Month: October 2020

The common heterocyclic compound, 870-72-4, name is Hydroxymethanesulfonic Acid Sodium Salt, molecular formula is CH3NaO4S, 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. 870-72-4

a) 28.1 parts of 4-(beta-sulfatoethylsulfonyl)-aniline are suspended in 70 parts of ice/water and 18 parts of 30% strength hydrochloric acid and diazotized by dropwise addition of 17.5 parts of 40% strength sodium nitrite solution. Following removal of the excess nitrite with amidosulfonic acid solution, the resulting diazo suspension is admixed with an aqueous solution of 33.3 parts of 4-hydroxy-7-(sulfomethyl-amino)-naphthalene-2-sulfonic acid, which has been obtained by reaction of 23.9 parts of 7-amino-4-hydroxy-naphthalene-2-sulfonic acid with 15 parts of formaldehyde-sodium bisulfite in aqueous medium at a pH of 5.5-6 and at 45 C., and is adjusted to a pH of 1.5 using solid sodium hydrogen carbonate. This is followed by stirring at a pH of 1.5 and at 15-20 C. until the acidic coupling reaction is at an end.

The synthetic route of 870-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DYSTAR COLOURS DEUTSCHLAND GMBH; US2011/283465; (2011); A1;,
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311-86-4, 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. 311-86-4, name is 2-Bromo-3,3,3-trifluoropropan-1-ol, molecular formula is C3H4BrF3O, 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 cold mixture of triphosgene (0.9 equiv.) and 2-bromo-3,3,3-trifluoropropan-1-ol (2equiv.) in THF was added pyridine (2 equiv.). The mixture was stirred at 0 C for 30 mm. In a separate flask, a suspension of Intermediate 2 (1 equiv.) in pyridine (2 equiv.) was cooled to 0C. To this suspension was added the mixture of triphosgene and bromopropanol via syringe, and the resulting mixture was heated to 60 C for 24 h. Contents were concentrated in vacuo, and the residue was diluted with ethyl acetate and washed with iN HC1 solution. The organic layer was dried over Mg504, filtered, and concentrated in vacuo to give a crude oil. The oil was purified via silica gel chromatography utilizing a 0-100% ethyl acetate/hexanes gradient todeliver the desired carbamate intermediate, 2-bromo-3,3,3-trifluoropropyl(2-( 1 -(2-fluorobenzyl)-5 -(isoxazol-3 -yl)- 1 H-pyrazol-3 -yl)pyrimidin-4-yl) carbamate (77 mg, 4% yield) as a light brown oil.1H NMR (500 MHz, CDC13) oe ppm 8.46 – 8.48 (m, 1 H), 8.07 (br. s., 1 H), 7.86 (d, 1 H), 7.44 -7.47 (m, 1 H), 7.17 – 7.24 (m, 1 H), 7.00 – 7.07 (m, 1 H), 6.93 – 7.00 (m, 1 H), 6.78 – 6.85 (m, 1 H), 6.57 – 6.62 (m, 1 H), 6.02 (s, 2 H), 4.28 (quind, 1 H), 3.93 – 4.15 (m, 2 H).

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. 311-86-4, 2-Bromo-3,3,3-trifluoropropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NAKAI, Takashi; MOORE, Joel; PERL, Nicholas Robert; IYENGAR, Rajesh R.; MERMERIAN, Ara; IM, G-Yoon Jamie; LEE, Thomas Wai-Ho; HUDSON, Colleen; RENNIE, Glen Robert; JIA, James; RENHOWE, Paul Allen; BARDEN, Timothy Claude; YU, Xiang Y; SHEPPECK, James Edward; IYER, Karthik; JUNG, Joon; WO2014/144100; (2014); A2;,
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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. 402-63-1, name is 1-(3-Fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 402-63-1

In a round-bottomed flask, 400 mg of (S)-2-chloro-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one (Example 1d) are introduced into 20 ml of tetrahydrofuran, 1.6 g of resin-supported triphenylphosphine (3 mmol/g) and 663 mg of 1-(3-fluorophenyl)ethanol. The reaction mixture is then stirred at ambient temperature for 5 minutes, before the addition of 0.790 ml of diethyl azodicarboxylate. After stirring for 1 hour at ambient temperature, the reaction mixture is filtered and the filtrate is concentrated under reduced pressure.The residue is taken up with ethyl acetate and water. The organic phase is separated and then dried over magnesium sulphate, filtered, and concentrated under reduced pressure. After purification by silica chromatography (eluent: CH2Cl2/EtOAc 96/04), 150 mg of (S)-2-chloro-1-[1-(3-fluorophenyl)ethyl]-8-trifluoromethyl-1,6,7,8-tetrahydropyrimido[1,2-a]pyrimidin-4-one are obtained, in the form of a single diastereoisomer (undetermined configuration on the phenethyl chain).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,402-63-1, 1-(3-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Sanofi; Baku, Eritsuku; Bulolo, Morice; Cross, Annie; El Amado, Youssef; Fuiroshiyu, Lom Brunnow; Array, Frank; Carlson, Carl Andreas; Marciniak, Gilbert; Ronan, Baptiste; Shio, Laulan; Bibe, Bertrand; Viviani, Fabrice; Zimerman, Andre; (90 pag.)JP5655070; (2015); B2;,
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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.355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, molecular formula is C5H4F8O, molecular weight is 232.0719, as common compound, the synthetic route is as follows.355-80-6

General procedure: To 100 mg compound 2 (0.54 mmol) suspended in 5 mL CH2Cl2 was added 0.5 mL oxalyl chloride (0.27 mmol) slowly. The mixturewas reacted under room temperature for 1 h. Solvent was distilled under reduced pressure, residue dissolved in 2 mL CH2Cl2 and dropwised to a mixture containing 0.6 mmol relevant ROH, 1.8 mmol triethylamine and 5 mL CH2Cl2. The mixture was reacted underroom temperature and monitored by TLC to the end of reaction, solvent distilled, residue recrystallization from ethyl acetate and hexane affords target compounds.

Statistics shows that 355-80-6 is playing an increasingly important role. we look forward to future research findings about 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol.

Reference:
Article; Du, Qing-Shan; Shi, Yan-Xia; Li, Peng-Fei; Zhao, Zhen-Jiang; Zhu, Wei-Ping; Qian, Xu-Hong; Li, Bao-Ju; Xu, Yu-Fang; Chinese Chemical Letters; vol. 24; 11; (2013); p. 967 – 969;,
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A common compound: 395-23-3, name is Phenyl(4-(trifluoromethyl)phenyl)methanol,molecular formula is C14H11F3O, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 395-23-3

The aerobic oxidation proceeded in a 50 mL round bottom with amagnetic stirring bar in it. In the 1st step, certain amount of NHPI andAIBN were mixed with certain amount of cyclohexanone and benzhydrol(6 mmol, 1.1 g) in AcOEt (3 mL), the flask was purged with pureoxygen for three times by a membrane pump, after which it was heatedto 75 C by oil bath for 22 h. In the 2nd step, the temperature of reactionsolution was lowered to 45 C and certain amount of CAN and HFIP(20 g, 12.5 mL) were added and stirred under oxygen for 10 h. Thereaction was analyzed by a Shimadzu gas chromatography instrument(GC-2010) which was equipped with a capillary column (HP-1, 30mlength, 0.25mm diameter, 0.25 mum film) and a FID detector. Biphenylwas used as the internal standard compound. GC-MS tests were conductedwith a Shimadzu GCMS-QP2010 instrument.

With the rapid development of chemical substances, we look forward to future research findings about 395-23-3.

Reference:
Article; Du, Renfeng; Li, Haoran; Wang, Yongtao; Yao, Jia; Yuan, Haoran; Zhao, Chenxuan; vol. 490; (2020);,
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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 115-20-8 as follows., 115-20-8

General procedure: A typical procedure was as follows. Vinyl acetate (5.0mmol), benzyl alcohol (1.0mmol), and solvent (2.0mL) were added to a glass ampoule which had been degassed and filled with nitrogen. A solution of TBZL (0.1mmol) in THF was added under a nitrogen atmosphere to the ampoule placed in a constant-temperature bath. Then the mixture was kept at 25 or 0C and stirred. After a prescribed period, the mixture was diluted with CDCl3 and transformed in a NMR tube. Conversion of the reaction was determined by 1H NMR at 400MHz.

The chemical industry reduces the impact on the environment during synthesis 115-20-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Oshimura, Miyuki; Oda, Yuki; Kondoh, Keita; Hirano, Tomohiro; Ute, Koichi; Tetrahedron Letters; vol. 57; 19; (2016); p. 2070 – 2073;,
Alcohol – Wikipedia,
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456-47-3, 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 456-47-3, name is 3-Fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: NaH (60% in mineral oil, 0.04 g, 1 mmol) was added to a stirredsolution of the appropriate benzyl alcohol derivative (1 mmol) inanhydrous DMF (3 mL) at room temperature and stirring wascontinued for 1 h. Commercially available 2-amino-3-chloropyrazine (0.13 g, 1 mmol) was added to the reactionmixture which was further stirred at 100 C for 15 h. After cooling,the solvent was evaporated and the residue was partitioned betweenwater and dichloromethane. The organic layer was driedover anhydrous Na2SO4, filtered, and concentrated. The residuewaspurified by flash column chromatography (SiO2, EA/n-Hex 1/5).

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 456-47-3, 3-Fluorobenzyl alcohol.

Reference:
Article; Elkamhawy, Ahmed; Park, Jung-eun; Hassan, Ahmed H.E.; Pae, Ae Nim; Lee, Jiyoun; Paik, Sora; Park, Beoung-Geon; Roh, Eun Joo; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 268 – 278;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 64431-96-5, name is 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol). A new synthetic method of this compound is introduced below., 64431-96-5

As shown in Scheme 8, reaction of 2 equivalents of TPO chloride (2) with Bis-tris propane (8) in the presence of K2C03 in acetonitrile under reflux gives water soluble photo initiator VIII.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64431-96-5, 2,2′-(Propane-1,3-diylbis(azanediyl))bis(2-(hydroxymethyl)propane-1,3-diol), and friends who are interested can also refer to it.

Reference:
Patent; HEWLETT-PACKARD DEVELOPMENT COMPANY, L.P.; ZHOU, Zhang-Lin; (44 pag.)WO2018/143928; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 647-42-7, 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-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, 647-42-7, blongs to alcohols-buliding-blocks compound. 647-42-7

General procedure: A dry flask was charged with THF (9 mL), NaOH pellets (0.48 g, 12 mmol), and perfluorohexylethanol or perfluoroheptylmethanol (3 mmol). The flask was immersed in an ice-bath and the contents stirred for 10 min. Propargyl bromide (0.54 g, 4.5 mmol) was added dropwise and the reaction mixture stirred and gradually allowed to warm to r.t. over 24 h. The reaction mixture was poured into Et2O (20 mL) and water (50 mL), the layers separated and the aqueous layer extracted with more Et2O (3 ¡Á 20 mL). The combined organic extracts were washed with 10% HCl soln. followed by sat. aq. NaHCO3 and brine, and then dried over Na2SO4. Column chromatography (silica gel, Et2O/LP, 10:90) followed by Kulgelrohr distillation gave the desired products.

With the rapid development of chemical substances, we look forward to future research findings about 647-42-7.

Reference:
Article; Francis, Dominic V.; Miles, D. Howard; Mohammed, Adnan I.; Read, Roger W.; Wang, Xiaobei; Journal of Fluorine Chemistry; vol. 132; 11; (2011); p. 898 – 906;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 4415-82-1, Cyclobutylmethanol, 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, 4415-82-1, blongs to alcohols-buliding-blocks compound. 4415-82-1

Synthesis of 4-Cyclobutylmethoxy-1 H-indole-2-carboxylic acid (16a):(1) Step A: 4-Cyclobutylmethoxy-1 H-indole-2-carboxylic acid ethyl ester (15a); DEAD (2.1 ml, 13.65 mmol) is slowly added to a solution of 4-hydroxy-1 H-indole-2-carboxylic acid ethyl ester (2 g, 9.75 mmol), triphenylphosphine (3.58 g, 13.65 mmol) and cyclobutyl- methanol (1.25 ml, 12.26 mmol) in 20 ml of THF, so that the temperature always remains beiow 3O0C. Stirring is continued for 2 hours and the solvent is then evaporated. The crude residue is purified by chromatography (cyclohexane: EtOAc / 95:5).MS (ESI): 274.2 [M+H]+, 1 H-NMR (CDCI3): delta (ppm) 8.83 (s, 1 H), 7.35 (s, 1 H)1 7.21 (t, 1 H), 6.98 (d, 1 H), 6.49 (d, 1 H), 4.4 (q, 2H), 4.07 (d, 2H), 2.85 (m, 1 H), 2.17 (m, 2H), 1.95 (m, 4H), 1.42 (t, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 4415-82-1.

Reference:
Patent; NOVARTIS AG; WO2008/101905; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts