Tag: M.W=100-200

Adding some certain compound to certain chemical reactions, such as: 100-37-8, name is 2-(Diethylamino)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 100-37-8. 100-37-8

EXAMPLE 24D 5-[6-[3-(2-Diethylamino-ethoxy)-phenyl]-pyridazin-3-yl]-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic Acid Tert-Butyl Ester To a solution of the product of Example 24C (0.1 g, 0.26 mmol) and N,N-diethylethanolamine (Aldrich, 87 mL, 0.65 mmol) in 10 mL CH2Cl2 at 0 C. was added polymer-supported triphenylphosphine (Aldrich, 3 mmol/gram, 0.65 mmol, 0.22 g). The diisopropyl azodicarboxylate (DIAD, Aldrich, 0.13 mL, 0.65 mmol) was added dropwise via syringe and, following the addition, the ice-bath was removed and the reaction mixture stirred at ambient temperature for 2 h. The mixture was then filtered, concentrated and purified via column chromatography (SiO2, 1% NH4OH:9% CH3OH:90% CH2Cl2) to give 0.12 g of the title compound (0.25 mmol, 96% yield). MS (DCI/NH3) m/z 482 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 100-37-8.

Reference:
Patent; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; US2005/65178; (2005); 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. 612-16-8, name is (2-Methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. 612-16-8

1.02 g (7.38 mmol, 1.0 eq) compound 13c was dissolved in 40 ml CH2Cl2, then 0.84 ml (8.90 mmol, 1.2 eq) PBr3 was added under the condition of ice water bath. After reacting for an hour, a little saturated sodium bicarbonate solution was added to wash the organic phase followed by twice wash with saturated sodium chloride solution, then dried over anhydrous sodium sulfate and desolventizing to gain 1.15 g reddish colored oily material (Compound 8-2c), yield 77.5%. The crude product was used without purification in the next step directly. Compound 8-2a, 8-2b, and 8-2d can be obtained in the same way from compound 13a, 13b, and 13d.

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, 612-16-8, (2-Methoxyphenyl)methanol.

Reference:
Patent; Fudan University; YE, Deyong; LI, Yali; ZHOU, Lu; WANG, Penghui; CHU, Yong; GONG, Haojun; HUANG, Qi; CHEN, Yan; ZHANG, Zhikuan; (40 pag.)EP3196191; (2017); 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. 6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 6338-55-2

A solution of the amino alcohol (620) (313.6 g, 2.1mol) in THF (3.5 L) was treated, portion- wise, with N-(Benzyloxycarbonyloxy)succinimide (621) (550 g, 2.21mol). Once the reaction was complete (18 h) the THF was removed under reduced pressure and the residue dissolved in CH2Cl2 (2.5 L), then washed with an equal volume of HCl (1 M), NaHCO3 (Sat. Aq.), H2O and brine. The organic extract was dried (MgSO4), filtered and concentrated. The crude material (600g) was subjected to chromatography (4kg silica; 1-12% CH3OH-CH2Cl2) to yield HO- Trig-NHZ (622) (468g, 78%) as a clear-yellow viscous oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6338-55-2, 2-(2-(2-Aminoethoxy)ethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; GENEVANT SCIENCES GMBH; HEYES, James; HOLLAND, Richard J.; JUDGE, Adam; LAM, Kieu Mong; (0 pag.)WO2020/93061; (2020); A1;,
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1777-82-8, 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. 1777-82-8, name is (2,4-Dichlorophenyl)methanol, 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.

General procedure: 0.5 mmol substrate, 1.5 mmol NH4OAc, 0.15 mmol TEMPO, 2 mL AcOH and 0.15 mmol HNO3 weresuccessively added to a dried 45 mL tube filled with 1atm oxygen. Then the reaction tube was sealed andplaced in a constant-temperature oil bath to perform the reaction for 12 h. Once the reaction time wasreached, the mixture was cooled to room temperature. Then the mixture was alkalized to pH 7-8 with sodiumhydroxide aqueous solution. GC analysis of organic phase provided the GC yields of the products.Subsequently, the crude product from another parallel experiment was purified by column chromatography,and identified by 1H-NMR, 1C-NMR or GC-MS

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. 1777-82-8, (2,4-Dichlorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhao, Bo; Ren, Yun-Lai; Ren, Fangping; Tian, Xinzhe; Zhao, Shuang; Letters in Organic Chemistry; vol. 15; 7; (2018); p. 627 – 632;,
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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. 455-01-6, name is 2-(3-(Trifluoromethyl)phenyl)ethanol, the common compound, a new synthetic route is introduced below. 455-01-6

General procedure: DIAD (0.65mL, 3.31mmol) was added dropwise to 12a or 12b (500mg, 2.21mmol), PPh3 (869mg, 3.31mmol) and appropriate alcohol [2-phenylethanol (0.27mL, 2.21mmol, 2e; or 0.17mL, 1.46mmol, 2k), 2-(3-methoxyphenyl)ethanol (0.31mL, 2.21mmol, 2f; 0.20mL, 1.46mmol, 2l), or 2-(3-trifluoromethylphenyl)ethanol (0.33mL, 2.21mmol, 2g and 2m] in THF (10mL), and the mixture was stirred for 18h. Drying, evaporation and chromatography (PE/EtOAc 20:1) gave the esters 2e-g, k-m. Spectroscopic data for these compounds are given in the Supporting information.

Statistics shows that 455-01-6 is playing an increasingly important role. we look forward to future research findings about 2-(3-(Trifluoromethyl)phenyl)ethanol.

Reference:
Article; Yevglevskis, Maksims; Nathubhai, Amit; Wadda, Katty; Lee, Guat L.; Al-Rawi, Suzanne; Jiao, Tingying; Mitchell, Paul J.; James, Tony D.; Threadgill, Michael D.; Woodman, Timothy J.; Lloyd, Matthew D.; Bioorganic Chemistry; vol. 92; (2019);,
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Adding some certain compound to certain chemical reactions, such as: 3973-18-0, name is Propynol ethoxylate, 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 3973-18-0. 3973-18-0

A solution of 1.7 g of lib and 3 ml of triethyl amine in 20 ml of diethyl ether was treated at O0C with 1.5 ml of methanesulfonyl chloride. The mixture was stirred for an additional 30 min and then diluted with 35 ml of water and extracted with ethyl acetate. The combined organic layers were washed with IM aq. K2CO3 solution and water, dried and concentrated, to provide 2.45 of lie as a colorless oil; Rf 0.45 (heptane/ethyl acetate 1/1).NMR (CDCl3) delta 2.48 (t, 1, acetylene-H), 3.08 (s, 3, CH3SO2), 3,82 (m, 2, CH2), 4.03( d, 2, CH2), 4.41 (m, 2, CH2).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3973-18-0.

Reference:
Patent; N.V. ORGANON; LOOZEN, Hubert, Jan, Jozef; TIMMERS, Cornelis, Marius; STOCK, Herman, Thijs; WO2011/12600; (2011); A1;,
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349-95-1, 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. 349-95-1, name is (4-(Trifluoromethyl)phenyl)methanol. A new synthetic method of this compound is introduced below.

B. Into another reactor, the concentration is 35%Aqueous hydrochloric acid 150kg and p-trifluoromethyl benzyl alcohol 50kg,Stir and heat to reflux, keep reaction for 24h,Cool to room temperature, layer, take organic layer,Dehydrated with anhydrous sodium sulfate,Distillation under vacuum gives a pairTrifluoromethyl benzyl chlorideThe content is 98.8%. Step B of equation (2) is as follows:

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. 349-95-1, (4-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Bandung Technology Co., Ltd.; Wu Yongcai; (5 pag.)CN107793292; (2018); A;,
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558-42-9, Adding a certain compound to certain chemical reactions, such as: 558-42-9, 1-Chloro-2-methyl-2-propanol, 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, 558-42-9, blongs to alcohols-buliding-blocks compound.

Example 7A 1-Chloro-2-methylpropan-2-yl {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate 175 mul (1.713 mmol) of 1-chloro-2-methyl-2-propanol were initially charged in 6 ml of dichloromethane, 169 mg (0.571 mmol) of bis(trichloromethyl) carbonate were added and the mixture was cooled to 0¡ã C. Thereafter, 110 mul (1.37 mmol) of pyridine were added dropwise and the mixture was stirred at 0¡ã C. for 30 min. Subsequently, 400 mg (1.142 mmol) of the compound from example 1A were added, and then 2.93 ml (36.26 mmol) of pyridine. The mixture was stirred at 0¡ã C. for a further 30 min. Then a separate flask was initially charged with 87 mul (0.856 mmol) of 1-chloro-2-methyl-2-propanol in 3 ml of dichloromethane, and 85 mg (0.285 mmol) of bis(trichloromethyl) carbonate were added. After adding 55 mul (0.685 mmol) of pyridine, the mixture was stirred at 0¡ã C. for 30 min and the solution thus prepared was added to the mixture described above. After stirring at 0¡ã C. for a further 30 min, the reaction was stopped by addition of 10 ml of saturated aqueous sodium hydrogencarbonate solution and extracted three times with dichloromethane. The combined organic phases were dried with sodium sulfate and concentrated under reduced pressure. This gave 500 mg (84percent of theory) of the title compound, which were used without further purification in the subsequent experiments. LC-MS (method 2): Rt=0.86 min; MS (EIpos): m/z=485 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,558-42-9, its application will become more common.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Ackerstaff, Jens; Griebenow, Nils; Knorr, Andreas; Wunder, Frank; Li, Volkhart Min-Jian; Baerfacker, Lars; Weigand, Stefan; US2014/148433; (2014); A1;,
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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 612-16-8 as follows., 612-16-8

General procedure: The solution of ionic-liquid-supported DMI 7 (2.2 mmol) in[bmim]PF6 (2 mL) was added to oxalyl chloride (2.0 mmol), andthe mixture was stirred at 60 C for 2 h. The mixture was then added to the appropriate alcohol (1.5 mmol), and the resultingmixture was stirred at r.t. overnight. Finally, the mixture wasextracted with hexane 10 mL x 3, and the organic layer wasconcentrated.

The chemical industry reduces the impact on the environment during synthesis 612-16-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Koguchi, Shinichi; Shibuya, Yuga; Igarashi, Yusuke; Takemura, Haruka; Synlett; vol. 30; 8; (2019); p. 943 – 946;,
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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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. 558-42-9

Example 1; l-Chloro-2-methyl-2-propyl methyl 1 ,4-dihydro-2,6-dimethyl-4-(3- nitrophenyl)- 1 -pyridine-3 , 5 -dicarboxylate; 31 g (0.26 moles) of thionyl chloride were added dropwise under stirring to a mixture of 78 g (0.235 moles) of 2,6-dimethyl-5-methoxycarbonyl-4- (3-nitrophenyl)-l,4-dihydropyridine-3-carboxylic acid, 420 ml methylene dichloride and 110 ml dimethyl formamide kept at temperature of -20C – +2¡ã under nitrogen. After terminating the addition of the thionyl chloride the stirring was continued under nitrogen for a further hour. To the above mixture a solution of 26 g (0.24 moles) of l-chloro-2-methyl-2-propanol in 60 ml methylene dichloride was added dropwise while stirring under nitrogen at a temperature of -50C – O0C. The stirring was continued for 3 EPO hours at O0C, afterwards the mixture was allowed to stand for 24 hours at room temperature. The solvent was evaporated under vacuum and the residue was dissolved in 1200 ml of ethylacetate. The organic solution was washed with saturated solution of sodium chloride and afterwards with a solution of 5percent Na2CO3. The organic layer was separated and dried with Na2SO4. The organic solution was evaporated to 500 ml and allowed to stand at O0C for 24 hours. The l-Chloro-2-methyl-2-prorhoyl methyl 1,4- dihydro-2,6-dimethyl-4-(3-nitrophenyl)-l-pyridine-3,5-dicarboxylate thus obtained was filtered and dried at 5O0C under vacuum. The weight was 58 g ( 58 percent yield) of about 98percent purity as determined by HPLC analysis, shown in Figure 1.The method for performing the HPLC was as follows:HPLC: Merck-Hitachi with autosamplerColumn: Symmetry C 18, 4,6 x 250mm (Waters)Detector: UV 237nmMobile Phase: 60percent Acetonitrile + 40percent buffer pH 4.0Flow rate: lml/minInjection Volume: 20mulTemparature: 3O0CThe buffer pH 4.0 was prepared by dissolving 5.14g potassium di- hydrogen phosphate and 2.4 ml triethylamine in 980 ml water with mixing. The pH of the solution was adjusted to 4.0 with phosphoric acid and distilled water was added to make 1 liter, and the solution was mixed.The product has the following 1H NMR Spectrum (300 MHz, CDCI3): 8.11 (lH,m), 8.04 (lH,m), 7.64 (lH,d, J=7.5Hz), 7.37 (lH,t, J=8.1Hz), 3.64 (3H,s), 2.97 (lH,s) 2.90 (lH,s) 2.35 (3H,s) 2.34 (3H,s), 1.47 (3H,s), 1.44 (3H,s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; MOTIVAN LTD.; WO2006/59332; (2006); A1;,
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