Month: June 2021

Application of 101597-25-5, 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.101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, molecular formula is C17H16O3, molecular weight is 268.31, as common compound, the synthetic route is as follows.

Step 5 4-Methylbenzenesulfonic acid (3mg) was added to a stirring mixture containing the product from Step 4 (0.042g), and 1 ,1-bis(4-methoxyphenyl)prop- 2-yn-1-ol (0.066g) in 1 ,2-dichloroethane (5mL). After stirring for two hours, the mixture was washed with water, followed by extraction of the aqueous fraction with ethyl acetate, and drying the combined organic fractions over sodium sulfate. The volume of the organic mixture was reduced under vacuum and the crude residue was purified by column chromatography. The NMR of the orange solid was consistent with 2,2-bis(4-methoxyphenyl)-2H- benzo[f]thieno[2′,3′:4,5]thieno[3,2-h]chromene (0.063g).

Statistics shows that 101597-25-5 is playing an increasingly important role. we look forward to future research findings about 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol.

Reference:
Patent; TRANSITIONS OPTICAL, INC.; DENG, Jun; STEPP, Brian, R.; SPITLER, Eric; XIAO, Wenjing; TAMASULO, Massimiliano; WALTERS, Robert, W.; (140 pag.)WO2016/144324; (2016); A1;,
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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. 19064-18-7, name is (2,6-Difluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of (2,6-Difluorophenyl)methanol

(b) 13.0 g of 2,6-difluorobenzyl alcohol and 8.4 g of methanesulphonyl chloride are dissolved in 90 ml of methylene chloride, and 17.6 ml of triethylamine in 18 ml of methylene chloride are added dropwise while stirring in an ice bath. The rate at which the triethylamine is added is so regulated that the internal temperature does not exceed 10. The whole is stirred for a further 40 minutes in the ice bath and then 90 ml of ice-water are added and the whole is stirred for a further 60 minutes. The organic phase is separated off and dried over magnesium sulphate, and 21 g of the monosodium salt of imidazole-4,5-dicarboxylic acid diethyl ester (obtainable, for example, by reacting imidazole-4,5-dicarboxylic acid diethyl ester with 2.53 g of sodium dissolved in 60 ml of ethanol) are added. The whole is stirred for 3 hours at room temperature, washed three times with water, dried over magnesium sulphate, concentrated to dryness by evaporation, dissolved in toluene/ethyl acetate (1:1), filtered over silica gel, again concentrated to dryness by evaporation and recrystallized from ether/petroleum ether. 1-(2,6-difluorobenzyl)-imidazole-4,5-dicarboxylic acid diethyl ester having a melting point of 68-70 is obtained.

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, 19064-18-7, (2,6-Difluorophenyl)methanol.

Reference:
Patent; Ciba-Geigy Corporation; US4851424; (1989); A;,
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Related Products of 4654-39-1, Adding some certain compound to certain chemical reactions, such as: 4654-39-1, name is 2-(4-Bromophenyl)ethanol,molecular formula is C8H9BrO, 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 4654-39-1.

3.0 g 2-(4-bromophenyl)ethanol (15 mmol) and 2.1 g imidazole (31 mmol) were dissolved in 20 mL dichloromethane. A solution of 2.3 g (tert-butyl)dimethylchlorosilane (15.5 mmol) dissolved in 20 mL dichloromethane was added and the mixture stirred overnight, forming a precipitate. The mixture was diluted with dichloromethane and washed three times with 4% w/v sodium carbonate solution, water and was dried over sodium sulphate. Evaporation and purification of the residue by chromatography (ethyl acetate-hexane gradient, 0:100 to 20:80) gave 3.6 g (76%) of [2-(4-bromophenyl)ethoxy](tert-butyl)dimethylsilane. 1H NMR (200 MHz, CHLOROFORM-d) ppm 7.42 (2 H, d, J=8.2 Hz), 7.11 (2 H, d, J=8.2 Hz), 3.80 (2 H, t, J=6.6 Hz), 2.79 (2 H, t, J=6.8 Hz), 0.89 (9 H, s), 0.01 (6 H, s)

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; EP2196465; (2010); A1;,
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Reference of 112-27-6, 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. 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol, molecular formula is C6H14O4, 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 solution of 2, 2?- (ethane-1, 2-diylbis (oxy) ) diethanol (55.0 mL, 410.75 mmol, 3.0 eq. ) in anhydrous THF (200 mL) was added sodium (0.1 g) . The mixture was stirred until Na disappeared and then tert-butyl acrylate (20.0 mL, 137.79 mmol, 1.0 eq. ) was added dropwise. The mixture was stirred overnight and then quenched by HCl solution (20.0 mL, 1N) at 0. THF was removed by rotary evaporation, brine (300 mL) was added and the resulting mixture was extracted with EtOAc (3 × 100 mL) . The organic layers were washed with brine (3 × 300 mL) , dried over anhydrous Na2SO4, filtered and concentrated to afford a colorless oil (30.20 g, 79.0%yield) , which was used without further purification. MS ESI m/z calcd for C13H27O6[M + H]+278.1729, found 278.1730.

According to the analysis of related databases, 112-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
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Synthetic Route of 2009-83-8, 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. 2009-83-8, name is 6-Chlorohexan-1-ol. A new synthetic method of this compound is introduced below.

In a 500 mL two necked flask, 12.5 g (90 mmol) of K2CO3 and11.8 g (85 mmol) of 4-nitrophenol were measured and dissolvedin 200 mL of DMF. The solution was stirred and heated to 90 C,followed by the drop-wise addition of 100 mL DMF solution containing12.3 g (90 mmol) of 6-chlorohexanol. The temperature ofthe mixture was maintained at 90 C for 4 h. Then, the reactionmixture was allowed to cool to room temperature and subsequentlypoured into 1 L of distilled water in order to obtain a precipitate.The precipitate was filtered, washed with distilled waterand dried under vacuum. The product was recrystallised in 1:3 ratioof ethyl acetate-hexane mixed solvent. The solid product waspale yellow in color.Yield: 74%. Melting point: 66-67 C. IR (KBr, cm1): 3522(AOHstr), 2950 and 2860 (ACH2str), 1596 and 1504 (CCstr aromatic),1463 (ACHben), 1336 (ANO2str), 1260 and 1108 (CAOACstr).1H NMR ppm (CDCl3): d 8.13 (d, 2H), 6.89 (d, 2H), 4.00 (t, 2H), 3.63(t, 2H), 1.90 (bs, AOH), 1.79 (m, 2H), 1.56 (m, 2H), 1.45 (m, 4H). 13CNMR ppm (CDCl3): d 164.30, 141.32, 125.95, 114.47, 68.82, 62.74,32.63, 28.99, 25.81, 25.55. Elemental analysis: calcd. (%) forC12H17NO4: C 60.23, H 7.16, N 5.85; found: C 60.01, H 6.97, N 5.63.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2009-83-8, 6-Chlorohexan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Shanavas; Narasimhaswamy; Rotimi Sadiku; Journal of Molecular Structure; vol. 1054-1055; (2013); p. 18 – 24;,
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Electric Literature of 112-70-9 ,Some common heterocyclic compound, 112-70-9, molecular formula is C13H28O, 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.

General procedure: 2-Chloro-1-methylpyridinium iodide (CMPI, 3.32 g, 13 mmol) and N,N-dimethylaminopyridine (DMAP, 3.18 g, 26 mmol) were added to a solution of N-boc-glycine (9) (1.75 g, 10 mmol) and dodecanol (2.47 mL, 10 mmol) in dry DCM (20 mL) at 0 C and the mixture was stirred at 0 C for 30 min. After the mixture was diluted with AcOEt, the resulting precipitates were filtered off. The filtrates were successively washed with aqueous 5% HCl, saturated aqueous NaHCO3 and brine, dried over Na2SO4, and evaporated. The resulting crude product was purified by flash CC (silica gel; AcOEt/DCM, 5:95) to provide the dodecyl ester 10a (2.78 g, 81%). Tridecyl ester 10b (86%), tetradecyl ester 10c (82%), pentadecyl ester 10d (74%) and hexadecyl ester 11e (79%) were similarly prepared from N-boc-glycine (9).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112-70-9, its application will become more common.

Reference:
Article; Yamano, Yumiko; Tsuboi, Kazuhito; Hozaki, Yuki; Takahashi, Kiyohiro; Jin, Xing-Hua; Ueda, Natsuo; Wada, Akimori; Bioorganic and Medicinal Chemistry; vol. 20; 11; (2012); p. 3658 – 3665;,
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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. 2612-28-4, name is 2-Propylpropane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H14O2

(2-1) In a nitrogen atmosphere, 4-bromo-3-fluorobenzalde- hyde (20.0 g), 2-propyl-1 ,3-propanediol (11.6 g), and p-toluenesulfonic acid monohydrate (0.9 g) were dissolved in toluene (100 mE), and the resulting solution was stirred for four hours under solvent refluxing while removing generated water with a Dean-Stark apparatus. Afier the mixture was left to cool, a saturated aqueous sodium hydrogen carbonate solution (100 mE) was added thereto to conduct separation, and the organic layer was washed with saturated saline (100 mE) and dried by addition of anhydrous sodium sulfate. Afier the solvent was distilled away at a reduced pressure, the residue was purified by silica gel colunm chromatography. As a result, crude 2-(4-bromo-3-fluorophenyl)-5-propyl- 1 ,3-di- oxane (31.0 g) was obtained.

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, 2612-28-4, 2-Propylpropane-1,3-diol.

Reference:
Patent; DIC CORPORATION; Tojo, Kenta; Kusumoto, Tetsuo; (36 pag.)US2016/159765; (2016); A1;,
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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. 27489-62-9, name is trans-4-Aminocyclohexanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 27489-62-9

Preparation of trans-4-(3-bromoimidazo[1,2-b]pyridazin-6-ylamino)cyclohexanol To 6-chloro-3-bromoimidazo[1,2-b]pyridazine (1.00 g, 4.30 mmol, 1.0 equiv) and p-TSA (818 mg, 4.30 mmol, 1.0 equiv) in DMSO (7.00 mL) was added trans-4-aminocyclohexanol (1.49 g, 12.9 mmol, 3.0 equiv). The mixture was heated at 100 C. for 24 h. Purification by column chromatography using 5% methanol in dichloromethane elution gave 1.1 g of the yellow solid, 83%.

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, 27489-62-9, trans-4-Aminocyclohexanol.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); A1;,
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Electric Literature of 34598-50-0, 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.34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol, molecular formula is C9H9BrO, molecular weight is 213.07, as common compound, the synthetic route is as follows.

5-bromo-l-phenoxy-2,3-dihydro-lH-indene. A solution of 5-bromo-2,3-dihydro-lH- inden-l-ol (1 g, 4.7 mmol), phenol (835 mg, 8.9 mmol) and triphenylphosphine (1.8 g, 6.9 mmol) in anhydrous tetrahydrofuran (70 mL) was stirred at 0C under nitrogen atmosphere. To this mixture was added dropwise diisopropyl azodicarboxylate (1.4 g, 6.9 mmol) over 5 minutes. Until TLC indicated that starting material was consumed, the solvent was evaporated in vacuo and the resulting oil was purified by column chromatography (silica gel, hexane/ethyl acetate = 1/1) to give the product 5-bromo-l-phenoxy-2,3-dihydro-lH-indene (1.1 g, 85%) as a white solid. LRMS (M + H+) mlz: calcd 288.01; found 288. 1H NMR (300MHz, CDC13): delta 7.46-7.27 (m, 6H), 7.02 (s, 1H), 6.99-6.98 (m, 1H), 5.73-5.70 (m, 1H), 3.14-3.09 (m, 1H), 2.96-2.95 (m, 1H), 2.59-2.54 (m, 1H), 2.27-2.23 (m, 1H).

Statistics shows that 34598-50-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,3-dihydro-1H-inden-1-ol.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G.; WO2013/75083; (2013); A1;,
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Application of 5456-63-3, Adding some certain compound to certain chemical reactions, such as: 5456-63-3, name is trans-2-Aminocyclohexanol hydrochloride,molecular formula is C6H14ClNO, 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 5456-63-3.

To a solution of 5,8-difluoro-1-[4-(1H-pyrazol-1-yl)benzyl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg) known from a document (Bioorganic and Medicinal Chemistry Letters, 2010, 20, 1334.) in DMF (4 mL) were added (1,2-trans)-2-hydroxycyclohexylamine hydrochloride (60 mg), N1-[(ethylimino)methylene]-N3,N3-dimethylpropane-1,3-diamine hydrochloride (75 mg), 1H-benzo[d][1,2,3]triazol-1-ol monohydrate (60 mg) and triethylamine (0.11 mL), and the mixture was stirred at room temperature for 15 hr. Water (10 mL) was added to the reaction solution, the mixture was stirred, and the precipitated solid was collected by filtration and dried to give the title compound (110 mg). MS (ESI+): [M+H]+ 479.3 1H NMR (400 MHz, DMSO-d6) delta 1.16-1.38 (4H, m), 1.54-1.70 (2H, m), 1.80-1.91 (1H, m), 1.97-2.07 (1H, m), 3.36-3.44 (1H, m), 3.61-3.71 (1H, m), 4.83 (1H, d, J = 4.9 Hz), 5.82 (2H, d, J = 2.4 Hz), 6.53 (1H, s), 7.20-7.33 (3H, m), 7.59-7.69 (1H, m), 7.72 (1H, s), 7.80 (2H, d, J = 8.3 Hz), 8.45 (1H, d, J = 2.4 Hz), 8.93 (1H, s), 9.81 (1H, d, J = 7.3 Hz).

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. 5456-63-3, trans-2-Aminocyclohexanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SAKAMOTO, Hiroki; SUGIMOTO, Takahiro; EP2821401; (2015); A1;,
Alcohol – Wikipedia,
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