Tag: M.W=100-200

Synthetic Route of 41175-50-2, 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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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 150 mL round bottom flask was added 40 mL of toluene, followed by the addition of 18.9 g (0.1 mol) of compound 3, phthalic anhydride14.8 g (0.1 mol), stirred and stirred. The mixture was refluxed for 5 hours to gradually form a solid. The solid was removed by suction filtration and recrystallized from methanol to give Dark red solid.

According to the analysis of related databases, 41175-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xuchang University; Hou Xufeng; Xu Zhihong; Li Bolun; Zhan Qiangqiang; Cheng Zijie; (23 pag.)CN107090191; (2017); A;,
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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. 6920-22-5, name is Hexane-1,2-diol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H14O2

A 500 mL three-necked round-bottom flask equipped with mechanical stirrer, pressure equalizing addition funnel, and reflux condenser is charged with 1,2-hexanediol (6, 5.91 g, 50.0 mmol) and 50 mL of carbon tetrachloride. Upon dissolving of the 1,2-hexanediol, thionyl chloride (5.5 mL, 75 mmol) is added dropwise at room temperature, and the reaction is heated to 60 C. After 2 h, the reaction is cooled via ice bath. Water (50 mL) and acetonitrile (75 mL) are added. Ruthenium chloride hydrate (0.131 g, 0.50 mmol) and sodium periodate (21.4 g, 100 mmol) are added and the reaction mixture is stirred at room temperature for I h. The mixture is extracted with diethyl ether (4 x 175 mL), the organic layers are washed with water (5 x 100 mL), saturated sodium bicarbonate (3 x 100 mL), brine (2 x 100 mL), filtered through celite/silica gel, and dried over magnesium sulfate. The clear liquid is concentrated to give 7, a clear oil. The preparation is represented by the following reaction:

The synthetic route of 6920-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE PROCTER & GAMBLE COMPANY; EP1210332; (2006); B1;,
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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.629-41-4, name is 1,8-Octanediol, molecular formula is C8H18O2, molecular weight is 146.23, as common compound, the synthetic route is as follows.Safety of 1,8-Octanediol

General procedure: A mixture of 1,n-diols 1a-d (1.0 mmol), DHP-hexane 3% (v/v) (1.96 mmol) and aqueous 5 M NaHSO4 (01 mL) was prepared. To 1,10-decanediol 1c and 1,12-dodecanediol 1d, 0.2 mL of DMSO were also added to the mixture at the beginning of the reaction. This mixture was stirred at 40 C for 16 h and then extracted with hexane (3 × 20 mL). The combined organic phases were dried (Na2SO4), filtered and then evaporated under reduced pressure. The residue obtained was chromatographed using silica gel using hexane/EtOAc (8:2) to yield pure Compounds 2a-d.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,629-41-4, 1,8-Octanediol, and friends who are interested can also refer to it.

Reference:
Article; Gonalves, Alessandra Mirtes Marques Neves; De Lima, Aline Brito; Da Silva Barbosa, Maria Cristina; De Camargos, Luiz Fernando; De Oliveira, Jlia Teixeira; De Souza Barbosa, Camila; Villar, Jos Augusto Ferreira Perez; Costa, Andr Carvalho; Da Silva, Isabella Viana Gomes; Silva, Luciana Maria; De Pilla Varotti, Fernando; Dos Santos, Fabio Vieira; Viana, Gustavo Henrique Ribeiro; Marine Drugs; vol. 12; 8; (2014); p. 4361 – 4378;,
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Application of 349-75-7, 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 349-75-7 as follows.

Aniline (46.5 mg, 0.5 mmol),Cat.[Ir] (5.4 mg, 0.005 mmol, 1 mol%), cesium carbonate (49 mg, 0.15 mmol, 0.3 equiv.),3-trifluoromethylbenzyl alcohol (105.6 mg, 0.6 mmol) and t-amyl alcohol (1 ml) were sequentially added to 5 mLIn a round bottom flask.The reaction mixture was refluxed in air for 12 hours and then cooled to room temperature.The solvent was removed by rotary evaporation, followed by column chromatography (developer: petroleum ether/ethyl acetate) to give the pure target compound. Yield: 86%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,349-75-7, its application will become more common.

Reference:
Patent; Nanjing University of Science and Technology; Fan Hongjun; Li Shun; Liu Pengcheng; Li Feng; (9 pag.)CN107778182; (2018); A;,
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Electric Literature of 41175-50-2, 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 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol. This compound has unique chemical properties. The synthetic route is as follows.

8-Hydroxyjulolidine (1.4 g, 7.2 mmol) and 3-formyl benzoic acid (500 mg, 3.6 mmol) are mixed with 60% aqueous sulfuric (40 mE) and stirred at 150 C. for 24 hours under air atmosphere. The reactionmixture is addedto ice (100 g), after which 60% NaOH is careffilly added to pH 6-7, precipitating the crude product. The crude product is extracted between DCM and watet The organic phase is separated, and washed with brine. The organic solvent is removed and the final products are dried by evaporating with EtOH and toluene 5 times to yield 1.7 g 3-acid product (94% yield). Purity as determined by HPEC is 95%. MS (ESI) [M+]=491.

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 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Patent; Pharmacophotonics, Inc.; Bremberg, Ulf; Ringberg, Erik; Berts, Wei; De Belder, Anthony; Strickland, James S.; US9169398; (2015); B2;,
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Electric Literature of 115652-52-3, 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 115652-52-3 as follows.

Example 1Synthesis of: (/?)-3-((/?)-2-amino-3-(l-(hvdroxymethyl)cvclopropylamino)-3-oxopropylthio) propane- 1,2-diyl didodecanoateStep 1: (R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(l-(hydroxymethyl)cyclo- propylamino)-3-oxopropylthio)propane-l,2-diyl didodecanoate[000398] To a solution of (5«,9«)-9-(dodecanoyloxy)-l-(9H-fluoren-9-yl)-3,12-dioxo-2,l l- dioxa-7-thia-4-azatricosane-5-carboxylic acid (6, 1 eq) and HBTU (1.2 eq) in DCM (0.06 M) was added DIEA (3.5 eq), followed by (1-aminocyclopropyl) methanol hydrochloride (1.2 eq). The reaction was stirred at room temperature for 2 hours. The crude mixture was purified by flash chromatography on a COMBIFLASH system (ISCO) using 30-50% EtO Ac/Hex to give (R)-3- ((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(l-(hydroxymethyl)cyclopropylamino)-3- oxopropylthio)propane- 1 ,2-diyl didodecanoate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115652-52-3, its application will become more common.

Reference:
Patent; IRM LLC; WU, Tom Yao-Hsiang; ZOU, Yefen; HOFFMAN, Timothy Z.; PAN, Jianfeng; WO2011/119759; (2011); A1;,
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Related Products of 67853-03-6 ,Some common heterocyclic compound, 67853-03-6, molecular formula is C9H10O3, 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 a stirred solution of methyl 3-(hydroxymethyl)benzoate (1.31 g, 7.88 mmol) in THF (10 mL) at RT, was added Cs2CO3 (3.8 g, 11.7 mmol) and the mixture stirred for 20 mm. To this was added a solution of 6-chloropyrimidine-4-carbonitrile B-i (750 mg, 7.17 mmol) in THF (15 mL) and the mixture stirred at RT for 16 h. The mixture was partitioned between water (100 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was re-extracted with EtOAc (20 ml). The combined organic layers were dried (MgSO4), filtered, and then concentrated under reduced pressure. The crude residue was purified (silica gel; eluting with 0- 60% EtOAc in hexanes), to afford compound B-2 as an off-white solid (1.01 g, 52%). ?H NMR (300 MHz, DMSO-d6): 8.97 (m, 1H), 8.06 (m, 1H), 7.94 (m, 1H), 7.82 (m, 1H), 7.75 (m, 1H), 7.56 (m, 1H), 5.56 (s, 2H), 3.84 (s, 3H); LCMS Mass: 270.0 (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. 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
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Electric Literature of 111-90-0, 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. 111-90-0, name is Diethylene Glycol Monoethyl Ether. A new synthetic method of this compound is introduced below.

[00121] Charge copper (I) iodide (FW 190.45, 0.90 grams, 4.72 mmol), 1,10-phenanthroline (FW 180.21, 0.83 grams, 4.62 mmol), cesium carbonate (FW 325.82, 19.00 grams, 58.30 mmol), 1 ,3-diiodobenzene (FW 329.90, 7.50 grams, 22.70 mmol), di(ethylene glycol) ethyl ether (FW 134.71, 14.06 grams, 104.40 mmol) and 100 milliliters of dry xylene in a 350 milliliter three necked round bottom flask. The reaction mixture was heated with stirring at reflex temperature for 20 hours under nitrogen. The resulting suspension was cooled to room temperature by adding 50 milliliters of toluene. Then the reaction mixture was filtered through celite and alumina. The low boiling (xylene and toluene) component was removed by a rotary evaporator and high boiling component di(ethylene glycol) ethyl ether by air bath oven at 180C under high vacuum for 2 hours. The residue was purified by flask chromatography on silica gel. The final dark yellow product was yielded 5.20 grams (67%). The product IR, and C NMR analysis shows the formation of aryl ether product. IR: neat (cm” FontWeight=”Bold” FontSize=”10″ ): 687, 763, 843, 995, 1058, 1 116, 1 157, 1 185, 1264, 1289, 1333, 1351, 1418, 1452, 1492, 1590, 2874. 13C NM (CDC13): 149.22, 121.87, 1 15.18, 70.84, 70.65, 69.83, 68.90, 66.5, 15.12.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-90-0, Diethylene Glycol Monoethyl Ether, and friends who are interested can also refer to it.

Reference:
Patent; EXXONMOBIL RESEARCH AND ENGINEERING COMPANY; PATIL, Abhimanyu O.; BODIGE, Satish; WO2015/60984; (2015); A1;,
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Application of 29683-23-6 ,Some common heterocyclic compound, 29683-23-6, molecular formula is C5H10OS, 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.

INTERMEDIATE 17(2-Oxo-3 -tetrahydro-2H-thiopyran-4-yl-2,3 -dihydro- 1 H-benzimidazol- 1 -yPacetic acidStep A. fert-Butyl 2-oxo-3 -tetrahydro-2H-thiopyran-4-yl-2,3 -dihydro- 1 H-benzimidazole- 1 – carboxylateDiethyl azodicarboxylate (446 mg, 2.56 mmol) was added to a solution otert- butyl 2-oxo-2,3-dihydro-lH-benzimidazole-l -carboxylate (J Org. Chem., 1995, 60, 1565-1582) (500 mg, 2.13 mmol), triphenylphosphine (672 mg, 2.56 mmol), and tetrahydro-2H-thiopyran-4- ol (Chem. Comm., 2002, 10, 1070-1071) (303 mg, 2.56 mmol) in TetaF (10 mL). After 20 h, the reaction was concentrated in vacuo and the crude product purified by silica gel column chromatography, eluting with a gradient of hexane:EtOAc – 100:0 to 95:5, to give the title compound. MS: m/z = 335 (M + 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29683-23-6, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2008/130512; (2008); A1;,
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Application of 3637-61-4, 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.3637-61-4, name is Cyclopentanemethanol, molecular formula is C6H12O, molecular weight is 100.16, as common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 13 STR43 Methanesulfonyl chloride (1.52 g) was added dropwise to a solution of 1.11 g of cyclopentanemethanol and 1.50 g of triethylamine in 30 ml of dichloromethane with cooling on an ice bath over 5 minutes. The reaction mixture was stirred at room temperature for 30 minutes and then washed in sequence with three portions of water and one portion of saturated aqueous solution of sodium chloride. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 2.06 g of cyclopentanemethyl methanesulfonate. NMR (CDCl3) delta: 1.1~1.9 (8H), 2.1~2.5 (1H, m), 2.02 (3H, s), 4.13 (2H, d, J=7 Hz), MS: m/z 178 (M+) STR44

The chemical industry reduces the impact on the environment during synthesis 3637-61-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US4987132; (1991); A;,
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