Tag: M.W=100-200

Application of 5259-98-3, 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. 5259-98-3, name is 5-Chloropentan-1-ol, molecular formula is C5H11ClO, 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.

Under a nitrogen atmosphere, 5.0 g of the compound represented by the formula (I-8-12), 0.2 g of pyridinium p-toluenesulfonate and 30 mL of dichloromethane were added to the reaction vessel. 3.8 g of 3,4-dihydro-2H-pyran was added with ice cooling and the mixture was stirred. After washing with a saturated aqueous solution of sodium bicarbonate and brine, purification was carried out by column chromatography (alumina, dichloromethane) to obtain 7.6 g of the compound represented by the formula (I-8-13).

According to the analysis of related databases, 5259-98-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DIC CORPORATION; HORIGUCHI, MASAHIRO; AOKI, YOSHIO; HAYASHI, TAKUO; TSURUTA, TORU; (69 pag.)JP2017/218391; (2017); A;,
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Application of 4740-78-7, 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. 4740-78-7, name is 1,3-Dioxan-5-ol, molecular formula is C4H8O3, 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.

Example 14 and Example 15; In 2 ml of tetrahydrofuran were dissolved 224 mg of the compound represented by the formula (IIa-1) and 125 mg of glycerol formal, 50 mg of sodium hydride was added under ice-cooling, and the mixture was stirred at room temperature for 2 hours. Thereafter, an aqueous saturated ammonium chloride was added to the reaction mixture, followed by extraction with t-butyl methyl ether. The organic layer was dried with sodium sulfate, and concentrated under reduced pressure. The residue was subjected to medium pressure preparative liquid chromatography to obtain 67 mg of a compound represented by the formula (14) :(hereinafter, referred to as present compound (14)) and 74 mg of a compound represented by the formula (15) :(hereinafter, referred to as present compound (15) . Present compound (14)1H-NMR (CDCl3, TMS) delta (ppm) : 5.07 (IH, s) , 4.93 (IH, s), 4.59 (2H, m) , 4.47 (IH, m) , 4.04 (IH, dd) , 3.79 (IH, dd) , ‘3.04 (6H, br)Present compound (15)1H-NMR (CDCl3, TMS) delta (ppm): 5.06 (IH, m) , 5.03 (IH, d) , 4.83 (IH, d) , 4.26 (2H, dd) , 4.08 (2H, dd) , 3.04 (6H, br)

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 4740-78-7, 1,3-Dioxan-5-ol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2008/32858; (2008); A2;,
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Synthetic Route of 4442-79-9 ,Some common heterocyclic compound, 4442-79-9, molecular formula is C8H16O, 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.

Example 10 l-(2-Cyclohexyl-l-hydroxyethyl)-2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-onePart A To a mixture of cyclohexylmethanol (5,0 mL, 36 mmol) and dichloromethane (27 mL) at 0 0C was added triethyl amine (27 mL), dimethyl sulfoxide (27 mL), and sulfur trioxide pyridine (8.5 g, 54 mmol). The reaction was stirred 2 hours before diluting with ethyl acetate and saturated aqueous ammonium chloride. The layers were separated and the aqueous layer was extracted with additional ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated to 12 g of cyclohexylacetaldehyde as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4442-79-9, its application will become more common.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/107771; (2006); A2;,
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Reference of 13330-96-6, 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.13330-96-6, name is 4-(Dimethylamino)butan-1-ol, molecular formula is C6H15NO, molecular weight is 117.19, as common compound, the synthetic route is as follows.

General procedure: 12 (100 mg, 0.35 mmol) was dissolved in the mixture of 1,4-dioxane (10 mL) and H2O (2.00 mL) and then added with boronicacid (2.80 mmol), Pd(dppf)2Cl2 (28 mg, 0.035 mmol) and Cs2CO3(228 mg, 0.70 mmol). The reaction was heated at 100 C underargon atmosphere. After 12 h, the reaction mixture was cooled toroom temperature and was concentrated in vacuo. Then themixture was diluted with water and extracted with ethyl acetate.The combined organic layer was washed by saturated sodiumchloride solution for three times, dried over anhydrous Na2SO4 andconcentrated under reduced pressure. The residue was purified bysilica gel chromatography to give 13.To a stirred solution of 13 and triphosgene (100 mg, 0.34 mmol)in anhydrous dichloromethane (5 mL) was added triethylamine(104 mg, 1.02 mmol) at 0 C under nitrogen atmosphere. After5 min, a solution of 4-(dimethylamino)butan-1-ol (1.02 mmol) indichloromethane (5.00 mL) was added and then the mixture wasstirred at room temperature for overnight. The reactionwas dilutedwith dichloromethane (15 mL) and washed with water (3 20 mL).The organic phases were dried over anhydrous Na2SO4 andconcentrated in vacuo. The residue was purified by using columnchromatography to afford the corresponding product.

The chemical industry reduces the impact on the environment during synthesis 13330-96-6, I believe this compound will play a more active role in future production and life.

Reference:
Article; Lu, Dong; Liu, Jianan; Zhang, Yunzhe; Liu, Feifei; Zeng, Limin; Peng, Runze; Yang, Li; Ying, Huazhou; Tang, Wei; Chen, Wuhong; Zuo, Jianping; Tong, Xiankun; Liu, Tao; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 328 – 337;,
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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. 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H14O3

To a solution of compound 24 (crude material max. 94 mmol)in dry DMF (600 ml) cooled to 0 C under argon atmosphere and NaH (60percent suspension in mineral oil; 6 g, 150 mmol, 1.6 eq.) was added. Reaction flask was filled with argon again and the mixture was stirred for 20 min. to preform sodium salt of alcohol. Benzylbromide (14.6 ml, 123 mmol, 1.3 eq.) was added and reaction flask was filled with argon again. The resulting mixture was let to warmto room temperature and stirred overnight. Water (100 ml) was added and mixture was stirred for 30 min. Solvent was evaporated in vacuo and the residue was codistilled with toluene (3). Crude material was suspended in EtOAc (250 ml) and mixture of saturatedsolution of NH4Cl (20 ml) and water (180 ml) was added.Water phase was extracted with EtOAc (2 150 ml). The organic phase was collected (250 + 150 + 150 ml) and washed with water(2 200 ml), followed by brine (1 200 ml) and dried overMgSO4. The solution was filtered and evaporated in vacuo. The residue(crude compound 25, red-brown oil) was diluted in MeOH(700 ml) and water (70 ml). DOWEX (50WX8 H+, 30 g) was addedand the mixture was heated at 50 C and stirred overnight. Reactionmixture was cooled down to room temperature and filteredthrough the frit (S3), evaporated in vacuo and codistilled withtoluene (3). Crude product 26 was obtained as brown oil andused in the next reaction step without purification. Reaction wasmonitored by TLC. Small amount of crude product was purifiedby flash chromatography (silica gel; eluent CHCl3/MeOH, gradient2?15percent) to obtain an analytical sample

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, 4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol.

Reference:
Article; ?pa?ek, Petr; Keough, Dianne T.; Chavchich, Marina; Dra?insky, Martin; Janeba, Zlatko; Naesens, Lieve; Edstein, Michael D.; Guddat, Luke W.; Hockova, Dana; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 4008 – 4030;,
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Reference of 558-42-9, 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 558-42-9 as follows.

Example A65Preparation of intermediate 65: 1-(4-Iodo-pyrazol-1-yl)-2-methyl-propan-2-olA mixture of 4-iodopyrazole (3 g, 15.47 mmol), 1-chloro-2-methyl-2-propanol and cesium carbonate (8.06 g, 24.75 mmol) in N,N-dimethylformamide (30 ml) was stirred at 160¡ã C. for 40 min in a sealed tube, under microwave irradiation.The mixture was diluted with water and extracted with dichloromethane.The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo.The crude product was purified by flash column chromatography (silica; ethyl acetate in heptane 20/80 to 40/60).The desired fractions were collected and concentrated in vacuo to yield intermediate 65 (3.98 g, 97percent) as a white solid.

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; Pastor-Fernandez, Joaquin; Bartolome-Nebreda, Jose Manuel; Macdonald, Gregor James; Conde-Ceide, Susana; Delgado-Gonzalez, Oscar; Vanhoof, Greta Constantia Peter; Van Gool, Michiel Luc Maria; Martin-Martin, Maria Luz; Alonso-de Diego, Sergio-Alvar; Swinney, Kelly Ann; Leys, Carina; Weerts, Johan Erwin Edmond; Wuyts, Stijn; US2011/269752; (2011); A1;,
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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 100-37-8, name is 2-(Diethylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H15NO

80 g of 2-acetylsalicylic acid was dissolved in 1000 ml of chloroform. The mixture was cooled to 5 C.103 g of 1,3-dicyclohexylcarbodiimide were added to the mixture. The mixture was stirred at room temperature for 2 hours.The solid waste was filtered off and washed with chloroform (3 x 300 ml).59 g of diethylaminoethanol was added to the reaction mixture.The mixture was stirred at room temperature for 3 hours. The organic solution was evaporated.After drying, 220 g of the desired product was obtained (96%).

With the rapid development of chemical substances, we look forward to future research findings about 100-37-8.

Reference:
Patent; TECHFIELDS INCORPORATED; YU, CHONGXI; XU, LINA; (79 pag.)JP5997658; (2016); B2;,
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Application of 402-63-1, Adding some certain compound to certain chemical reactions, such as: 402-63-1, name is 1-(3-Fluorophenyl)ethanol,molecular formula is C8H9FO, 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 402-63-1.

Example 88 5-(2-Piperidino-ethyl)-2-methyl-1H-indole-3-carboxylic Acid-1-(3-fluorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting 1-(3-fluorophenyl)-ethanol for (S)-phenylethanol, and substituting piperidine for diethylamine. ESI+MS m/z 409 (M+1).

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. 402-63-1, 1-(3-Fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/64991; (2003); A1;,
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Application of 52273-77-5, 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.52273-77-5, name is 2-(3-Aminophenyl)ethanol, molecular formula is C8H11NO, molecular weight is 137.179, as common compound, the synthetic route is as follows.

Step 1. Preparation of 3-{2-[2-(4-tert-Butyl-phenyl)-thiazol-4-ylmethoxy]-ethyl}-phenyl amine To a solution of 0.027 g (1 mmol) of 95% sodium hydride and 0.5 drop of 15-crown-5 in 20 mL of THF was added dropwise a solution of 0.139 g (1 mmol) of 3-(2-hydroxy ethyl) phenyl amine at 0 C. After stirring for 0.5 hr 0.28 g (1.1 mmol) of 4-chloromethyl-2-(4-tert-butyl phenyl) thiazole was added in one portion. The mixture was stirred at room temperature for 5 hr. At the end of this time, the solution was concentrated and the residue washed with 10 ml of saturated ammonium chloride and extracted 2 times with 30 mL of ethyl acetate. The organic layers were combined, dried (MgSO4) and concentrated to recover an oil, which was purified by column chromatography on SiO2 with 30% ethyl acetate: hexane elution to provide 0.125 g of product as an oil, used in the next step without further purification. NMR (400 MHz, DMSO-d6) delta7.83 (d, J=8 Hz,2H, ArH), 7.50 (d, J=8 Hz, 2H,ArH), 7.45 (s, 1H, N=CH) 7.08 (t, J=8 Hz, 1H, H5), 6.63 (d, J=8 Hz, 1H,H4), 6.54 (s, 1H, H2), 6.51 (d, J=8 Hz, 1H, H6) 4.59 (s, 2H, OCH2), 3.71 (t, J=7 Hz, 2H, OCH2), 2.87 (t, J=7 Hz, 2H,ArCH2), 1.30 (s, 9H, t-bu)

Statistics shows that 52273-77-5 is playing an increasingly important role. we look forward to future research findings about 2-(3-Aminophenyl)ethanol.

Reference:
Patent; Wyeth; US2003/203941; (2003); A1;,
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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.4845-50-5, name is 1,4-Dioxane-2,3-diol, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.SDS of cas: 4845-50-5

3.91 g (17.532 mmol) of the compound from example 96A was dissolved in 230 ml ethanol, 2.85 g (22.768 mmol) of 2,3-dihydroxy-l,4-dioxane was added and it was stirred overnight at room temperature. The reaction mixture was concentrated in a rotary evaporator, wherein the product crystallized out. It was cooled with ice water, the product was filtered off and dried under vacuum. We obtained 3.04 g (71% of theor.) of the target compound.LC-MS (method 10): R, = 0.92 min; MS (EIpos): m/z = 245 [M+H]+. 1H-NMR (400 MHz, DMSO-D6): delta [ppm] = 8.46 (dd, IH), 9.06-9.09 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4845-50-5, 1,4-Dioxane-2,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; KAST, Raimund; GRIEBENOW, Nils; MEIER, Heinrich; KOLKHOF, Peter; ALBRECHT-KUePPER, Barbara; NITSCHE, Adam; STASCH, Johannes-Peter; SCHNEIDER, Dirk; TEUSCH, Nicole; RUDOLPH, Joachim; WHELAN, James; BULLOCK, William; PLEASIC-WILLIAMS, Susan; WO2010/20363; (2010); A1;,
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