Tag: 200-300

A Catalytic Strategy for α,ω-Functionalization: NHC-Mediated Fragmentation/Umpolung Cascades to Access Hydroxytrifluoromethyl Ynones and Allenones was written by Selg, Christoph;Kraft, Fabian B.;Welcke, Linda;Zeitler, Kirsten. And the article was included in ChemCatChem in 2019.Product Details of 192436-83-2 This article mentions the following:

Herein we report an unprecedented, convenient NHC-catalyzed one-pot cascade reaction to afford α,ω-difunctionalized hydroxytrifluoromethyl alkynones and allenones in a single step. The critical fragile aliphatic aldehydes are introduced by a base-mediated in situ Grob-type fragmentation of their corresponding latent cyclic vinylogous hemiacetal triflate (VHAT) and γ-hydroxy vinyl triflate (GHVT) precursors, avoiding typical problems and losses upon isolation. The ‘demasked’ aldehydes are subsequently trapped by NHC-catalyzed umpolung and further metal-free C-C-cross-coupling to access a broad scope of terminally modified alkynyl or allenyl aliphatic, aromatic and heteroaromatic trifluoromethyl ketones as multifunctionalized, high-value building blocks for advanced synthetic applications. Addnl. synthetic utility of this approach is demonstrated with the possibility for asym. variants using chiral NHC-catalysts. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Product Details of 192436-83-2).

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) 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. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Product Details of 192436-83-2

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

Annulation-retro-Claisen cascade of bifunctional peroxides for the synthesis of lactone natural products was written by Xu, Qianlan;Li, Jialin;Li, Xuemin;Hu, Lin. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Safety of N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide This article mentions the following:

A new and highly efficient annulation-retro-Claisen cascade, which involves the [4+1]- or [5+1]-annulation of α-benzoylacetates with bielectrophilic peroxides and a subsequent debenzoylation process under mild basic conditions, has been developed for the rapid construction of valuable tetrahydrofuran- and dihydropyran-2-carboxylates in good yields. By employing the new reaction, the unified total synthesis of γ- and δ-lactone natural products such as (±)-tanikolide, (±)-goniothalamins, (±)-7-epi-goniodiol, and (±)-plakolide A has been accomplished in 4-7 steps. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7Safety of N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide).

N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) 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 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.Safety of N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide

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

Ligand-Promoted Alkynylation of Aryl Ketones: A Practical Tool for Structural Diversity in Drugs and Natural Products was written by Xu, Hui;Ma, Biao;Fu, Zunyun;Li, Han-Yuan;Wang, Xing;Wang, Zhen-Yu;Li, Ling-Jun;Cheng, Tai-Jin;Zheng, Mingyue;Dai, Hui-Xiong. And the article was included in ACS Catalysis in 2021.Application of 116332-61-7 This article mentions the following:

A palladium-catalyzed ligand-promoted alkynation of unstrained aryl ketones RC(O)R¹ (R = naphthalen-2-yl, 1-benzothiophen-5-yl, 4-(2H-1,2,3-triazol-2-yl)benzen-1-yl, etc.; R¹ = Me, n-Pr, Ph, etc.) have been reported. The protocol allows the alkynation to be carried out in a one-pot procedure with broad functional-group tolerance and substrate scope for the synthesis of aryl-/terminal alkynes RCCR² (R² = 2-fluorophenyl, naphthalen-2-yl, thiophen-2-yl, etc.) and RCCH. The potential applications of this protocol in drug discovery and chem. biol. are further demonstrated by late-stage diversification of a number of pharmaceuticals and natural products e.g., I. More importantly, two different biol. important fragments R³CCR⁴ (R = 3-methoxy-4-([(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy)benzen-1-yl, 6-[3-(adamantan-1-yl)-4-methoxyphenyl]naphthalen-2-yl; R⁴ = 4-(dipropylsulfamoyl)phenyl) derived from a pharmaceutical and natural product could be connected by the consecutive alkynation of ketones CH₃(CH₂)₂C(O)R⁴. Distinct from aryl halides in conventional Sonogashira reactions, the protocol provides a practical tool for the 1,2-bifunctionalization of aryl ketone (1-[(17β)-17-(acetyloxy)estra-1,3,5(10)-trien-2-yl]ethanone) by merging ketone-directed ortho-C-H activation with ligand-promoted ipso-Ar-C(O) alkynation. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7Application of 116332-61-7).

N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. 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.Application of 116332-61-7

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

Iminyl radical-triggered relay annulation for the construction of bridged aza-tetracycles bearing four contiguous stereogenic centers was written by Jiang, Kun;Li, Shi-Jun;Liu, Qing-Peng;Yu, Ning;Li, Yu-Lin;Zhou, Yu-Qiang;He, Kui-Cheng;Lin, Jing;Zheng, Ting-Yu;Lang, Jian;Lan, Yu;Wei, Ye. And the article was included in Chemical Science in 2022.Electric Literature of C10H10F3NO2 This article mentions the following:

An unprecedented, iminyl radical-triggered relay annulation from oxime-derived peresters and azadienes, which showed good substrate scope and functional group compatibility, and could deliver various bridged I [X = CH₂, O; R¹ = Ph, 4-methylphenyl, 4-methoxyphenyl, etc.] and II [R² = Ph, 3-methylphenyl, 4-methoxyphenyl; R³ = propan-2-yl, Bu, hexan-2-yl, etc.] with complex mol. topol. and four contiguous stereogenic centers (dr > 19 : 1) in a single operation. This transformation represented the first example of trifunctionalization of iminyl radicals through simultaneous formation of one C-N and two C-C bonds. DFT calculation studies were conducted to obtain an in-depth insight into the reaction pathways, which revealed that the reactions involved an interesting 1,6-hydrogen atom transfer process. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7Electric Literature of C10H10F3NO2).

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. 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.Electric Literature of C10H10F3NO2

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

Bleaching of modal/AN-g-casein fiber blend with H₂O₂/TAED activating system was written by Li, Qing;Tang, Hui;Tang, Ren-Cheng. And the article was included in Journal of Applied Polymer Science in 2012.COA of Formula: C10H16N2O4 This article mentions the following:

The bleaching of modal/AN-g-casein fiber blend using hydrogen peroxide/tetraacetylethylenediamine (H₂O₂/TAED) activating system was investigated, and the influence of key factors on bleaching was determined The whiteness index of bleached fabrics was greatly affected by sodium carbonate and H₂O₂/TAED dosages, and the dyeability of bleached fabrics with acid dyes was greatly dependent on H₂O₂/TAED dosages and bleaching temperature Compared with the conventional H₂O₂ bleach under alk. conditions, the activated bleach markedly decreased the loss of casein in AN-g-casein fiber due to its acidic conditions, and exhibited the advantages of energy saving and high efficiency. However, the fabrics bleached using the activated process had the poor acidic dyeing properties due to the oxidation of amino groups in AN-g-casein fiber. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012. In the experiment, the researchers used many compounds, for example, N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4COA of Formula: C10H16N2O4).

N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4) 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. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.COA of Formula: C10H16N2O4

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

Visible-Light-Promoted Carboimination of Unactivated Alkenes for the Synthesis of Densely Functionalized Pyrroline Derivatives was written by Cai, Sai-Hu;Xie, Jia-Hao;Song, Shengjin;Ye, Lu;Feng, Chao;Loh, Teck-Peng. And the article was included in ACS Catalysis in 2016.Quality Control of N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide This article mentions the following:

An efficient strategy which integrates visible-light-induced iminyl-radical formation with carboimination of unactivated alkenes has been developed for the easy access of densely functionalized pyrroline derivatives With fac-[Ir(ppy)₃] as photoredox catalyst, the acyl oximes were converted into iminyl radical intermediates by one electron reduction, and evolve through a cascade of intramol. cyclization and intermol. carbon radical trapping to give the functionalized pyrrolines. The utilization of silyl enol ethers as coupling partners not only allows the introduction of synthetically useful ketone functionalities but also renders catalyst regeneration without any external reductants. This protocol is characterized by its mild reaction conditions and the tolerance of a broad range of functionalities. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7Quality Control of N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide).

N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) 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. 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.Quality Control of N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide

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

A Potential Alternative to Polystyrene: Ring-opening Terpolymerization of Different Epoxides with Phthalic Anhydride Using Metal-free Dual Catalysts was written by Lin, Li-Miao;Xu, Yong-Hang;Shen, Man;Liang, Jia-Xin;Wang, Shuan-Jin;Xiao, Min;Meng, Yue-Zhong. And the article was included in Chinese Journal of Polymer Science in 2021.Computed Properties of C13H24N2O This article mentions the following:

A series of semi-aromatic polyesters named as Poly(PO-CHO-PA) were facilely synthesized via ring-opening terpolymn. of bio-based cyclohexane oxide (CHO)/propylene oxide (PO)/phthalic anhydride (PA) using economical U1/PPNCl as dual catalyst. The proportion of CHO-PA and PO-PA segments in polymer can be readily altered by changing the feed ratio of CHO/PO because the reactivity ratios of CHO and PO with PA calculated by Fineman-Ross method are comparable. All synthesized amorphous polyesters with various compositions show one Tg ranging from 62°C to 133°C. Significantly, the mech., thermal and barrier properties of these amorphous semi-aromatic polyesters are also adjustable and investigated for the first time. The results indicate the semi-polyesters exhibit superior thermostability (T5% ranging from 306°C to 323°C) and high tensile strength (40.21-55.7 MPa) that is comparable with polystyrene (PS). Furthermore, Poly(PO-CHO-PA) films possess a promising prospect as packaging materials because of its colorless and highly transparent nature, along with low oxygen and water vapor transmission rate. All above performances may guarantee its potential alternative to com. PS. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7Computed Properties of C13H24N2O).

1,3-Dicyclohexylurea (cas: 2387-23-7) 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. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Computed Properties of C13H24N2O

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

Implementation of Chemometric Tools To Improve Data Mining and Prioritization in LC-HRMS for Nontarget Screening of Organic Micropollutants in Complex Water Matrixes was written by Hohrenk, Lotta L.;Vosough, Maryam;Schmidt, Torsten C.. And the article was included in Analytical Chemistry (Washington, DC, United States) in 2019.COA of Formula: C13H24N2O This article mentions the following:

One of the most critical steps in nontarget screening of organic micropollutants (OMP) in complex environmental samples is handling of massive data obtained from liquid chromatog. coupled with high-resolution mass spectrometry (LC-HRMS). Multivariate chemometric methods have brought about great progress in processing big data obtained from high-dimensional chromatog. systems. This work aimed at a comprehensive evaluation of two LC-Q-Orbitrap mass spectrometry full-scan data sets for target and nontarget screening of OMPs in drinking and wastewater samples, resp. For each data set, following segmentation in the chromatog. dimension, at first multivariate curve resolution alternating least-squares (MCR-ALS) was employed for simultaneous resolution of global matrixes. The chromatog. peaks and the corresponding mass spectra of OMP were fully resolved in the presence of highly coeluting irrelevant and interfering peaks. Then partial least-squares-discriminant anal. was conducted to investigate the behavior of MCR-ALS components in different water classes and selection of most relevant components. Further prioritization of features in wastewater before and after ozonization and their reduction to 24 micropollutants were then obtained by univariate statistics. Two-way information retrieved from MCR-ALS of LC-MS¹ data was also used to choose common precursor ions between recovered and measured data through data-dependent acquisition. MS¹ and MS² spectral features were used for tentative identification of prioritized OMPs. This study indicates that the described strategy can be used as a promising tool to facilitate both feature selection through a reliable classification and interference-free identification of micropollutants in nontargeted and class-wise environmental studies. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7COA of Formula: C13H24N2O).

1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.COA of Formula: C13H24N2O

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

Antibacterial action of quinone derivatives was written by Hirose, Kazuo;Kitamura, Jiro;Ose, Yoki;Mishima, Toshie. And the article was included in Ann. Proc. Gifu Coll. Pharm. in 1955.HPLC of Formula: 1146-43-6 This article mentions the following:

Fourteen derivatives of R’O₂SN:C.CH:CR.C(:O).CH:CH (I) and 1,2,4-HO(R)(R’O₂SNH)C₆H₃ were synthesized and their antibacterial properties were tested. Following compounds were comparatively effective for Staphylococcus pyogenes var. aureus and S. albus, R, R’ given: H, Ph; H, 4-MeC₆H₄; H, 3-NO₂C₆H₄; and H, 3,4-Ac(HO)C₆H₃ of the I type. In the experiment, the researchers used many compounds, for example, N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6HPLC of Formula: 1146-43-6).

N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6) 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. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.HPLC of Formula: 1146-43-6

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

Bleaching of Cotton/polyamide fabrics with enzymes and peracetic acid was written by Usluoglu, Ayse;Arabaci, Gulnur. And the article was included in Asia-Pacific Journal of Chemical Engineering in 2014.Reference of 10543-57-4 This article mentions the following:

Presently biotechnol. plays an important role especially in the field of environmental protection. In the textile industry, enzymes are often used in many technol. processes as they are ecol. This study attempted to introduce the bio-processes in the conventional scouring and bleaching preparation of cotton/polyamide (PA) fabric. We investigated the utilization of peracetic acid formed in situ from reaction of tetraacetylethylenediamine with sodium perborate to affecting bleaching process by using lipase, protease, cellulase, pectinase enzymes. Fabric wettability, tensile strength, whiteness index were taken as a measure of the extent of cotton/PA bleaching. The optimized bleaching recipe and processing were compared with conventional process. Results obtained that, cotton/PA fabric bleached with peracetic acid and either lipase, protease, cellulase or pectinase enzyme shows excellent wettability and acceptable whiteness index. The optimum bleaching recipe consists of 20 g/L, tetraacetylethylenediamine; 12 g/L, sodium perborate; 2 g/L, enzymes; and 1 g/L non-ionic wetting agent; the treatment was carried out at 60 °C for 45 min. This bio-process achieved high quality cotton/PA fabric whiteness to the conventional system at much shorter batch times and with significantly reduced fabric strange lost and alkali consumption, which would be beneficial to the textile industry. © 2014 Curtin University of Technol. and John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4Reference of 10543-57-4).

N,N-(Ethane-1,2-diyl)bis(N-acetylacetamide) (cas: 10543-57-4) 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. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Reference of 10543-57-4

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