Tag: M.W=100-200

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. 38584-37-1, name is 3-(Hydroxymethyl)adamantan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C11H18O2

(2) 100 Parts of toluene, 10.0 parts of sodium salt of difluorosulfoacetic acid (purity: 97.6%), 8.98 parts of (3-hydroxy-1-adamantyl)methanol and 0.3 part of diphenylammonium trifluoromethanesulfonate were mixed. The mixture obtained was heated and refluxed for 36 hours. The mixture was cooled, and then, concentrated. To the residue obtained, 287 parts of acetonitrile was added, and the mixture obtained was stirred and filtrated. The filtrate obtained was concentrated. To the concentrated liquid obtained, 141 parts of tert-butyl methyl ether was added and the resultant mixture was stirred and filtrated to obtain the solid. The solid obtained was dried to obtain 16.7 parts of the salt represented by the above-mentioned formula (a) in the form of white green solid.

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, 38584-37-1, 3-(Hydroxymethyl)adamantan-1-ol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; US2008/86014; (2008); A1;,
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Application of 155310-11-5, 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. 155310-11-5, name is 3-Amino-2,2-difluoropropan-1-ol, molecular formula is C3H7F2NO, 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: To a solution of 4-chloro-1-fluoro-2-nitro-benzene (2.6 mmol)and amine (2.6 mmol), K2CO3 (5.2 mmol) in DMF (10 mL) wasadded TEA (5.2 mmol). The mixture was then stirred at 100 C for2 h. After the reaction was complete, the mixture was poured intowater (30 mL) and extracted with EtOAc (30 mL) three times. Thecombined organic layer was washed with brine (20 mL), dried overNa2SO4 and then concentrated in vacuo. The residue was thenpurified by column chromatography on silica gel to give 4-chloro-N(R2)-2-nitro-aniline. To a solution of 4-chloro-N(R2)-2-nitro-aniline (2.2 mmol) andhydrazine hydrate (1 mL) in the mixed solvent of MeOH (5 mL) andTHF (5 mL) was added Raney Ni (5%e10% loading). The mixturewasthen stirred at room temperature for 1-2 h. LC-MS showed completeconversion of start material. The mixture was then filteredand the filtrate was concentrated in vacuo to give the crude of 4-chloro-N1(R2)-benzene-1,2-diamine, which was used in the nextstep without further purification. A mixture of 4-chloro-N1(R2)-benzene-1,2-diamine (1 mmol)and sodium chloroacetate (130 mg, 1.1 mmol) in 4N HCl was heatedto 100 C overnight. After the reaction was complete, the mixturewas concentrated in vacuo to remove the solvent and the residuewas dissolved in DCM (100 mL). The solutionwas thenwashed withsat NaHCO3 (50 mL), brine, dried over MgSO4 and concentrated invacuo. The residue was purified by column chromatography onsilica gel (DCM/EA 3/1) to give 5-chloro-2-(chloromethyl)-1-R2-benzimidazole.To a mixture of 3-methylsulfonyl-1H-pyrazolo[3,4-c]pyridine(0.89 mmol) and 5-chloro-2-(chloromethyl)-1-R2-benzimidazole(0.74 mmol) in DMF (5 mL) was added K2CO3 (204 mg,1.48 mmol) and the mixture was stirred at rt overnight. After thereaction was completed, the mixture was filtered and the filtratewas purified by preparative HPLC to give final product. To a mixture of 3-methylsulfonyl-1H-pyrazolo[3,4-c]pyridine(0.89 mmol) and 5-chloro-2-(chloromethyl)-1-R2-benzimidazole(0.74 mmol) in DMF (5 mL) was added K2CO3 (204 mg,1.48 mmol) and the mixture was stirred at rt overnight. After thereaction was completed, the mixture was filtered and the filtratewas purified by preparative HPLC to give final product.

According to the analysis of related databases, 155310-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Feng, Song; Li, Chao; Chen, Dongdong; Zheng, Xiufang; Yun, Hongying; Gao, Lu; Shen, Hong C.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 1147 – 1157;,
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Electric Literature of 13588-28-8, 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. 13588-28-8, name is 2-(2-Methoxypropoxy)propan-1-ol. A new synthetic method of this compound is introduced below.

In a 500 mL flask, feed NaOH tablets 55. 2 g (relative to the following DPMI moles,Equivalent to 1. 5 moles)And 1-bromo-3-methylbutane(Manufactured by Yancheng Longsheng Chemical Co., Ltd.) (hereinafter also referred to as “IABr”) 163.5 g (relative to the following DPMI moles,Equivalent to 1. 2 moles)Start stirring.After raising the liquid temperature to 45 C,While keeping the temperature inside the system at 45 C,DPM133. 7 g was added dropwise over 6 hours.Thereafter,Stirring was carried out while maintaining a 45 C condition.In addition,The low boiling compounds produced in the above reaction were measured using a gas flow meter and gas chromatography3-methyl-1-butene.To the reaction solution was added water 155. 7 g was subjected to extraction / separation,The results of the analysis of the obtained organic phase 222. 5 g using gas chromatography,Got 125. 0gOf dipropylene glycol methyl isopentyl ether(Isomer mixture) (hereinafter also referred to as “”DPMIA”).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13588-28-8, 2-(2-Methoxypropoxy)propan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Daicel Corporation; Mori, Atsushi; (9 pag.)CN105503545; (2016); A;,
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Related Products of 13588-28-8, 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 13588-28-8 as follows.

EXAMPLE 1 16 Parts of 1,4-dihydroxynaphthalene was added to 100 parts of dipropylene glycol monomethyl ether in a reaction vessel provided with a stirrer under a nitrogen atmosphere at room temperature. 42.5 Parts of 28% sodium methylate was added dropwise thereto. Then the reaction mixture was heated to 180 C. and maintained at this temperature for 1 hour. During this period, 36 parts of a distillate mainly composed of methanol was removed out of the reaction system. After cooling to 110 C., carbon dioxide gas was blown into the reaction mixture under atmospheric pressure. Although the absorption of the carbon dioxide gas was completed within 15 minutes, carbon dioxide gas was further blown for additional 15 minutes. 1,4-Dihydroxy-2-naphthoic acid produced in the reaction mixture was isolated in the following manner:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13588-28-8, its application will become more common.

Reference:
Patent; Sumitomo Chemical Company, Limited; Sumika Fine Chemicals Co., Ltd.; US5599971; (1997); A;,
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Related Products of 18684-63-4, 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.18684-63-4, name is Bicyclo[2.2.2]octan-2-ol, molecular formula is C8H14O, molecular weight is 126.2, as common compound, the synthetic route is as follows.

Preparation of bicyclo[2.2.2]octan-2-one (7) A mixture of bicyclo[2.2.2]octan-2-ol 6 (0.710 g, 5.72 mmol) and 1-hydroxy-1,2-benziodoxol-3H-one-1-oxide (2.40 g, 8.59 mmol) in dichloroethane (20 mL) was refluxed for 1 h, filtered through a pad of celite, washed with dichloromethane and concentrated to provide 7 (0.62 g, 87%) as a white solid. 1H NMR (400 MHz, CDCl3): delta 1.62 (2H, m), 1.70 (2H, m), 1.82 (4H, m), 2.15 (1H, m), 2.25 (3H, m)

The chemical industry reduces the impact on the environment during synthesis 18684-63-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Naeja Pharmaceutical Inc.; US2011/288063; (2011); A1;,
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Application of 17366-48-2 , The common heterocyclic compound, 17366-48-2, name is exo-8-Azabicyclo[3.2.1]octan-3-ol hydrochloride, molecular formula is C7H14ClNO, 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.

8-Aza-bicyclo [3.2. 1] octanol hydrochloride (5.1 g, 31.45 mmol)) and sodium carbonate (13.3 g, 125.8 mmol) are suspended in 150 mi of ethanol at room temperature. 2-Bromo- ethanol (4.4 ml, 62.9 mmol) is added dropwise within 20 minutes and the reaction mixture is refluxed for 15 hours. After cooling to room temperature the reaction mixture is evaporated under reduced pressure. The mixture is stirred with 200 ml of DCM and filtered. The clear filtrate is dried over anhydrous sodium sulfate, filtered, evaporated under reduced pressure und dried at high vacuum. Yield : 5.4 g (100%) of a colorless oil. MS (ESI) : 172 [M+H] +, 1 H-NMR (DMSO-d6) : 5 (ppm) 4.25 (d, 2H), 3.78 (t, 1H), 3.42 (t, 2H), 3.06 (m, 2H), 2.36 (t, 2H), 2.03 (m, 2H), 1.85 (m, 2H), 1.75 (m, 2H), 1. 55 (d, 2H).

The synthetic route of 17366-48-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2005/77932; (2005); A2;,
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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. 431-23-2, name is 3,3,3-Trifluoro-2-methylpropan-1-ol. A new synthetic method of this compound is introduced below., COA of Formula: C4H7F3O

To a solution of 3,3,3-trifluoro-2-methylpropan-1-ol (800 mg, 6.25 mmol) in DCM (20 mL) was added triethylamine (950 mg, 9.39 mmol).The reaction mixture was cooled to -20 C,Then trifluoromethanesulfonic anhydride (2.20 g, 7.70 mmol) was added to the above system.The reaction was stirred at 0 & lt; 0 & gt; C overnight.The reaction mixture was diluted with DCM (50 mL)And then washed with 1 M aqueous hydrochloric acid (50 mL x 2)The separated organic phases were dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound as a yellow oil(1.1 g, 68% yield).

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, 431-23-2, 3,3,3-Trifluoro-2-methylpropan-1-ol.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; Xi, Ning; Dai, Weilong; Li, Minxiong; Chen, Wuhong; Zhang, Tao; Hu, Haiyang; Li, Xiaobo; Liu, Jun; Wang, Tingjin; (146 pag.)CN106478651; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 144284-25-3, 2,4,5-Trifluorobenzyl 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, 144284-25-3, blongs to alcohols-buliding-blocks compound. Computed Properties of C7H5F3O

General procedure: Triphenylphosphonium salts 49 and 50 were obtained by treating alcohols 47 and 48 (4.5 mmol) in MeCN/THF (1:1, 10 mL) with Ph3P.HBr (3.12 g, 9 mmol). The resulting reaction mixture was heated at 80 C to complete the reaction (as indicated by TLC). The solvents were evaporated and the oily residues were triturated with Et2O. After overnight refrigeration and filtration of the precipitates, the corresponding salts were obtained and used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,144284-25-3, its application will become more common.

Reference:
Article; Magoulas, George E.; Bariamis, Stavros E.; Athanassopoulos, Constantinos M.; Haskopoulos, Anastasios; Dedes, Petros G.; Krokidis, Marios G.; Karamanos, Nikos K.; Kletsas, Dimitris; Papaioannou, Dionissios; Maroulis, George; European Journal of Medicinal Chemistry; vol. 46; 2; (2011); p. 721 – 737;,
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Reference of 81156-68-5, 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.81156-68-5, name is 2,4-Dichlorophenethyl alcohol, molecular formula is C8H8Cl2O, molecular weight is 191.06, as common compound, the synthetic route is as follows.

(ii) 3-[2-(2,4-Dichlorophenyl)-Ethoxy]-4,5-Dimethoxy-Benzoic Acid 2 g (9.42 mmol) of 3-Hydroxy-4,5-dimethoxy-benzoic acid methyl ester was dissolved in 100 ml of anhydrous tetrahydrofuran. To this solution was added 1.98 g (10.37 mmol) of 2-(2,4-Dichlorophenyl)-ethanol, 9.415 g (equivalent to 28.27 mmol PPh3) of triphenylphosphine derivatized polystyrene and 4.924 g (28.27 mmol) of DEAD. The solution was shaken for 16 h at RT. The polymer was filtered off and washed with ethyl acetate. The solvent was removed under reduced pressure. The residue was taken-up in ethyl acetate and the solution was washed three times with water and twice with saturated aqueous sodium chloride. The organic phase was dried with magnesium sulphate, filtered and the solvent was removed under reduced pressure. The residue was dissolved in 20 ml of dioxan. 1 ml of water was added to the solution followed by 2N aqueous NaOH to give a pH of 13. The reaction solution was heated at 60 C. for 10 hours. The solution was cooled to 0 C., 5 ml water was added, followed by concentrated hydrochloric acid to give a pH of 1 to 2, whereupon the product precipitated from solution. The product was filtered off and dried under reduced pressure.

The chemical industry reduces the impact on the environment during synthesis 81156-68-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nazare, Marc; Will, David William; Peyman, Anuschirwan; Matter, Hans; Zoller, Gerhard; Gerlach, Uwe; US2002/198195; (2002); A1;,
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Application of 205877-13-0 ,Some common heterocyclic compound, 205877-13-0, molecular formula is C8H11NO2, 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: A solution of 4-toluene sulfonyl chloride (4.58 g, 1.2 equiv) or methanesulfonyl chloride (1.9 mL, 1.2 equiv) and pyridine (2 mL, 1.3 equiv) in 20 mL CH2Cl2 was added slowly to the solution of compound 11 (0.02 mol) in 40 mL CH2Cl2. The mixture was stirred overnight at room temperature. Then 30 mL diluted HCl solution was added to the reaction mixture, the organic layer was separated using separating funnel. Subequently, the aqueous phase was extracted with 15 mL CH2Cl2 three times, the combined organic layers were washed separately with saturated NaHCO3 (30 mL) and saturated NaCl (30 mL) three times. The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by column chromatography using petroleum ether/EtOAc = 1/1 to give the product 12.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,205877-13-0, its application will become more common.

Reference:
Article; Xu, Changrui; Wu, Zhengxing; Chen, Jianzhong; Xie, Fang; Zhang, Wanbin; Tetrahedron; vol. 73; 14; (2017); p. 1904 – 1910;,
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