Category: 56619-93-3

Room-Temperature Direct Arylation of Anilides under External Oxidant-Free Conditions Using CO₂-Derived Dimethyl Carbonate (DMC) as a ‘Green’ Solvent was written by Sahoo, Manoj K.;Rana, Jagannath;Subaramanian, Murugan;Balaraman, Ekambaram. And the article was included in ChemistrySelect in 2017.Reference of 56619-93-3 This article mentions the following:

Here, an efficient catalytic protocol for direct C-H bond arylation of anilides under base- and external oxidant-free conditions is reported. This reaction proceeds readily at room temperature using CO₂-derived di-Me carbonate (DMC) as a ‘green’ solvent under visible-light dual catalysis. Later, application of this strategy for the gram-scale synthesis of Boscalid has been successfully shown. An unprecedented unsym. bis-arylation of anilides is also demonstrated under mild, redox-neutral conditions. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Reference of 56619-93-3).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers feature bent C闂佺偨鍎茶ぐ濠囨煃閵夛箑鐤?linkages. In dimethyl ether, the bond angle is 111闁?and C闂佺偨鍎茶ぐ?distances are 141 pm. The barrier to rotation about the C闂佺偨鍎茶ぐ?bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Reference of 56619-93-3

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthesis of 9-Phenylacridines via Ortho-Lithiation-Cyclization Sequence* was written by Kinens, A.;Kalnins, T.;Suna, E.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2015.COA of Formula: C12H17NO2 This article mentions the following:

Herein, we describe a previously unreported formation of acridines from triarylcarbinols under acidic conditions. Thus, treatment of tertiary alcs. with concentrate aqueous HCl in glacial AcOH at 90闁?provided 9-phenylacridines in 91-92% yield. The starting tertiary alcs. were prepared by double addition of ortho-lithiated pivaloyl anilines to benzoyl chloride in 76 and 68% yield, resp. Overall, the two-step ortho-lithiation cyclization sequence constitutes a convenient approach to 9-phenylacridines. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3COA of Formula: C12H17NO2).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.COA of Formula: C12H17NO2

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Cytotoxic activity of alkaloids extracted from Trigonella foenum graecum (Fenugreek) against breast cancer cell line was written by Al-Sallami, Alaauldeen S. M.;Al-Labban, Zuhair Salih;Ali, Sanaa Mohemmed. And the article was included in Journal of Pharmaceutical Sciences and Research in 2019.Computed Properties of C12H17NO2 This article mentions the following:

The present study was investigated to Screening for cytotoxic activity of total alkaloid extracts of Trigonella foenum graecum (Fenugreek) against breast cancer cell line Ahmed-Mohammed-Nahi,2003 (AMN-3), AMJ-13 and normal cell line Rat Embryo Fibroblast (REF). The Trigonella foenum powders were extracted sep. with 80% Ethanol and total alkaloids separated at pH 2 and 10 with HCl and ammonia. Total alkaloids were detected qual. by Mayer閳ョ灚, Hager閳ョ灚, and Dragendorff閳ョ灚 reagents. The cytotoxic activity was evaluated by crystal violet assay. The results show that The extract of Trigonella foenum graecum had total alkaloid in extract about 1.7% resulting from getting 4.4 g of dry alkaloid extract from 252 g of dry powder of Trigonella foenum – graecum. The alkaloids reduced the cell viability of all cell lines AMN-3,AMJ-13 and REF, and the inhibitory concentration 50% of cells were 1029 娓璯/mL, 1069 娓璯/mL and 1724 娓璯/mL for AMN-3, AMJ13 and REF resp. Trigonella foenum alkaloids showed variable cytotoxic activity against cancer and normal cell lines depending on the alkaloid concentrations and cell line types. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Computed Properties of C12H17NO2).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Computed Properties of C12H17NO2

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Highly chemoselective acylation of substituted aminophenols with 3-(trimethylacetyl)-1,3-thiazolidine-2-thione was written by Dai, Wei-Min;Cheung, Yuk King;Tang, Kit Wan;Choi, Pui Yiu;Chung, Suet Lam. And the article was included in Tetrahedron in 1995.Recommanded Product: 56619-93-3 This article mentions the following:

A general procedure for chemoselective acylation of substituted aminophenols has been developed. The N-acylated products were prepared in 70-100% yield by treating the aminophenols with 3-(trimethylacetyl)-1,3-thiazolidine-2-thione (1) in refluxing THF. The pivalate esters of 3- and 4-aminophenols could be obtained in 70-94% yield by treating with 1 and NaH. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Recommanded Product: 56619-93-3).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Recommanded Product: 56619-93-3

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

A Meta-Selective Copper-Catalyzed C-H Bond Arylation was written by Phipps, Robert J.;Gaunt, Matthew J.. And the article was included in Science (Washington, DC, United States) in 2009.Electric Literature of C12H17NO2 This article mentions the following:

For over a century, chem. transformations of benzene derivatives were guided by the high selectivity for electrophilic attack at the ortho/para positions in electron-rich substrates and at the meta position in electron-deficient mols. The authors have developed a copper-catalyzed arylation reaction that, in contrast, selectively substitutes Ph electrophiles at the aromatic carbon-hydrogen sites meta to an amido substituent. This previously elusive class of transformation is applicable to a broad range of aromatic compounds In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Electric Literature of C12H17NO2).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Electric Literature of C12H17NO2

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Ether – Wikipedia,
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Carbolines. Part VII. Anisidines, convenient tools to synthesize hydroxy-灏?carbolines was written by Rocca, Patrick;Marsais, Francis;Godard, Alain;Queguiner, Guy;Adams, Luqman;Alo, Babajide. And the article was included in Journal of Heterocyclic Chemistry in 1995.HPLC of Formula: 56619-93-3 This article mentions the following:

The paper describes a convenient synthesis of hydroxy-灏?carbolines from com. anisidines based on key steps such as metalation, cross-coupling and cyclization. The first total synthesis of a major cytotoxic constituent of a marine bryozoan is also reported, the 8-hydroxy-1-vinyl-灏?carboline. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3HPLC of Formula: 56619-93-3).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.HPLC of Formula: 56619-93-3

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Ether – Wikipedia,
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Synthesis of quinolines via ortho-lithiated N-acylanilines. A modified Friedlaender synthesis was written by Cho, In Seop;Gong, Leyi;Muchowski, Joseph M.. And the article was included in Journal of Organic Chemistry in 1991.Electric Literature of C12H17NO2 This article mentions the following:

A new variation of the Friedlaender quinoline synthesis was devised based on the sequential reaction of ortho-lithiated N–tert-Boc-anilines or N-pivaloylanilines with masked malondialdehyde derivatives, e.g., vinamidinium salts I (R = H, Ph), 3-(dimethylamino)acrolein, and 3-ethoxymethacrolein, and subsequent acid-induced cyclization. Thus, anilines II (R¹ = H, F, Cl, Me, OMe, R² = OCMe₃) were lithiated and cyclized with I (R = H) to give quinolines III. Lithiation of II (R¹ = F, R² = CMe₃) and cyclization with EtOCH:CMeCHO gave III (R¹ = F, R = Me). In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Electric Literature of C12H17NO2).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Electric Literature of C12H17NO2

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

(2,7-Disubstituted-1,8-biphenylenedioxy)bis(dimethylaluminum) as Bidentate Organoaluminum Lewis Acids: Elucidation and Synthetic Utility of the Double Electrophilic Activation Phenomenon was written by Ooi, Takashi;Takahashi, Makoto;Yamada, Masao;Tayama, Eiji;Omoto, Kiyoyuki;Maruoka, Keiji. And the article was included in Journal of the American Chemical Society in 2004.Synthetic Route of C12H17NO2 This article mentions the following:

A series of complexes I [R = Me, Me₂CH, Ph, cyclohexyl, n-octyl, 3,5-(Me₃C)₂C₆H₃] has been readily prepared in situ by treatment of the requisite 2,7-disubstituted 1,8-biphenylenediols II, readily available from inexpensive m-anisidine, with Me₃Al (2 equiv) in CH₂Cl₂ at room temperature Evaluation of complexes I as bidentate organoaluminum Lewis acids has been performed by the reduction of ketonic substrates, such as 5-nonanone and acetophenone, using Bu₃SnH as a hydride source in comparison to the conventional monodentate Lewis acid dimethylaluminum 2,6-xylenoxide, uncovering the significantly high activation ability of I toward carbonyl. Particularly, I (R = Me) exerted the highest reactivity, which has also been emphasized in the Mukaiyama aldol reaction. The structure of the bidentate Lewis acids I was unambiguously determined by single-crystal X-ray diffraction anal. of I [R = 3,5-(Me₃C)₂C₆H₃] possessing bulky di-tert-butylphenyl substituents, revealing the rigid dimeric assembly in the solid state. The double electrophilic activation of carbonyl substrate by I (R = Me) has been supported by low-temperature ¹³C NMR anal. as well as theor. study using the Gaussian 98 program. Moreover, unique stereoselectivity has been observed in the I (R = Me)-promoted Mukaiyama Michael addition, and highly chemoselective functionalization of carbonyl compounds in the presence of their acetal counterparts has been realized using I (R = Me). Finally, the effectiveness of I (R = Me) for the activation of ether functionality has been demonstrated in the Claisen rearrangement of allyl vinyl ethers. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Synthetic Route of C12H17NO2).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Synthetic Route of C12H17NO2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Equivalent Loading of Directed Arenes in Pd(II)-Catalyzed Oxidative Cross-Coupling of Aryl C-H Bonds at Room Temperature was written by Mei, Chong;Zhao, Mengdi;Lu, Wenjun. And the article was included in Journal of Organic Chemistry in 2021.Safety of N-(3-Methoxyphenyl)pivalamide This article mentions the following:

Here, in a palladium/oxidant/acid catalytic system at room temperature, one arene could highly selectively couple with the other one to afford the target unsym. biaryls just by controlling the directing groups and the substituted groups on their Ph rings was reported. The utility of this one-one cross-coupling was also demonstrated by synthesis of a few bioactive mols. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Safety of N-(3-Methoxyphenyl)pivalamide).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Safety of N-(3-Methoxyphenyl)pivalamide

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Room Temperature C-H Activation and Cross-Coupling of Aryl Ureas in Water was written by Nishikata, Takashi;Abela, Alexander R.;Lipshutz, Bruce H.. And the article was included in Angewandte Chemie, International Edition in 2010.Safety of N-(3-Methoxyphenyl)pivalamide This article mentions the following:

The first room temperature mono-C-H activation of urea derivatives and their cross-coupling with aryl iodides in water is described. This methodol. provides a convenient route to various aniline derivatives by means of C-H activation under mild conditions. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Safety of N-(3-Methoxyphenyl)pivalamide).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Safety of N-(3-Methoxyphenyl)pivalamide

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem