Month: February 2023

Copper-catalyzed and additive free decarboxylative trifluoromethylation of aromatic and heteroaromatic iodides was written by Johansen, Martin B.;Lindhardt, Anders T.. And the article was included in Organic & Biomolecular Chemistry in 2020.Category: amides-buliding-blocks This article mentions the following:

A copper-catalyzed decarboxylative trifluoromethylation of (hetero)aromatic iodides RI (R = 4-cyanophenyl, naphthalen-1-yl, 1-benzyl-1H-pyrazol-4-yl, etc.) has been developed. Importantly, this new copper-catalyzed reaction operates in the absence of any ligands and metal additives. The protocol shows good functional group tolerance and is compatible with heteroaromatic systems. The reaction proved scalable to a 15 mmol scale with increased yield. Finally, late-stage installation of the trifluoromethyl functionality afforded the 2,2,2-trifluoro-N-(3-(4-iodophenoxy)-3-phenylpropyl)-N-methylacetamide variant of the antidepressant agent, Prozac, demonstrating the applicability of the developed method. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7Category: amides-buliding-blocks).

N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Category: amides-buliding-blocks

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles was written by Liu, Jianzhong;Zhang, Cheng;Zhang, Ziyao;Wen, Xiaojin;Dou, Xiaodong;Wei, Jialiang;Qiu, Xu;Song, Song;Jiao, Ning. And the article was included in Science (Washington, DC, United States) in 2020.Reference of 2670-38-4 This article mentions the following:

The Schmidt reaction has been an efficient and widely used synthetic approach to amides and nitriles since its discovery in 1923. However, its application often entails the use of volatile, potentially explosive, and highly toxic azide reagents. Here, we report a sequence whereby triflic anhydride and formic and acetic acids activate the bulk chem. nitromethane to serve as a nitrogen donor in place of azides in Schmidt-like reactions. This protocol further expands the substrate scope to alkynes and simple alkyl benzenes for the preparation of amides and nitriles. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Reference of 2670-38-4).

3,4-Dichlorobenzamide (cas: 2670-38-4) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Reference of 2670-38-4

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

HFIP Mediates a Direct C-C Coupling between Michael Acceptors and Eschenmoser’s salt was written by Lemmerer, Miran;Riomet, Margaux;Meyrelles, Ricardo;Maryasin, Boris;Gonzalez, Leticia;Maulide, Nuno. And the article was included in Angewandte Chemie, International Edition in 2022.HPLC of Formula: 116332-61-7 This article mentions the following:

A direct C-C coupling process that merges Michael acceptors and Eschenmoser’s salt was presented. Although reminiscent of the Morita-Baylis-Hillman reaction, this process requires no Lewis base catalyst. The underlying mechanism was unveiled by a combination of kinetic, isotopic labeling experiments as well as computational investigations, which showcased the critical role of HFIP as a superior mediator for proton-transfer events as well as the decisive role of the halide counterion. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7HPLC of Formula: 116332-61-7).

N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.HPLC of Formula: 116332-61-7

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

From Carbamate to Chalcone: Consecutive Anionic Fries Rearrangement, Anionic Si → C Alkyl Rearrangement, and Claisen-Schmidt Condensation was written by Kumar, Singam Naveen;Bavikar, Suhas Ravindra;Pavan Kumar, Chebolu Naga Sesha Sai;Yu, Isaac Furay;Chein, Rong-Jie. And the article was included in Organic Letters in 2018.Electric Literature of C11H15NO2 This article mentions the following:

A highly efficient one-pot procedure was developed for the synthesis of various 2′-hydroxychalcones from Ph diethylcarbamate, featuring consecutive Snieckus-Fries rearrangement, anionic Si → C alkyl rearrangement, and Claisen-Schmidt condensation in a single operation. The applicability of this protocol was demonstrated by the highly efficient synthesis of the anti-inflammatory natural product lonchocarpin. The mechanism insight is also provided. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Electric Literature of C11H15NO2).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Electric Literature of C11H15NO2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Experimental evaluation of the effect of particle properties on the segregation of ternary powder mixtures was written by Asachi, Maryam;Hassanpour, Ali;Ghadiri, Mojtaba;Bayly, Andrew. And the article was included in Powder Technology in 2018.Application of 10543-57-4 This article mentions the following:

Segregation of components, especially the low content level of a highly active substance, has serious deleterious effects on powder formulation. This study investigates the effect of particle properties, particularly size, shape, d. and cohesion, on the segregation of laundry detergent powders. Tetraacetylethylenediamine (TAED) particles, spray-dried synthetic detergent powder referred to as Blown Powder (BP) and Enzyme Placebo Granules (EP granules) are used as a model formulation. The segregation of components is evaluated using image processing of the photog. records taken from the front face of a two-dimensional heap of powders. Coefficient of variation concept is considered as segregation index. It is shown that EP granules, the component used as low-level ingredient (< 2 wt%) in the ternary mixture, are prone to extensive segregation due to their higher d. as compared to BP and TAED particles. Desired properties for segregation minimisation of EP granules have been further investigated. It is found that the segregation of EP granules can be reduced noticeably by applying a thin layer of a sticky liquid on them before mixing with the rest of powders with full particle size distribution of the components. Polyethylene glycol has been used for this purpose. Addition of 2.5 wt% gives an optimum level to reduce the segregation of EP granules without compromising the flowability of the mixture as well as EP granules themselves. In the experiment, the researchers used many compounds, for example, N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4Application of 10543-57-4).

N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Application of 10543-57-4

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Buildup of Redox-Responsive Hybrid from Polyoxometalate and Redox-Active Conducting Oligomer: Its Self-Assemblies with Controllable Morphologies was written by She, Shan;Huang, Zehuan;Yin, Panchao;Bayaguud, Aruuhan;Jia, Hongli;Huang, Yichao;Wei, Yen;Wei, Yongge. And the article was included in Chemistry – A European Journal in 2017.Related Products of 2387-23-7 This article mentions the following:

A redox-responsive hybrid of polyoxometalate and conducting oligomer including its self-assemblies with controllable morphologies are reported. To this end, a hybrid mol., containing a Lindqvist hexamolybdate as the polar head group and N,N’-bis(4′-amino-2,6-dimethylphenyl)-1,4-quinonediimine as the redox-responsive and aggregating group, was prepared This hybrid exhibits redox-responsive behavior with controllable assembling morphol. transition from spherical vesicles to short cylindrical vesicles. Besides, the hybrid-based self-assemblies are transferred to the surface, thus the surface wettability can be well-tuned owing to the morphol. transitions of the self-assemblies. By marrying conducting materials with polyoxometalate chem., this research opens a new horizon of polyoxometalate-based self-assembled systems with potential applications in functional materials. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7Related Products of 2387-23-7).

1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Related Products of 2387-23-7

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Regioselective synthesis of C3 alkylated and arylated benzothiophenes was written by Shrives, Harry J.;Fernandez-Salas, Jose A.;Hedtke, Christin;Pulis, Alexander P.;Procter, David J.. And the article was included in Nature Communications in 2017.Synthetic Route of C11H15NO2 This article mentions the following:

The method for completely regioselective, metal-free C3 C-H functionalization of benzothiophenes e.g., I that utilizes synthetically unexplored benzothiophene S-oxides II (R¹ = H, 5-NO₂, 6-Br, etc.; R² = H, CO₂CH₃, CN, etc.), readily available from straightforward oxidation of benzothiophenes such as 5-bromobenzo[b]thiophene, 2-phenylbenzo[b]thiophene, 2-methylbenzo[b]thiophene, etc. and phenols such as p-cresol, 4-iodophenol, 4-nitrophenol, etc./propargyl silanes such as trimethyl(allyl)silane, trimethyl(2-bromoallyl)silane, 2-((trimethylsilyl)methyl)allyl acetate, etc. and allyl silanes such as propargyl silane, hex-1-yne-1,3-diylbis(trimethylsilane), hept-2-yn-1-yltrimethylsilane, etc. was described. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Synthetic Route of C11H15NO2).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Synthetic Route of C11H15NO2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Actual contamination of the Danube and Sava Rivers at Belgrade (2013) was written by Antonijevic, Milan D.;Arsovic, Marija;Caslavsky, Josef;Cvetkovic, Vesna;Dabic, Predrag;Franko, Mladen;Ilic, Gordana;Ivanovic, Milena;Ivanovic, Nevena;Kosovac, Milica;Medic, Dragana;Najdanovic, Slobodan;Nikolic, Milica;Novakovic, Jovana;Radovanovic, Tatjana;Ranic, Durdina;Sajatovic, Dojan;Spijunovic, Gorica;Stankov, Ivana;Tosovic, Jelena;Trebse, Polonca;Vasiljevic, Olivera;Schwarzbauer, Jan. And the article was included in Journal of the Serbian Chemical Society in 2014.Application In Synthesis of N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) This article mentions the following:

This study was focussed on a comprehensive investigation on the state of pollution of the Danube and Sava Rivers in the region of Belgrade. Different complementary anal. approaches were employed covering both i) organic contaminants in the river water by target analyses of hormones and neonicotinoids as well as non-target screening analyses and ii) heavy metals in the sediments. Finally, some common water quality parameters were analyzed. The overall state of pollution is on a moderate level. Bulk parameters did not reveal any unusual observations. Moreover, quantification of preselected organic contaminants did not indicate to elevated pollution. More significant contaminations were registered for chromium, nickel, zinc and partially copper in sediments with values above the target values according to Serbian regulations. Lastly, non-target screening anal. revealed a wider spectrum of organic contaminants comprising pharmaceuticals, tech. additives, personal care products and pesticides. The study presented a comprehensive view on the state of pollution of the Sava and Danube Rivers and is the base for setting up further monitoring programs. As a superior outcome, it was illustrated how different chem. analyses can result in different assessments of the river quality. A comparison of target and non-target analyses pointed to potential misinter-pretation of the real state of pollution. In the experiment, the researchers used many compounds, for example, N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4Application In Synthesis of N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide)).

N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Application In Synthesis of N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide)

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Copper-Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amides was written by De, Subhadip;Yin, Junli;Ma, Dawei. And the article was included in Organic Letters in 2017.Application of 10268-06-1 This article mentions the following:

Cu₂O/N,N’-bis(thiophen-2-ylmethyl)oxalamide is established to be an effective catalyst system for Goldberg amidation with inferior reactive (hetero)aryl chlorides, which have not been efficiently documented by Cu-catalysis to date. The reaction is well liberalized toward a variety of functionalized (hetero)aryl chlorides and a wide range of aromatic and aliphatic primary amides in good to excellent yields. Furthermore, the arylation of lactams and oxazolidinones is achieved. The present catalytic system also accomplished an intramol. cross-coupling product. In the experiment, the researchers used many compounds, for example, 2-(2-Chlorophenyl)acetamide (cas: 10268-06-1Application of 10268-06-1).

2-(2-Chlorophenyl)acetamide (cas: 10268-06-1) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Application of 10268-06-1

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Deep Eutectic Solvent Mediated Carbonylation of Amines and Alcohols by Using Dimethyl Carbonate: Selective Symmetrical Urea and Organic Carbonate Synthesis was written by Karimi, Farzaneh;Shariatipour, Monire;Heydari, Akbar. And the article was included in ChemistrySelect in 2021.HPLC of Formula: 2387-23-7 This article mentions the following:

This work presented one-pot synthesis of sym. organic carbonates and ureas by employing cheap and biodegradable deep eutectic solvent as the catalyst and reaction media. The effect of different reaction parameters such as temperature, DMC/amines and alcs. ratio and reaction time were investigated on the reaction efficiency. This new protocol provided a simple, fast, and sustainable approach and proceeded with high efficiency with aliphatic and aromatic amines and alcs. as well. Finally, applicability of this methodol. was also examined for reaction of nucleophiles such as Ph hydrazine and Ph glycine with di-Me carbonate. Interestingly, it was found that this reaction system obtained good yields of product for both of them. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7HPLC of Formula: 2387-23-7).

1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.HPLC of Formula: 2387-23-7

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics