Month: August 2021

Electric Literature of 261723-33-5 , The common heterocyclic compound, 261723-33-5, name is (2-Bromo-6-fluorophenyl)methanol, molecular formula is C7H6BrFO, 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.

Pyridinium -toluenesulfonate (0.612 g; 2.43 mmol ) was added to a solution of 2- bromo-6-fluorobenzyl alcohol (5 g; 24.38 mmol ) and 3,4-dihydro-2H-pyran (3.34 mL; 36.58 mmol) in DCM (50 mL) at rt. The reaction mixture was stirred at rt for 12 h. The mixture was washed with brine, dried over MgSO.i, filtered and evaporated to give 7.67 g (quant.) of intermediate 234. This compound was used in the next step without any purification.

The synthetic route of 261723-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; MEERPOEL, Lieven; COUPA, Sophie; PONCELET, Virginie, Sophie; PILATTE, Isabelle, Noelle, Constance; PASQUIER, Elisabeth, Therese, Jeanne; BERTHELOT, Didier, Jean-Claude; QUEROLLE, Olivier, Alexis, Georges; MEYER, Christophe; ANGIBAUD, Patrick, Rene; DEMESTRE, Christophe, Gabriel, Marcel; MERCEY, Guillaume, Jean, Maurice; (302 pag.)WO2016/97347; (2016); A1;,
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Application of 534-03-2 ,Some common heterocyclic compound, 534-03-2, molecular formula is C3H9NO2, 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 serinol (10.40g, 114mmol) and sodium carbonate (42.30g, 399mmol) was added water (200mL), was added triphosgene (20.00g, 70mmol). Stirred for 12 hours at room temperature. After completion of the reaction, water (200 mL), dichloromethane (120mL × 3) extracted together The organic phase was washed with saturated brine (150 mL) and washed. Filtered and thesolvent evaporated under reduced pressure and the crude product purified by column chromatography (ethyl acetate / methanol(v / v) = 10/1) to give a colorless oil (5.2g, 39%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,534-03-2, its application will become more common.

Reference:
Patent; GUANGDONG HEC PHARMACEUTICAL CO., LTD; ZUO, YINGLIN; LAO, JINHUA; ZHENG, JINFU; WEN, LIANG; ZHANG, JIN; WU, SHOUTAO; YUAN, XIAOFENG; WANG, XIAOJUN; ZHANG, YINGJUN; (32 pag.)CN104497008; (2016); B;,
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Related Products of 119650-44-1, 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. 119650-44-1, name is (3-Methoxy-5-methylphenyl)methanol, molecular formula is C9H12O2, 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.

5-[(3-methoxy-5-methyl-phenyl)methoxy]-2H-pyrazol-3-amine mono hydrochloride used as starting material was prepared as follows:To a stirred solution of triphenylphosphine (4.095 g, 15.6 mmol) in DCM (20 ml) was added 5-amino-2H-pyrazol-3-ol (1.43 g, 14.4 mmol) and the suspension stirred for 1 h at room temperature and then cooled to 5-10 C. Propan-2-yl (NZ)-N-propan-2-yloxycarbonyliminocarbamate (3.08 ml, 15.6 mmol) was added over 30 mins and the mixture allowed to warm to room temperature and stirred for 1 hr. A solution of (3-methoxy-5-methyl-phenyl)methanol (1.83 g, 12 mmol) in DCM (10 ml) was added and the mixture stirred for 24 h. The mixture was filtered and the organic layer extracted with 2M HCl (3×100 ml). The aqueous layer was extracted with DCM (2×20 ml). Upon standing, a solid crystallised out from the DCM liquors. This was filtered off to give 5-[(3-methoxy-5-methyl-phenyl)methoxy]-1H-pyrazol-3-amine mono hydrochloride as a white solid (259 mg, 18.2%).1H NMR (399.9 MHz, DMSO-d6) delta 2.30 (3H, s), 3.70-3.75 (3H, m), 5.19 (2H, s), 5.28 (1H, s), 6.78 (1H, s), 6.83 (2H, t), 7.54-7.58 (1H, m), 7.62-7.66 (1H, m). MS: m/z 233 (MH+).

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 119650-44-1, (3-Methoxy-5-methylphenyl)methanol.

Reference:
Patent; ASTRAZENECA AB; US2008/4302; (2008); 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.

a) 5-Bromo-N-((1SR,2RS)-2-hydroxy-cyclohexyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinamide 5-Bromo-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid (75.0 g, 0.25 mol) was dissolved in DMF (850 mL). To the solution was added TBTU (91.0 g, 0.275 mol), N,N-diisopropylethyl amine (214 mL, 1.25 mol) and (1SR,2RS)-2-amino-cyclohexanol hydrochloride (41.7 g, 0.275 mol). The reaction mixture was stirred for 1.5 h at room temperature. The solvent was evaporated in vacuo, the residue was partitioned between ethyl acetate (2500 mL) and 1 N sodium hydroxide solution (2000 mL), the water phase was separated, extracted once more with ethyl acetate (1000 mL) and the organic phases were washed 2 times with water (2*1500 mL). Organic phases were pooled, dried with MgSO4 and concentrated to about 900 mL. The product precipitated upon stirring and cooling to 0 C. Filtration, washing with ethyl acetate/n-heptane (1:1) and drying in vacuo gave the title compound (81.1 g) as a white solid; MS (ISP) 397, 399 (M)+.

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; Roever, Stephan; Wright, Matthew; US2011/65759; (2011); A1;,
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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. 5299-60-5, name is Ethyl 6-hydroxyhexanoate. A new synthetic method of this compound is introduced below., Safety of Ethyl 6-hydroxyhexanoate

KBr (0.1 1 1 g, 0.936 mmol) in water (30 ml) was treated with sodium bicarbonate (4.72 g, 56.2 mmol). The solution was cooled (ice-bath) and treated with a solution of (2,2,6,6- tetramethyl piperidin-1 -yl)oxidanyl (0.029 g, 0.187 mmol) in DCM (30 ml) followed by sodium hypochlorite (1.387 ml, 22.47 mmol) and ethyl 6-hydroxyhexaonate (3 g, 18.73 mmol). The reaction mixture was partitioned between EtOAc and water and the organic portion was separated, dried (MgS04) and concentrated under reduced pressure to afford the titled compound

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, 5299-60-5, Ethyl 6-hydroxyhexanoate.

Reference:
Patent; NOVARTIS AG; CHARLTON, Steven John; LEBLANC, Catherine; MCKEOWN, Stephen Carl; WO2013/105065; (2013); A1;,
Alcohol – Wikipedia,
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Electric Literature of 3068-00-6 ,Some common heterocyclic compound, 3068-00-6, molecular formula is C4H10O3, 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.

Comparative Example 1; 304 g of racemic 1,2,4-butanetriol, 304 g of polyethyleneglycol (Average MW=400 g/mol, hereinafter referred to as ‘PEG-400’), and 41.6 g of para-toluenesulfonic acid were fed into a batch type reactor equipped with a distilling apparatus and then stirred. While the reaction pressure was reduced to 10 torr or less, and the temperature of the reactor was slowly increased to 12O0C, the reaction was conducted for 12 hours. During the reaction, tetrahydrofuran was distilled and separated using the distilling apparatus provided at the upper portion of the reactor, thus yielding tetrahydrofuran having 98% or more purity at a yield of 85 mol%.

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. 3068-00-6, 1,2,4-Butanetriol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SK CORPORATION; WO2007/81065; (2007); 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. 4152-92-5, name is (2-(Aminomethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H11NO

[00177] Compound 24: An ice-cold pyridine solution (10 mL) of compound 23 (1 mmol) is treated successively, in a dropwise fashion with acetyl choride (1 mmol), then after 5 min with MsCl (1.1 mmol). The solution is warmed to room temperature then the solvent is removed. The residue is dissolved in EtOAc, washed with water, dried (MgS04), filtered and reduced in vacuo. Purification by column chromatography affords pure compound 24.

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, 4152-92-5, (2-(Aminomethyl)phenyl)methanol.

Reference:
Patent; ONTORII, INC.; VERDINE, Gregory, L.; MEENA, Meena; IWANOTO, Naoki; BUTLER, David, Charles Donnell; WO2013/12758; (2013); A1;,
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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. 171011-37-3, name is (4-Bromo-1,2-phenylene)dimethanol, molecular formula is C8H9BrO2, 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. name: (4-Bromo-1,2-phenylene)dimethanol

To a solution of (COCl)2 (2.6 equiv.) in anhydrous DCM (1.4 mL per mmol of diol) was added dropwise a solution of anhydrous DMSO (5.2 equiv.) in anhydrous DCM (2.2 mL per mmol of diol) at -78 C and under a nitrogen atmosphere. After 10 min stirring at -78 C, a solution of diol (1.0 equiv.) in anhydrous DCM (2.2 mL per mmol of diol) was added at this temperature. The reaction mixture was stirred at -78 C for 1h under a nitrogen atmosphere before Et3N (1.4 mL per mmol of diol) was added dropwise. The reaction mixture was warmed to rt and stirred for 2-18 h under a nitrogen atmosphere. The reaction was then quenched by addition of H2O. The organics were extracted with DCM, combined, washed with water, washed with brine, dried over MgSO4 and concentrated in vacuo to afford the desired o-phthaldialdehyde.

With the rapid development of chemical substances, we look forward to future research findings about 171011-37-3.

Reference:
Article; D’Hollander, Agathe C.A.; Westwood, Nicholas J.; Tetrahedron; vol. 74; 2; (2018); p. 224 – 239;,
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Synthetic Route of 702-98-7 ,Some common heterocyclic compound, 702-98-7, molecular formula is C11H18O, 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 77 4-(2-Methyl-2-adamantyloxy)-nitrobenzene To 13.8 g. (0.0830 mole) of 2-methyl-2-adamantanol stirred in a mixture of 80 ml. of benzene and 40 ml. of DMF was added in portions 4.18 g. (0.087 mole of NaH) of 50% NaH in oil. Heating was commenced and when vigorous gas evolution was evident, the heat was lowered. When the reaction subsided, the mixture was refluxed for 20 minutes. To this mixture, cooled almost to room temperature, was added 11.7 g. (0.0830 mole) of p-fluoronitrobenzene, and the mixture was refluxed for 6 hours. The mixture was allowed to cool. Water and CH2 Cl2 were added. The CH2 Cl2 layer was washed with two 250 ml. portions of water, which were extracted with 100 ml. of CH2 Cl2. The combined CH2 Cl2 solutions were dried over anhydrous MgSO4 and concentrated The crude product was chromatographed on 700 g. of silica gel, eluding with 1:1 Skellysolve B:CH2 Cl2, to give 17.0 g. of product. Anal. Calcd for C17 H21 NO3: C, 71.06; H, 7.37; N, 4.87; O, 16.70. Found: C, 71.19; H, 7.48; N, 5.12.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-98-7, its application will become more common.

Reference:
Patent; The Upjohn Company; US4036977; (1977); A;,
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Synthetic Route of 50739-76-9, 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. 50739-76-9, name is (2-Amino-3,5-dibromophenyl)methanol, molecular formula is C7H7Br2NO, 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.

Adding 4.84kg of N-methylcyclohexylamine and 0.44kg of toluene to a 30L glass reactor with a water separator5.0 kg of 3,5-dibromo-2-aminobenzyl alcohol, 0.5 kg of solid super acid SiO2-OSO3H (SSA), 1.2 kg of acetic acid, and then heated to 85 C for a total of 12 hours after stirring.Sampling UPLC test (take the reaction solution as a sample at a concentration of approximately 275 mg/ml).After passing the reaction (3,5-dibromo-2-aminobenzyl alcohol is not more than 5.0%), it is concentrated under reduced pressure until no significant fraction is distilled off, and the residue is transferred to a barrel and cooled to room temperature, and then 12 kg of acetone is added.The solution was then transferred to a 100 L double-layer glass reactor and adjusted to pH 2 – 3 with 15% hydrochloric acid to precipitate a solid. After 20 minutes,Repeat the measurement of pH 2 ~ 3; continue to stir for 1 hour, then continue to cool to 0 C for 4 hours, centrifugal filtration, to obtain bromohexine hydrochloride wet,The wet product is placed in a blast drying oven tray, dried at 35±5C, and turned once every 3 hours.After drying for 10 hours, 6.24 kg was obtained after the water was qualified, and the yield was 85%. Bromohexidine hydrochloride refined: Adding 42.0 kg of 95% ethanol and 6.2 kg of crude bromohexidine hydrochloride to a 100 L enamel reactor.The temperature was raised to reflux, stirred and dissolved, and then 0.15 kg of activated carbon was added, and the mixture was decolorized by stirring for 1 hour.The titanium rod was filtered, and the filtrate was transferred to a 100 L double-layer glass reactor and slowly cooled to room temperature.Then, the crystallized mixture was stirred at room temperature for 2 hours, and then cooled to 5 C and stirred for 5 hours.The mixture was filtered by centrifugation, and the filter cake was rinsed with a small amount of 95% ethanol to obtain bromohexine hydrochloride wet product.The bromohexine hydrochloride wet product is placed in a vacuum drying oven tray and dried at 60 C, and the degree of vacuum is less than -0.08 mPa.The material was turned over once every 2 hours, dried for 12 hours, and the water was qualified to receive 4.96 kg, and the yield was 80%.

According to the analysis of related databases, 50739-76-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Yipinhong Pharmaceutical Co., Ltd.; Guangdong Zerui Pharmaceutical Co., Ltd.; Li Hanxiong; Lan Xiaobing; Yan Xinxing; (20 pag.)CN109535010; (2019); A;,
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