Month: March 2021

Electric Literature of 563-83-7, These common heterocyclic compound, 563-83-7, name is Isobutyramide, 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 38 phosphorus pentasulfide (P2S5) (4.58mmol) in ether (8ml) was added 39 isobutylamide 11a (1gm, 11mmol) and the reaction mixture was stirred for 2h at room temperature. The reaction mixture was diluted with brine and extracted with ether. The organic layer was dried over Na2SO4 and evaporated to give crude 40 thioamide. The mixture of crude 40 thioamide and 42 ethyl alpha-bromopyruvate (11.42mmol) in 43 EtOH (10ml) was stirred at reflux temperature for 30min. The solvent was evaporated under vacuum, diluted with EtOAc and washed with 7% aqueous NaHCO3 (3¡Á30mL), the organic layer was dried over Na2SO4 and evaporated to get crude product, which was purified by column chromatography (n-hexane/EtOAc) to afford 44 12a.

Statistics shows that Isobutyramide is playing an increasingly important role. we look forward to future research findings about 563-83-7.

Reference:
Article; Karale, Uttam B.; Krishna, Vagolu Siva; Krishna, E. Vamshi; Choudhari, Amit S.; Shukla, Manjulika; Gaikwad, Vikas R.; Mahizhaveni; Chopra, Sidharth; Misra, Sunil; Sarkar, Dhiman; Sriram, Dharmarajan; Dusthackeer, V.N. Azger; Rode, Haridas B.; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 315 – 328;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 4424-80-0, 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 4424-80-0 as follows.

The starting material is prepared as follows: To a solution of 2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (2.5 g) in chloroform (30 ml), phosphorus pentachloride (3.2 g) was added in portions, while maintaining the temperature at 0-5. When the addition was complete, iodine (30 mg) was added followed by bromine (2.5 g), which was added dropwise over 5 minutes. The mixture was then refluxed for 4 hours. The chloroform solution was evaporated and the residue was partitioned between ice-water (30 ml) and dichloromethane (75 ml). The organic phase was dried over magnesium sulfate and evaporated under reduced pressure. The crude residue was purified by chromatography over silica gel, eluding with ether and hexane (7:3). Concentration of the appropriate fractions yielded 3-bromo-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one, m.p. 146-148.

According to the analysis of related databases, 4424-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ciba-Geigy Corporation; US4575503; (1986); A;; ; Patent; Ciba-Geigy Corporation; US4410520; (1983); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 40724-47-8, A common heterocyclic compound, 40724-47-8, name is 4-Bromomethylbenzenesulfonamide, molecular formula is C7H8BrNO2S, 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: To a mixture of correspondingbromide (1.1 equiv) in 4 mL DMSO was added NaN3 (24 mg, 0.37 mmol).The mixture was stirred at room temperature for 1 h, and the 4mL H2O, sodium ascorbate (29 mg, 0.15 mmol),intermediate 5 (100mg, 0.37 mmol)and CuI (14 mg, 0.07 mmol). The reaction mixture was stirred at roomtemperature overnight, and extracted with ethyl acetate. The extract was driedover anhydrous MgSO4, and concentrated under reduced pressure. Theresidue was purified by silica gel column chromatography with dichloromethane/methanol (10:1) to affordthe desired products 1 and 6-32, respectively.

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; Li, Jia-Cheng; Zhang, Juan; Rodrigues, Mosar Correa; Ding, De-Jun; Longo, Joao Paulo Figueiro; Azevedo, Ricardo Bentes; Muehlmann, Luis Alexandre; Jiang, Cheng-Shi; Bioorganic and Medicinal Chemistry Letters; vol. 26; 16; (2016); p. 3881 – 3885;,
Amide – Wikipedia,
Amide – 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. 354-38-1, name is 2,2,2-Trifluoroacetamide, A new synthetic method of this compound is introduced below., Recommanded Product: 2,2,2-Trifluoroacetamide

4-Bromo-N-isopropyl-N-(4-methoxy-2-methylphenyl)-3-methylsulfanylbenzenesulfonamide (565 mg; 1.27 mmol) and 2,2,2-trifluoroacetamide (215.6 mg; 1.91 mmol) dissolved in tetrahydrofuran (1.1 ml) are added slowly to 60% sodium hydride (45.8 mg; 1.14 mmol) suspended in tetrahydrofuran (2.8 ml) at 0-5 C., followed by addition of the solution of 1,3-dibromo-5,5-dimethylhydantoin (545.3 mg; 1.91 mmol) in tetrahydrofuran (1.13 ml). The medium is stirred for 2 hours at room temperature, hydrolyzed by addition of 10% citric acid solution and then extracted with ethyl acetate. The organic phases are combined, then washed with 25% sodium sulfite solution and then twice with saturated sodium chloride solution and dried (Na2SO4). The solvents are evaporated off. (0509) The crude product is chromatographed on silica gel (eluent: heptane/ethyl acetate, from 0 to 60% of ethyl acetate). The (E)-N-((2-bromo-5-(N-isopropyl-N-(4-methoxy-2-methylphenyl)sulfamoyl)phenyl)(methyl)-lambda4-sulfanylidene)-2,2,2-trifluoroacetamide (706 mg; 100%) is obtained in the form of a colorless oil with a compliant NMR. (0510) MS: [M-H]=557

The synthetic route of 354-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; BOUIX-PETER, Claire; OUVRY, Gilles; THOREAU, Etienne; (132 pag.)US2018/170869; (2018); A1;,
Amide – Wikipedia,
Amide – 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. 78191-00-1, name is N-Methoxy-N-methylacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: N-Methoxy-N-methylacetamide

To a solution of 1 -bromo-3-isopropylbenzene (10 g, 0.05 moi) in THF was added dropwise with BuLi (47 ml,, 0.075 niol) at -60 ‘C. After stirred 30 minutes, N-methoxy-N-methyiacetamide (6.22 g, 0.06 mol) was added. The mixture was stirred at -30C for 3 hours. Then the mixture was quenched with H20, the mixture was partitioned between EtOAc and water. The layer was separated and washed with water, brine, dried over Na2SC>4, and concentrated. The residue was purified by column chromatography to obtained the titled compound. ? NMR (CHLQRQFORM-d): delta 7.85 (s, i l l ). 7.79 (dt, j = 7.6, 1 .4 Hz, 1H), 7.33 – 7.53 (m, 2H), 3.00 (dt, J – 13.8, 6.9 Hz, 1H), 1.30 (d, J – 6.7 Hz, 6H)

The synthetic route of 78191-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RIPKA, Amy, S.; SAUNDERS, Jeffrey, O.; KAMENECKA, Theodore, Mark; GRIFFIN, Patrick, R.; WO2013/78233; (2013); A1;,
Amide – Wikipedia,
Amide – 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. 2832-19-1, name is 2-Chloro-N-(hydroxymethyl)acetamide, A new synthetic method of this compound is introduced below., COA of Formula: C3H6ClNO2

EXAMPLE 19 [2-(AMINOMETHYL)-3, 5-DI-TERT-BUTYLPHENOL HYDROCHLORIDE] Step A: [2-CHLORO-N-(2, 4-DI-TEYT-BUTYL-6-HYDROXYBENZYL)] acetamide A finely powdered mixture of 5.2 g (25 mmol) of 3, 5-di-tert- butylphenol and 3.15 g (25 mmol) [OF N-HYDROXYMETHYL-2-CHLOROACETAMIDE] was added in portions to a vigorously stirred solution of 22.5 mL acetic acid and 2.5 mL (98%) sulfuric acid at [0-10C.] The reaction mixture was allowed to warm to room temperature over several hours, and stirring was maintained for a total of 16 hours. The reaction mixture was poured into ice-water, neutralized with saturated aqueous [NAHCO3] solution and extracted into CH2C12. The organic extracts were combined, washed with brine, dried [(NA2SO4),] filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 15-30-50% EtOAc in hexane. Evaporation of the purified fractions and [DRYING’IN VACUO] afforded the title compound.

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:
Patent; MERCK & CO., INC.; WO2004/783; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 402-46-0, name is 4-Fluorobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 402-46-0

Example 49 3-(4-Fluorophenylsulphonamidomethyl)cyclohexanol STR67 In analogy to the procedure for Example 3 7.5 g of 3-(aminomethyl)cyclohexanol are reacted with 11.3 g of 4-fluorophenylsulphonamide. This results in 11.05 g (66% of theory) of viscous oily isomer mixture being obtained as the product. Rf =0.41 and 0.38 CH2 Cl2:CH3 OH=95:5

According to the analysis of related databases, 402-46-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US4827032; (1989); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, belongs to amides-buliding-blocks compound, 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 456-64-4, Formula: C7H6F3NO2S

EXAMPLE 50 3-Methyl-2-[5-(trifluoromethanesulfonamido)pentan-1-ylthio]-1,4,7b-triazacyclopent[cd]indene To a solution of 500 mg (1.82 mmol) of 3-methyl-2-[5-(amino)pentan-1-ylthio]-1,4,7b-triazacyclopent[cd]indene in 30 ml of acetonitrile were added 0.51 ml (3.66 mmol) of triethylamine and 1.302 g (3.66 mmol) of N-phenyltrifluoromethanesulfonamide. The mixture was stirred for two hours at room temperature. The solvent was distilled off. To the residue was added methylene chloride, which was washed with water, and dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by column chromatography (eluent: ethyl acetate) to afford 608 mg (82.1%, a pale yellow solid) of the desired compound. NMR(200 MHz,CDCl3)delta: 1.55-1.85(4H,m), 1.97(2H,m), 2.90(3H,s), 3.39(2H,m), 3.50(2H,t,J=7.0 Hz), 7.69(1H,d,J=7.8 Hz), 7.73(1H,d,J=8.0 Hz), 7.95(1H,dd,J=8.0, 7.8 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,1-Trifluoro-N-phenylmethanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5958942; (1999); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 2675-89-0, name is 2-Chloro-N,N-dimethylacetamide, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H8ClNO

7-(5-Methoxy-l//^-indol-3-yl)-l-methyl-6 osyl-l,6-dihydropyrazolo[3,4-J]pyrrolo[2,3-ft]pyridine (0.100 g, 0.212 mmol; Preparation No.P.1.1) and 60 wt% NaH (0.009 g, 0.212 mmol) were suspended in DMF (3 mL). After about 10 min, 2-chloro-A^,A^-dimethylacetamide (0.052 g, 0.424 mmol, Pfaltz-Bauer) was added and mixture was stirred at rt. After about 1 h additional 60 wt% NaH (0.005 g, 0.212 mmol) was added and the mixture was heated to about 40 C for about 16 h. The mixture was concentrated in vacuo and purified on a 4 g silica column eluting with EtOAc to provide 2-(5-methoxy-3-(l-methyl-6-tosyl-l,6-dihydropyrazolo[3,4-dJpyrrolo[2,3-bJpyridin-7- yl)-lH-indol-l-yl)-N,N-dimethylacetamide (0.097 g, 82%): LC/MS (Table 2, Method c) Rt = 1.46 min; MS m/z 557 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2675-89-0.

Reference:
Patent; ABBOTT LABORATORIES; WISHART, Neil; ARGIRIADI, Maria A.; BREINLINGER, Eric C.; CALDERWOOD, David J.; ERICSSON, Anna M.; FIAMENGO, Bryan A.; FRANK, Kristine E.; FRIEDMAN, Michael; GEORGE, Dawn M.; GOEDKEN, Eric R.; JOSEPHSOHN, Nathan S.; LI, Biqin C.; MORYTKO, Michael J.; MULLEN, Kelly D.; SOMAL, Gagandeep; STEWART, Kent D.; VOSS, Jeffrey W.; WALLACE, Grier A.; WANG, Lu; WOLLER, Kevin R.; WO2011/68899; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 67279-23-6, 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. 67279-23-6, name is 2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione, This compound has unique chemical properties. The synthetic route is as follows.

Step 2: Preparation of 1,4-dichloro-5,6,7,8-tetrahydrophthalazine (compound 1c) The compound 1b (1 g, 6.02 mmol) was dissolved into phosphorus oxychloride (8 ml). The air in the system was replaced 3 times with nitrogen gas. The system was warmed up to a temperature of 110 C. and stirred for 3 h. The reaction was stopped and then naturally cooled. The reaction solution was slowly dripped into ice water. The mixture was adjusted to pH 10 with a 1N sodium hydroxide aqueous solution and extracted 3 times with ethyl acetate. Organic phases were combined, and the organic phase was washed with saturated brine and concentrated to dry, to obtain a compound 1c (1.1 g).

The chemical industry reduces the impact on the environment during synthesis 2,3,5,6,7,8-Hexahydrophthalazine-1,4-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Terns, Inc.; YU, Shanghai; LI, Ben; (28 pag.)US2020/190064; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics