Month: February 2021

Synthetic Route of 517-21-5, 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. 517-21-5, name is Sodium 1,2-dihydroxyethane-1,2-disulfonate. A new synthetic method of this compound is introduced below.

Zinc powder (2.18 g, 33.4 mmol) was added to a mixture of 2-(benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-cyano-benzoic acid methyl ester (1.25 g, 3.34 mmol) and ACOH (20 mL), and the resulting mixture was heated at 50 C. for 2 h with vigorous stirring. The mixture was filtered through a pad of diatomaceous earth, rinsed with methanol, and concentrated to a yellow solid. This material was dissolved in methanol (15 mL) and added to a mixture of glyoxal sodium bisulfite adduct (2.70 g, 10.0 mmol), AcOH (0.9 mL), NaOAc (0.27 g, 3.3 mmol), and H2O (4.5 mL). The reaction was allowed to proceed at reflux for 3 h. The resulting mixture was diluted with DCM and filtered through a pad of diatomaceous earth, rinsing with DCM. The filtrate was washed with H2O, dried over MgSO4, concentrated, and purified by flash chromatography (hexanes/EtOAc) to provide the title compound (0.28 g, 23%). TLC (silica, 50% EtOAc/hexanes): Rf=0.13. MS (ESI): mass calculated for C17H12N4O4S, 368.1; m/z found, 367 [M-H]-. HPLC (reverse phase): RT=8.72 min. 1H NMR (400 MHz, CDCl3): 11.42 (s, 1H), 8.96 (dd, J=4.4, 1.8 Hz, 2H), 8.63 (dd, J=7.4, 1.4 Hz, 1H), 8.36 (dd, J=8.5, 1.4 Hz, 1H), 8.16 (d, J=1.4 Hz, 1H), 7.97-7.90 (m, 2H), 7.20 (dd, J=8.2, 1.5 Hz, 1H), 3.94 (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,517-21-5, its application will become more common.

Reference:
Patent; Allison, Brett D.; Hack, Michael D.; Phuong, Victor K.; Rabinowitz, Michael H.; Rosen, Mark D.; US2005/38032; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 7287-81-2, 1-(m-Tolyl)ethanol, 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 1-(m-Tolyl)ethanol, blongs to alcohols-buliding-blocks compound. Safety of 1-(m-Tolyl)ethanol

In the glove box, the -1 – methyl methyl phenyl ethyl alcohol (1.0 mmol), [Cu6 (Pyt)6 ] (0.1 mmol), KOH (1.0 mmol) is added to the test tube with the magnetic coil in the has, then adding 2.0 ml dry toluene solvent. After the sealed reaction tube, is taken out of the glove box. Toward the nozzle leads into the small and stable and low production, stable air flow after such as, for 70 C reaction under 24 h; after the reaction, extracted with ethyl acetate (3 ¡Á 5 ml), the combined organic phase, dried with anhydrous sodium sulfate, filtered, concentrated filtrate for rotary evaporator, and then separating and purifying column law silica gel chromatography, to obtain the target product methyl methyl acetophenone (yield 93%).

The synthetic route of 7287-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University; Li, Hongxi; Tan, Dawei; Li, Haiyan; Lang, Jianping; (15 pag.)CN106588957; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, the common compound, a new synthetic route is introduced below. Application In Synthesis of 1,1-Bis(Hydroxymethyl)cyclopropane

(0236) To a stirred solution of (1-hydroxymethyl-cyclopropyl)-methanol (Combi-blocks, 10.0 g, 97.9 mmol) and triethylamine (22.0 g, 220 mmol) in DCM (120 mL) at -5 C. was added thionyl chloride (13.0 g, 110 mmol) dropwise over 30 min. The resulting suspension was stirred at -5 C. for an additional 2 h and then diluted with water (100 mL). The organic phase was separated, washed with brine, dried over sodium sulfate and filtered. The filtrate was dried under reduced pressure to give 5,7-dioxa-6-thia-spiro[2.5]octane 6-oxide as a white solid (13.5 g, 93%). 1HNMR (CDCl3, 300 MHz): delta 5.26-5.30 (d, 2H, J=11.4 Hz), 3.06-3.10 (d, 2H, J=11.7 Hz), 0.84-0.89 (m, 2H), 0.49-0.54 (m, 2H).

The synthetic route of 39590-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUDSON BIOPHARMA INC.; Chen, Yi; Ding, Qingjie (Jack); Sun, Yang-sheng; US2015/322076; (2015); A1;,
Alcohol – Wikipedia,
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Reference of 23147-58-2, 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.23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.

Conversions of Glycolaldehyde: EXAMPLES 1 to 12 An electrically heated 160 ml autoclave (Hastelloy) with a mechanical magnet-coupled stirrer was initially charged with 3 g of commercial dimeric glycolaldehyde (50 mmol, calculated as the monomer) in the particular solvent (20 ml). Subsequently, the amount of the activated catalyst specified in Table 1 was added under an inert gas atmosphere, suspended in 10 ml of THF.

The chemical industry reduces the impact on the environment during synthesis 23147-58-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BASF SE; US2012/271068; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 1805-32-9, 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. 1805-32-9, name is 3,4-Dichlorobenzyl alcohol, molecular formula is C7H6Cl2O, 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.

(3,4-Dichlorophenyl)methanol 7a (500 mg, 2.84 mmol) and triethylamine (860 mg, 8.52 mmol) were dissolved in 10 mL of dichloromethane, and methanesulfonyl chloride (481 mg, 4.26 mmol) was added dropwise at 0 C. ), react at room temperature for 6 hours. Add 50mL of 10% citric acid solution, extract with dichloromethane (50mL ¡Á 3), and combine the organic phase, wash with saturated sodium bicarbonate solution (50mL) and saturated sodium chloride solution (50mL ¡Á 1), the organic phase is anhydrous Drying over sodium sulfate and concentrating under reduced pressure afforded 3,4-dichlorobenzyl methanesulfonate 7b (724 mg, white solid).

According to the analysis of related databases, 1805-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Haizheng Pharmaceutical Co., Ltd.; Guan Dongliang; Wang Zhongli; Bai Hua; Liu Zhubo; Meng Lichen; Zhao Weifeng; Ling Long; Wang Yan; (78 pag.)CN109574927; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 1562-00-1, name is Sodium isethionate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C2H5NaO4S

Example 5; [TMA][ise]; [TMA][ise] is an ionic liquid comprised of tetramethylammonium (TMA) as the cation, and isethionate (ise) as the anion. In a manner similar to Example 3, a 1-neck round bottom flask holding an aqueous solution of [TMA][OH].5 H2O (9.094 g, 50 mmol) was fitted with a pH probe such that the probe extended below the level of the batch. The pH was adjusted from 14.68 to 5.49 by the addition of 1.44 M sulfuric acid (17.8 mL, 26 mmol) around the probe with stirring, whereupon sodium isethionate (7.438 g, 50 mmol) dissolved in a minimal amount of 2:1 alcohol-water (about 40 mL) was added. 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 [TMA][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 [TMA][ise] (10.098 g, 51 mmol, 102%) as an ionic liquid. The ionic liquid of Example 5 was solid at ambient conditions, liquid when contained in a sample vial immersed in an 80 C. water bath, and liquid in a relative humidity (RH) chamber maintained above ambient humidity but below 40% RH.

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, 1562-00-1, Sodium isethionate.

Reference:
Patent; FLUIDIC, INC.; US2012/321967; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3637-61-4, Cyclopentanemethanol, 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: Cyclopentanemethanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: Cyclopentanemethanol

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 0 C. for 5 h, poured into water (200 mL), and extracted with methylene chloride (3¡Á50 mL). The combined organic layers were washed with 1 M HCl (3¡Á20 mL) and brine (2¡Á20 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 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. (110 Torr) was collected to give iodomethylcyclopentane. Yield: 13.8 g (41%). 1H-NMR (CDCl3, delta ppm): 3.21 (d, J=6.9 Hz, 2H); 2.18 (hept, J=7.5 Hz, 1H); 1.95-1.45 (m, 6H); 1.35-1.11 (m, 2H).

The synthetic route of 3637-61-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novo Nordisk A/S; US2008/139562; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 3973-18-0 ,Some common heterocyclic compound, 3973-18-0, molecular formula is C5H8O2, 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 stirred solution of 2-(prop-2-yn-1-yloxy)ethanol (7.90 g, 78.9 mmol) in DCM (80.0 mL) was added TEA (15.9 g, 158 mmol) followed by the addition of a solution of methanesulfonyl chloride (13.6 g, 119 mmol) at 0 C under nitrogen atmosphere. The resulting solution was stirred for additional 2 h at room temperature. Upon completion, the reaction was quenched with water (100 mL) at 0 C. The mixture was extracted with EtOAc (2 x 100 mL). The combined organic phase was washed with brine (100 mL), dried with anhydrous Na2SO4 and filtered. The filtrate was concentrated under reduced pressure to afford 2-(prop-2-yn-1-yloxy)ethyl methanesulfonate (14.0 g, 99 %) as a colorless oil. 1H NMR (400 MHz, DMSO-d6) d 4.37-4.28 (m, 2H), 4.21 (d, J = 2.4 Hz, 2H), 3.76-3.63 (m, 2H), 3.53-3.42 (m, 1H), 3.19 (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,3973-18-0, its application will become more common.

Reference:
Patent; KYMERA THERAPEUTICS, INC.; JI, Nan; MAINOLFI, Nello; WEISS, Matthew; (977 pag.)WO2020/10210; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 33420-52-9, 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. 33420-52-9, name is 2,2-Difluoropropan-1-ol. A new synthetic method of this compound is introduced below.

2-Chloro-6-methylpyridine-3-carbonitrile (600 mg; 3.93 mmol) in 10 mL of N,N- dimethylformamide is cooled to 0C and sodium hydride (55% in mineral oil) (429 mg; 9.83 mmol) is added to the reaction mixture. After stirring for a few minutes, 2,2-difluoropropan-1- ol (453 mg; 4.72 mmol) is added and the reaction mixture is stirred for 2 hours at 50C. The reaction mixture is quenched with methanol, filtered and purified by reverse phase chromatography-HPLC (modifier: trifluoroacetic acid) Yield: 355 mg (43 % of theory) (0309) Mass spectrometry (ESI+): m/z = 213 [M+H]+ (0310) HPLC (Method 3): Retention time = 1.020 min

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TRIESELMANN, Thomas; GODBOUT, Cedrickx; HOENKE, Christoph; VINTONYAK, Viktor; (130 pag.)WO2019/149660; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 109-83-1, 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 109-83-1, name is 2-(Methylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 86 2-N-methyl-benzyloxycarbonylaminoethanol. To N-methylethanolamine (149 mmol) in methylene chloride (100 ml) at 0C was added benzyl chloroformate (10.0 ml, 70 mmol). The mixture was stirred at 0C for 30 min, then at room temperature for 1 h, poured into ethyl acetate, washed with 2 M HCl, saturated NaHCO3 solution, and brine, then dried over Na2SO4 and evaporated to provide 12.91 g (94%) of the desired compound. 1H NMR (CDCl3,TMS) delta 7.36 (m,5H), 5.14 (s,2H), 3.78 (m,2H), 3.47 (m,2H), 3.01(s, 3H).

According to the analysis of related databases, 109-83-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; EP341602; (1989); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts