Month: March 2021

Related Products of 46004-37-9, The chemical industry reduces the impact on the environment during synthesis 46004-37-9, name is Methyl 4-amino-2-chlorobenzoate, I believe this compound will play a more active role in future production and life.

To a suspension of methyl 4-amino-2- chlorobenzoate (20.0 g, 107.75 mmol) and CaCO3 (21.58 g, 215.5 mmol) in MeOH (216 mL) was added a solution of iodine monochloride (20.0 g, 123.2 mmol) in CH2CI2 (102 mL). The resulting reaction mixture was stirred at room temperature for 5 h, and quenched by adding cooled water (700 mL) and ethyl acetate (700 mL). It was filtered through celite, the filtrate was treated with 300 mL of 10% sodium thiosulfate, partitioned, and the aqueous layer was extracted with ethyl acetate (400 mL). The combined organic layers were washed with 10% sodium thiosulfate (2x), and brine. The organic layer was dried over Mg504, and concentrated to dryness under vacuum. The residue was adsorbed in silica gel, loaded into flash column which was eluted with 5, 7.5, and 10% ethyl acetate/toluene to afford 17.0 g of title compound as a yellow solid. 1H NMR (400 MHz, CDCI3): 6 8.26 (s, 1H),6.75 (s, 1H), 4.52 (bs, 1H), 3.87 (s, 3H). LCMS (M+1) 312.0, 314.0.

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, Methyl 4-amino-2-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING / MCGILL UNIVERSITY; TREMBLAY, Michel L.; PENAFUERTE, Claudia; FELDHAMMER, Matthew; ZOGOPOULOS, George; BLACK, Cameron; CRANE, Sheldon; TRUONG, Vouy-Linh; KENNEDY, Brian; WO2015/127548; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 15568-85-1, 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. 15568-85-1 name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, This 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.

A solution of 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (7.0g,37.7mmol) and 2-methoxypyridin-4-amine (3.6g, 29.0mmol) disolved in i-PrOH(50mL) was refluxed at 100C for 1 hour, then the reaction solution was cooled toroom temperature to give crystalline solid which was filtered, washed with i-PrOHand diethyl ether to affor the compound 11 as a yellow crystalline solid (5.2g, 65%).1H NMR (400 MHz, Chloroform-d) delta 11.08 (d, J = 14.0 Hz, 1H), 8.66 (d, J = 14.0Hz, 1H), 8.17 (d, J = 5.7 Hz, 1H), 6.75 (dd, J = 5.7, 1.8 Hz, 1H), 6.55 (d, J = 1.8 Hz,1H), 3.95 (s, 3H), 1.75 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, and friends who are interested can also refer to it.

Reference:
Article; Cheng, Yu; Shen, Jian; Peng, Run-Ze; Wang, Gui-Feng; Zuo, Jian-Ping; Long, Ya-Qiu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 12; (2016); p. 2900 – 2906;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, 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. 14062-18-1 name is Ethyl 2-(4-methoxyphenyl)acetate, This 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.

(3) Dissolve N-(4-methoxy-3,5-dibromophenyl)carbodiimide in 15 times the mass of anhydrous methanol.After adding sodium methoxide NaOMe, stirring at room temperature for 15min, and then adding ethyl 4-methoxyphenylacetate,N-(4-methoxy-3,5-dibromophenyl)carbodiimide,The ratio of sodium methoxide NaOMe and 4-methoxybenzene ethyl acetate material is 1:1:1,Continue the reaction at room temperature for 4h. Evaporate the methanol, add water equal to the volume of methanol, stir for 10min, and filter by suction.Drying to give N-(4-methoxy-3,5-dibromophenyl)2-(4-methoxyphenyl)-2-ethoxycarbonylvinylamine as a white solid;Yield 99%;

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(4-methoxyphenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Guangzhou University; Nanjing University; Chen Kun; Xiao Zhuping; Ma Xiang; Fan Jing; Zhu Hailiang; (9 pag.)CN107501174; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 15448-76-7, These common heterocyclic compound, 15448-76-7, name is Dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate, 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.

[1268A solution of sodium hydroxide (940 mg) in methanol (10 mL) was added to a solution of dimemylbicyclo[2.2.1]heptane-l,4-dicarboxylate (5.00 g) in THF (150 mL), and the resultant was stirred overnight at room temperature. The reaction mixture was distilled off under reduced pressure, the obtained residue was dissolved in water, and extraction thereof was performed using dichloromethane. A pH of the obtained aqueous layer was set to pH 3 using 6 M hydrochloric acid, and extraction thereof was performed using ethyl acetate. The obtained organic layer was distilled off under reduced pressure, thereby obtaining the title compound (2.50 g). 1H MR (400 MHz, DMSO-d^ 1.57-1.63 (4H, m), 1.72 (2H, s), 1.91-1.92 (4H, m), 3.60 (3H, s), 12.21 (lH, s).

The synthetic route of 15448-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; OGINO, Masaki; MIZOJIRI, Ryo; YAMASAKI, Takeshi; HIROSE, Hideki; TAKAKURA, Nobuyuki; YAMASHITA, Tohru; MORIMOTO, Sachie; NAKAHATA, Takashi; KINA, Asato; WO2014/142363; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 403-33-8, name is Methyl 4-fluorobenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C8H7FO2

Methyl 4-fluorobenzoate (4.6 g, 29.7 mmol) was dissolved in DMSO (20 mL), followed by the addition of K2CO3 (12.3 g, 89.1 mmol) and 1-ethylpiperazine (7.6 mL, 59.4 mmol). The mixture was heated to 110 C and stirred for 10 h before being cooled to room temperature and diluted with water (50 mL) and EtOAc (200 mL). The organic phase was washed with brine (50 mL), dried over Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography using CH2Cl2-MeOH (10:1) to get 4a (6.4 g, 89.2%) as a yellow solid. 1H NMR (400 MHz, CDCl3) delta 7.94 (d, J = 9.0 Hz, 1H), 6.89 (d, J = 9.0 Hz, 1H), 3.88 (s, 3H), 3.36-3.39 (m, 4H), 2.60-2.63 (m, 4H), 2.50 (q, J = 7.2 Hz, 2H), 1.15 (t, J = 7.2 Hz, 3H). ESI-MS (m/z): [M + H]+ = 249.0.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Cui, Jing; Peng, Xia; Gao, Dingding; Dai, Yang; Ai, Jing; Li, Yingxia; Bioorganic and Medicinal Chemistry Letters; vol. 27; 16; (2017); p. 3782 – 3786;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 5335-05-7, 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. 5335-05-7, name is Chloromethyl benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 1d (120.0 mg, 0.306 mmo.) in DMF (3 mL) was added LiH (4.8 mg, 0.61 mmoi) at 0 0C. Then chloromethyi benzoate v (57.4 mg, 0.337 mmo., dissolved in 0.5 mL DIVtF) was added. The solution was stirred at 0 0C for 3 hours, and then was gradually warmed up to 25 CC and stirred at 25 0C for overnight. AcOH (0.042 mL, 0.733 mmo.) was added and the product was purified by C18 chromatography (CH3CNZH2O: 5% to 90%, with 0.1% HCO2H) to give compound 66 (110.5 mg, 68.6%),

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, Chloromethyl benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; SHANKAR, Bandarpalle, B.; KIM, Seong, Heon; YU, Wensheng; TONG, Ling; WONG, Michael, K. C.; LAVEY, Brian J.; KOZLOWSKI, Joseph, A.; CHEN, Lei; RIZVI, Razia, K.; KOSINSKI, Aneta, Maria; YANG, De-Yi; ZHOU, Guowei; ROSNER, Kristen, E.; FIRE, Luke; RICHARD, Judson, E.; LI, Dansu; WO2010/36638; (2010); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 105-76-0, name is Dibutyl maleate, A new synthetic method of this compound is introduced below., Safety of Dibutyl maleate

EXAMPLE 31 Synthesis of Dibutyl 5-EPDC from Hydroxylamine, Dibutyl Maleate, and 2-Ethylacrolein Hydroxylamine free base (50% aqueous solution, 8.0 g, 0.12 mol) was added dropwise to dibutyl maleate (25.0 g, 0.1 mol) in a 3-necked 250-ml flask blanketed with nitrogen. The reaction temperature was maintained below 55 C. with an ice bath. The mixture was stirred for 30 minutes and then analyzed by NMR, which indicated 96% conversion of dibutyl maleate to dibutyl N-hydroxyaspartate. Butanol (29.8 g), hexadecane (0.98 g), 2-ethylacrolein (10.0 g, 0.12 mol), and trifluoroacetic acid (2.0 g, 0.018 mol) were added in succession to the reaction mixture, which was then stirred at 90-95 C. for 4.5 hours under nitrogen.

The synthetic route of 105-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Celanese Corporation; US5322948; (1994); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6942-37-6, name is Methyl 5-amino-2-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Methyl 5-amino-2-bromobenzoate

Step B. Preparation of methyl 2-bromo-5-(dimethylamino)benzoateTo a stirred solution of 5-amino-2-bromo-benzoic acid methyl ester (3.30 g, 14.35 mmol) in CH3OH (45 mL) containing CH2O (3.6 mL, 45.0 mmol) at room temperature was added a solution of NaBH3CN (945 mg, 14.35 mmol) and ZnCI2 (990 mg, 7.2 mmol) in CH3OH (45 mL). The reaction mixture was stirred at room temperature overnight, then concentrated. The residue was taken up in 0.1 N NaOH solution, extracted with EtOAc several times. The combined extracts were washed with H2O, brine, dried over dried Na2SO4, then filtered and concentrated. The residue was separated by silica gel column (hexane/EtOAc = 3 : 1) to give 2.991 g (92%) of methyl 2-bromo-5-(dimethylamino)benzoate as a yellow oil based on the partial recovery of (412 mg). methyl 2-bromo-5-(dimethylamino)benzoate, MS: m/z 259 (M + H)

The synthetic route of 6942-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; WO2009/120826; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 82702-31-6, These common heterocyclic compound, 82702-31-6, name is Methyl 3-bromo-4-fluorobenzoate, 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 solution of Example 35a (1.86 g, 13.27 mmol) and methyl 3-bromo-4- fluorobenzoate (2.099 mL, 14.20 mmol) in dimethyl sulfoxide (14 mL) was added cesium carbonate (6.49 g, 19.91 mmol). The mixture was heated at 80 C for 2 hours, cooled, and diluted with water (100 mL), then extracted with methyl tert-butyl ether (200 mL). The aqueous phase was extracted with additional portions (2 x 100 mL) of methyl tert-butyl ether.The combined organics were dried over anhydrous sodium sulfate, filtered, and concentrated. The crude material was purified by chromatography (silica gel, eluting with 0-25 % ethyl acetate/heptanes) to provide 4.56g (97%) of the title compound.

The synthetic route of 82702-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FIDANZE, Steven D.; HASVOLD, Lisa A.; LIU, Dachun; MCDANIEL, Keith F.; PRATT, John; SCHRIMPF, Michael; SHEPPARD, George S.; WANG, Le; LI, Bing; (191 pag.)WO2017/177955; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 27492-84-8, These common heterocyclic compound, 27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, 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.

(1) Methyl 2-methoxy-4-[(6a-methyl-5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)carboxamido]benzoate [Show Image] A suspension of 6a-methyl-5,6,6a,7,8,9-hexahydro-4H-2-phenalenecarboxylie acid (0.100 g) in anhydrous benzene (3 ml) was added with thionyl chloride (1 ml), and the mixture was refluxed by heating for 3 hours. The reaction mixture was concentrated under reduced pressure, the resulting residue was dissolved in anhydrous benzene (2 ml) and pyridine (5 ml), the solution was added with methyl 2-methoxy-4-aminobenzoate (0.087 g) and 4-dimethylaminopyridine (one pellet), and the mixture was stirred overnight at room temperature. The reaction mixture was added with 2 N aqueous hydrochloric acid and thereby made acidic, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water, 10percent aqueous sodium carbonate, and saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane = 1:5) to obtain the title compound (0.145 g, yield: 85percent). 1H-NMR (400MHz, CDCl3): delta 1.17 (3H, s), 1.51 (2H, td, J=12.9, 5.1Hz), 1.71 (2H, dt, J=12.9, 3.9Hz), 1.78-1.89 (2H, m), 1.99-2.15 (2H, m), 2.82 (2H, dt, J=17.1, 8.6Hz), 2.96 (2H, ddd, J=17.1, 7.8, 3.0Hz), 3.87 (3H, s), 3.93 (3H, s), 6.97 (1H, dd, J=8.4, 1.8Hz), 7.38 (2H, s), 7.82 (1H, d, J=1.8Hz), 7.85 (1H, d, J=8.4Hz), 8.05 (1H, br-s)

Statistics shows that Methyl 4-amino-2-methoxybenzoate is playing an increasingly important role. we look forward to future research findings about 27492-84-8.

Reference:
Patent; Research Foundation Itsuu Laboratory; EP2189443; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics