Amides-buliding-blocks

Application of 815-06-5, A common heterocyclic compound, 815-06-5, name is N-Methyl-2,2,2-trifluoroacetamide, molecular formula is C3H4F3NO, 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.

(A) (S)-[1-[ [[[(3,4-Dihydroxyphenyl)amino]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester 16.27 g (81.7 mmol) of N-methyl-N-(trimethylsilyl)trifluoroacetamide was added to a solution of 9.76 g (40.8 mmol) of 4-amino-1,2-benzenediol, trifluoroacetate salt in 100 ml of ethyl acetate, and the mixture was stirred for one hour at room temperature. The solvent and most of the N-methyltrifluoroacetamide were evaporated at 60 C. The residue was dissolved in 100 ml of ethyl acetate (solution A). To a suspension of 8.99 g (40.8 mmol) of (S)-(2-oxo-3-azetidinyl)carbamic acid, phenylmethyl ester in 100 ml of ethyl acetate was added 5.78 g (40.8 mmol) of chlorosulfonyl isocyanate, and the mixture was stirred for one hour at room temperature. After the addition of 100 ml of dichloromethane, the solution was cooled to 0 C. 16.52 g (163.3 mmol) of triethylamine and, subsequently, solution A were added. The resulting mixture was stirred overnight at room temperature. After addition of 200 ml of ice water, the pH was adjusted to 2 by adding 2N hydrochloric acid. The organic layer was separated and the aqueous phase extracted three times with ethyl acetate. The combined organic layers were washed with brine and dried over magnesium sulfate. The solvent was removed in vacuo and the residue triturated with petroleum ether; yield: 11.40 g.

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; E. R. Squibb & Sons, Inc.; US4801705; (1989); A;,
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Related Products of 35303-76-5, A common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, molecular formula is C8H12N2O2S, 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: The 1.0M solution of 4-amino-/aminomethyl-/aminoethyl-benzenesulfonamide (1 equiv) in acetone (100mL) was added dropwise into a vigorously stirred suspension of cyanuric chloride (1 equiv) in acetone (100mL) at 0C. The white reaction mixture was stirred at the same temperature for 30min. After that the 1.7M aqueous solution of NaOH (1 equiv) was added during a period of 20min. Stirring was continued for 1h, and the reaction was quenched by the addition of slush (100mL). After reaction was completed, the resulted solid was filtered off, washed and dried under high vacuum. The product was crystalized from acetone affording the compounds 1-3 as a white solid.

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; Miku?, Peter; Kraj?iova, Dominika; Mikulova, Maria; Horvath, Branislav; Pecher, Daniel; Garaj, Vladimir; Bua, Silvia; Angeli, Andrea; Supuran, Claudiu T.; Bioorganic Chemistry; vol. 81; (2018); p. 241 – 252;,
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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. 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H10N2O3S

General procedure: A mixture of 1 (2.31 g, 0.01 mol) and the corresponding sulfadrugs (0.012 mol) in dry DMF (20 mL) was refluxed for 12 h. The solid obtained after concentration was filtered and crystallized from dioxane to give 2-14, respectively.

The synthetic route of 144-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Al-Dosari, Mohammed S.; Ghorab, Mostafa M.; Alsaid, Mansour S.; Nissan, Yassin M.; Ahmed, Abdulkareem B.; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 373 – 383;,
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Related Products of 6971-74-0, 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 6971-74-0 as follows.

General procedure: N-Benzoylsulfonamide 1a (27.5 mg, 0.1 mmol), [RhCl2Cp*]2 (1.2 mg, 0.002 mmol), and Cu(OAc)2¡¤H2O (40.0 mg, 0.20 mmol) were loaded in a dry vial, which was subjected to evacuation/flushing with dry argon three times. Anhydrous toluene (1.0 mL) solution of tert-butyl acrylate 2a (17.4 muL, 0.12 mmol) was syringed into the mixture, which was then stirred at 130 C for 24 h or until the starting material had been consumed as determined by TLC. Upon cooling to room temperature, all volatiles were evaporated and the residue was purified by preparative TLC (ethyl acetate/hexane 1:2) to give isoindolinone 3a in 88% yield

According to the analysis of related databases, 6971-74-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhu, Chen; Falck, John R.; Tetrahedron; vol. 68; 45; (2012); p. 9192 – 9199;,
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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. 5202-85-7, name is 2-Amino-5-chlorobenzamide, A new synthetic method of this compound is introduced below., Quality Control of 2-Amino-5-chlorobenzamide

Ethyl chlorooxoacetate (2.0 mL) was added to a solution of 2-amino-5-chlorobenzamide (2.50 g) in pyridine (15 mL), and the mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated under reduced pressure, and the resultant residue was dissolved in acetic acid (50 mL). Acetic anhydride (5.0 mL) was added to the solution, and the mixture was heated under reflux for 16 hours. The solvent was distilled away under reduced pressure, and ethanol was added to the residue. Crystals precipitated were collected by filtration and washed, to thereby give the title compound (2.71 g).1H-NMR(DMSO-d6) delta:1.35(3H,t,J=7.1Hz), 4.38[2H,q,J=7.1Hz), 7.85(1H,d,J=8.6Hz), 7.91(1H,dd,J=8.6,2.3Hz), 8.10(1H,d,J=2.3Hz), 12.85(1H,br.s). MS(ESI)m/z:253(M+H)+.

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; DAIICHI PHARMACEUTICAL CO., LTD.; EP1577301; (2005); A1;,
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Related Products of 1408282-26-7, 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 1408282-26-7 as follows.

Example 1 Preparation of 2-bromo-8-fluoro-4,5-dihydro-1H-azepino[5,4,3-cd]indol-6(3H)-one (Formula IV) 8-fluoro-4,5-dihydro-1H-azepino[5,4,3-cd]indol-6(3H)-one (Formula V) 100 gm was dissolved in dichloromethane (1000 ml). Pyridinium tribromide (200 gm) was added in the above solution and stirred at 0-5 C. until completion of reaction. Once reaction was complete saturated sodium carbonate solution (500 ml) was added and stirred for 2 hours. The solid was filtered and washed with water (200 ml). The wet cake was taken in acetonitrile (150 ml) and DIPE (150 ml) and stirred at RT for 1 hour. The obtained solid was filtered and washed with acetonitrile (50 ml). The material was dried at 50 C. to get 2-bromo-8-fluoro-4,5-dihydro-1H-azepino[5,4,3-cd]indol-6(3H)-one (Formula IV) (110 gm).

According to the analysis of related databases, 1408282-26-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RK Pharma Solutions LLC; Kovi, Ravishanker; Kannapan, Jayaraman; Thirunavakarasu, Ananda Babu; Mande, Hemant; US2019/233428; (2019); A1;,
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Reference of 54616-47-6, A common heterocyclic compound, 54616-47-6, name is 2-Bromo-N,N-dimethylbenzamide, molecular formula is C9H10BrNO, 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 stirred solution of 1 (0.23 g, 1.0 mmol) in THF (6 mL) at -78C was added n-BuLi (1.6 M in hexane; 1.0 mmol) dropwise. After 15 min, PhNCS(0.14 g, 1.0 mmol) was added and stirring was continued for an additional 5 min before addition of saturated aqueous NH4Cl (15 mL). The mixture was extracted with AcOEt (3 ¡Á 10 mL), and the combined extracts were washed with brine (10 mL), dried (Na2SO4) and concentrated by evaporation

The synthetic route of 54616-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kobayashi, Kazuhiro; Shigemura, Yuuho; Fujiwara, Daiki; Heterocycles; vol. 94; 6; (2017); p. 1152 – 1158;,
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Adding a certain compound to certain chemical reactions, such as: 138-41-0, name is Carzenide, 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 138-41-0, Application In Synthesis of Carzenide

Tolylsulfonamide 10 (1.00mM) was first converted to 4-aminosulfonyl benzoic acid by refluxing its aqueous suspension with KMnO4 (3.00mM) to generate the corresponding carboxylic acid followed by refluxing its methanolic solution firstly in acidic condition and then in excess of hydrazine hydrate.37 Yield 74%, lit. mp: 230-232C, Obs. mp: 228-230C.

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, Carzenide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sitaram; Celik, Gulsah; Khloya, Poonam; Vullo, Daniela; Supuran, Claudiu T.; Sharma, Pawan K.; Bioorganic and Medicinal Chemistry; vol. 22; 6; (2014); p. 1873 – 1882;,
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Application of 97-35-8,Some common heterocyclic compound, 97-35-8, name is 3-Amino-N,N-diethyl-4-methoxybenzenesulfonamide, molecular formula is C11H18N2O3S, 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.

Step 1 Production of 3-amino-N,N-diethyl-4-hydroxybenzenesulfonamide 3-Amino-N,N-diethyl-4-methoxybenzenesulfonamide (5 g) was dissolved in methylene chloride (150 mL). Under ice-cooling, boron tribromide (1.0 M methylene chloride solution, 38.7 mL) was added dropwise, and the mixture was stirred overnight at room temperature. Water (150 mL) was added dropwise to the reaction mixture under ice-cooling, and the aqueous layer was washed with chloroform. The obtained aqueous layer was weak acidified with 4N aqueous sodium hydroxide under ice-cooling. The precipitated solid was collected by filtration to give the title compound (4.0344 g) as a pale-beige solid.

The synthetic route of 97-35-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Japan Tobacco Inc.; US2008/64871; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 21744-84-3,Some common heterocyclic compound, 21744-84-3, name is 4-Methyl-2H-1,4-Benzoxazin-3-one, molecular formula is C9H9NO2, 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 cooled solution of 2H-1,4-benzoxazin-3(4H)-one (11.93 g, 80 mmol) in N,N-dimethylformamide (120 ml) was added sodium hydride (60% dispersion in mineral oil, 3.2 g, 80 mmol) in portions between 0 C. and 5 C. (1 h).The mixture was stirred 1 h at 0 C. To the cooled mixture was added ethyl iodide (13.7 g, 88 mmol) dropwise. The ice bath was removed and the mixture was stirred at r.t. for 17 h. The mixture was poured on water and extracted twice with AcOEt. The organic layers were washed with brine and water, dried (MgSO4) and concentrated. The crude product was purified by column chromatography (silica gel, heptane/AcOEt 9:1) to give the title compound (13.3 g) as colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Methyl-2H-1,4-Benzoxazin-3-one, its application will become more common.

Reference:
Patent; Hunziker, Daniel; Lerner, Christian; Mueller, Werner; Sander, Ulrike Obst; Pflieger, Philippe; Waldmeier, Pius; US2010/249124; (2010); A1;,
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Amide – an overview | ScienceDirect Topics