prepared by a method disclosed in EP Patent Application Publication EP1466898 A1) was placed in a reaction flask, followed by addition of triethylamine (606 mg, 5.94 mmol), 4-dimethylaminopyridine (36 mg, 0.30 mmol), 20 mL of dichloromethane, and p-toluenesulfonyl chloride (848 mg, 4.45 mmol). After reacting for 12 hours, the reaction solution was mixed with 30 mL of water, and left to stand and separate. The aqueous phase was then extracted with dichloromethane (10 mL*2). The organic phases were combined, washed with saturated sodium chloride solution (30 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography with elution system B to obtain the title compound tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate 23b (556 mg, yield 68.9%) as a white solid.

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; Shanghai Hengrui Pharmaceutical Co., Ltd.; Jiangsu Hengrui Medicine Co., Ltd.; Lu, Hejun; Sun, Piaoyang; Fei, Hongbo; Jiang, Hongjian; Wang, Haowei; Dong, Qing; US2015/225381; (2015); A1;,
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Electric Literature of 445-26-1, 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 445-26-1, name is 1-(2-Fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 126 1-(2-Fluorophenyl)ethyl N-{2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}carbamate 2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline (83 mg) was added to toluene/triethylamine = 10/1 (8 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (134 mg)in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 2-fluoro-alpha-methylbenzyl alcohol (55 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (60 mg, yield 45%). 1H-NMR (CDCl3, 400 MHz): 8.80 (1H, s), 8.37 (1H, d, J = 9.2 Hz), 8.15 (1H, s), 7.58 (1H, s), 7.43 – 7.52 (1H, m), 7.32 (1H, d, J = 2.7 Hz), 7.28 – 7.35 (1H, m), 7.15 – 7.20 (2H, m), 7.06 – 7.11 (1H, m), 6.19 (1H, q, J = 6.6 Hz), 4.19 (3H, s), 4.12 (3H, s), 1.66 (3H, d, J = 6.6 Hz) Mass spectrometry value (ESI-MS, m/z): 499 (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 445-26-1, 1-(2-Fluorophenyl)ethanol.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4254-29-9, 2,3-Dihydro-1H-inden-2-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, Recommanded Product: 4254-29-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 4254-29-9

2-hydroxy indan (100 g) was dissolved in 1,2-dichloroethane (400 ml) and added to thionyl chloride (125 g) slowly over a period of an hour. Temperature was maintained at less than 10 C. Thereafter, the reaction mass was slowly heated and refluxed till the completion of the reaction. The reaction was monitored by TLC. The reaction mass was cooled to room temperature and poured in to ice water, stirred for 1 hour and organic layer was separated. The aqueous layer was extracted with dichloroethane. Organic layers were combined and washed with water, sodium bicarbonate solution and dried over anhydrous sodium sulphate. Solvent was distilled out completely and the crude product was distilled under vacuum to obtain 2-chloroindan as a colorless liquid (118 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4254-29-9, 2,3-Dihydro-1H-inden-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; REDDY, G. Pratap; SUNKU, Venkataiah; BABU, Sunkaraneni Suresh; (14 pag.)US2018/215714; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 17849-38-6, 2-Chlorobenzyl alcohol, 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, Recommanded Product: 2-Chlorobenzyl alcohol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 2-Chlorobenzyl alcohol

a) 100 ml of HBr (48%) were heated to 90 and treated portionwise with 1.43 g (0.01 mol) of 2-chlorobenzyl alcohol. The mixture was stirred for 1/4 hr. and then cooled to room temperature. The mixture was extracted with ethyl acetate and the organic phase was washed with water and saturated sodium chloride solution and dried over sodium sulfate. 1.75g (85%) of 2-chlorobenzyl bromide were obtained as a slightly turbid, colorless oil; b.p. 130/30 mmHg.

The synthetic route of 17849-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US5753679; (1998); A;,
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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 27489-62-9, name is trans-4-Aminocyclohexanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of trans-4-Aminocyclohexanol

In a round bottom flask fitted with a condenser, a mixture of 4- aminocyclohexan-1-ol (1.219 g, 10.58 mmol), 2,4-dichlorofuro[3,2-d]pyrimidine (2.000 g, 10.58 mmol), Hunig’s base (2.735 g, 3.686 mL, 21.16 mmol), and iPrOH (26.38 mL) was heated to 100 C for 16 h. The solvent was removed, and the crude residue was partitioned between EtOAc and saturated aqueous NH4Cl. The layers were separated, and the aqueous further extracted with EtOAc (2x). The combined organics were dried (Na2SO4), filtered and concentrated to furnish an orange solid. 1H NMR (CDCl3) shows clean desired 4-[(2-chlorofuro[3,2-d]pyrimidin-4- yl)amino]cyclohexanol (2.659 g, 9.932 mmol, 93.89%) along with residual EtOAc. Dried under vacuum overnight and carried forward as is. 1H NMR (400 MHz, CDCl3) delta 7.73 (d, J = 1.7 Hz, 1H), 6.78 (d, J = 2.1 Hz, 1H), 5.09 (s, 1H), 4.20 – 4.08 (m, 1H), 3.78 – 3.61 (m, 1H), 2.19 (d, J = 11.5 Hz, 2H), 2.05 (d, J = 10.8 Hz, 2H), 1.66 – 1.45 (m, 4H), 1.45 – 1.30 (m, 2H). ESI-MS m/z calc.267.07745, found 268.15 (M+1)+; Retention time: 0.56 minutes.

With the rapid development of chemical substances, we look forward to future research findings about 27489-62-9.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; MAXWELL, John, Patrick; JACKSON, Katrina, Lee; TANG, Qing; MORRIS, Mark, A.; RONKIN, Steven, M.; XU, Jinwang; COTTRELL, Kevin, M.; CHARIFSON, Paul, S.; (280 pag.)WO2019/143678; (2019); A1;,
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Application of 3840-31-1, 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 3840-31-1 as follows.

The reactants used are 3,4,5-trimethoxybenzyl alcohol (i.e., R1 in formula (I) is 3, 4, 5 and 3Oxy) 1.0 mmol (198.2 mg), the experimental procedure and procedure were the same as in Example 1, aqueous ammonia (1.8 mol / L)The amount of catalyst used in cuprous bromide is5 mol% (7.2 mg), the amount of TEMPO was 5 mol% (7.8 mg), the reaction temperature was 100 C,The reaction time was 20 h and the crude product was purified by column chromatography (petroleum ether: ethyl acetate = 10: 1) to give pure target product with 185.5 mg yield of 96%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3840-31-1, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Zhang Guofu; Zhao Yiyong; Zhang Guihua; Ding Chengrong; Yu Yidong; Lv Jinghui; (10 pag.)CN106866326; (2017); A;,
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Synthetic Route of 873-76-7, 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 873-76-7 as follows.

General procedure: Aq ammonia (28%, 0.5 mmol), the appropriate alcohol 10 (3.4mmol), the catalyst 3 (1 mol% Ir), and the phthalate pH standard solution(0.5 mL, pH 4.01) were mixed in a microwave vial tube at 23 C under air. The vial was sealed with a cap, and the reactionmixture was stirred at 150 C for 24 h in a microwave reactor (25-32 W). After cooling to 23 C, aq NaOH (0.1 M, 1 mL) was addedto the mixture and extracted with EtOAc (3 × 2 mL). The combinedorganic layers were concentrated. The crude product was purifiedby column chromatography over silica gel eluting with hexane-EtOAc (98:2 to 9:1) or CHCl3 to afford the corresponding N-alkylatedamine 11l,o-s

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,873-76-7, its application will become more common.

Reference:
Article; Yamada, Yoichim. A.; Ohta, Hidetoshi; Yuyama, Yoshinari; Uozumi, Yasuhiro; Synthesis; vol. 45; 15; (2013); p. 2093 – 2100;,
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Reference of 2968-93-6, 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 2968-93-6, name is 2-(4-(Trifluoromethyl)phenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

0.5 g (1.71 mmol) of 2,4-dichloro-5- (2,2,2-trifluoroethylsulfinyl) phenol,0.38 g (1.74 mmol) of 2- (4-trifluoromethylphenyl) ethanol and 0.49 g (1.87 mmol) of triphenylphosphine in 30 ml of tetrahydrofuran at room temperature was added 0.38 g (1. 87 mmol) was added and the mixture was stirred for 16 hours. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography (developing solvent, n-hexane: ethyl acetate = 5: 1) to obtain 0.41 g (yield 52%) of the objective compound.

According to the analysis of related databases, 2968-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kumai Chemical Industry CO Ltd; Ito, Seisuke; Matsuda, Takeshi; Mukawa, Shigeyuki; (47 pag.)JP2015/160813; (2015); 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. 3068-00-6, name is 1,2,4-Butanetriol, the common compound, a new synthetic route is introduced below. Product Details of 3068-00-6

A 100 mL RBF was charged with dilinolenyl ketone (Compound 7) (4.2 g, 8.2 mmol), 1,2,4-butanetriol (3.4 g, 32 mmol), PPTS (200 mg, 0.8 mmol) and a stir bar. The flask was flushed with nitrogen and anhydrous toluene (60 mL) added. The reaction vessel was fitted with a Dean Stark tube and condenser and brought to reflux and the reaction was left overnight. After cooling to room temperature, the reaction mixture diluted with toluene (50 mL), and washed with 5% aq. Na2C03 (2 chi 50 mL), water (50 mL), dried (MgS04) and purified by chromatography to yield 3.0 g (4.9 mmol, 59%) of the ketal.

The synthetic route of 3068-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTIVA BIOTHERAPEUTICS, INC; HEYES, James; WOOD, Mark; MARTIN, Alan; WO2011/141704; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 16700-55-3, (2,6-Dimethoxyphenyl)methanol, 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, Quality Control of (2,6-Dimethoxyphenyl)methanol, blongs to alcohols-buliding-blocks compound. Quality Control of (2,6-Dimethoxyphenyl)methanol

Step A Synthesis of 2,6-dimethoxyphenylmethyl bromide as an intermediate After a mixture of 5.7 grams (0.034 mole) of 2,6-dimethoxyphenylmethanol in 40 mL of concentrated hydrobromic acid was stirred at ambient temperature for about one hour, the reaction mixture was taken up in diethyl ether. Solid sodium chloride was added to the mixture to obtain a phase separation. The organic layer was separated and concentrated under reduced pressure, yielding about 4.7 grams of 2,6-dimethoxyphenylmethyl bromide. This compound was used immediately in the next reaction.

The synthetic route of 16700-55-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FMC Corporation; US5569664; (1996); A;; ; Patent; FMC Corporation; US5639763; (1997); A;,
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