581-08-8Relevant articles and documents
Determination of critical micellar concentration of homologous 2-alkoxyphenylcarbamoyloxyethyl-morpholinium chlorides
Stopková, Lenka,Inová, Jana Gali,Uchtová, Zuzana,Márik, Jozef ?i,Andriamainty, Fils
, (2018/05/22)
The critical micellar concentrations of selected alkyloxy homologues of local anesthetic 4-(2-[(2-alkoxyphenyl)carbamoyl]oxy ethyl)morpholin-4-ium chloride with nc = 2, 4, 5, 6, 7, 8, and 9 carbons in alkyloxy tail were determined by absorption spectroscopy in the UV–vis spectral region with the use of a pyrene probe. Within the homologous series of the studied amphiphilic compounds, the ln(cmc) was observed to be dependent linearly on the number of carbon atoms nc in the hydrophobic tail: ln(cmc) = 0.705–0.966 nc. The Gibbs free energy, necessary for the transfer of the methylene group of the alkoxy chain from the water phase into the inner part of the micelle at the temperature of 25?C and pH ≈ 4.5–5.0, was found to be ?2.39 kJ/mol. The experimentally determined cmc values showed good correlations with the predicted values of the bulkiness of the alkoxy tail expressed as the molar volume of substituent R, as well as with the surface tension of the compounds.
Palladium-catalyzed ortho-alkoxylation of anilides via C-H activation
Jiang, Tao-Shan,Wang, Guan-Wu
, p. 9504 - 9509,6 (2012/12/12)
A palladium-catalyzed ortho-alkoxylation of anilides with both primary and secondary alcohols via ligand-directed C-H activation has been explored. This alkoxylation promoted by catalytic methanesulfonic acid proceeds well at room temperature in most cases and affords aryl alkyl ethers in moderate to good yields.
Ipso-amidation of arylboronic acids: Xenon difluoride-nitriles as efficient reagent systems
Prakash, G.K. Surya,Moran, Matthew D.,Mathew, Thomas,Olah, George A.
experimental part, p. 806 - 809 (2010/02/28)
The xenon difluoride-mediated, ipso-amidation of boronic acids has been achieved for the first time under mild conditions. This method provides a simple, one-pot procedure for the direct synthesis of a series of anilides from the corresponding arylboronic
New, efficient, selective, and one-pot method for acylation of amines
Basanagouda, Mahantesha,Kulkarni, Manohar V.,Kalkhambkar, Raj G.,Kulkarni, Geeta M.
, p. 2929 - 2940 (2008/12/22)
Hydrazine hydrate with acetic and propionic acids was an efficient reagent for acylation of primary and secondary amines at reflux temperatures. The reported one-pot method is high-yielding, simple, mild, and inexpensive. Copyright Taylor & Francis Group, LLC.
Acetylation of aromatic ethers using acetic anhydride over solid acid catalysts in a solvent-free system. Scope of the reaction for substituted ethers
Smith, Keith,El-Hiti, Gamal A.,Jayne, Anthony J.,Butters, Michael
, p. 1560 - 1564 (2007/10/03)
The acetylation of aryl ethers using acetic anhydride in the presence of zeolites under modest conditions in a solvent-free system gave the corresponding para-acetylated products in high yields. The zeolite can be recovered, regenerated and reused to give almost the same yields as that given when fresh zeolite is used.
A novel one pot reductive acetylation of nitroarenes
Baruah
, p. 300 - 303 (2007/10/03)
Nitroarenes are reductively acetylated in one pot to the corres, ponding N-arylacetamides and N-(acetyloxy)-N-arylacetamides with Zn and Ac2O in presence of acidic Al2O3 in dichloromethane at room temperature.
Polymer Supported Acetylaminophenoxide Anion: Convenient Method for O-Alkylation
Salunkhe, D. G.,Jagdale, M. H.,Shinde, S. S.,Salunkhe, M. M.
, p. 1258 (2007/10/02)
Alkylation of acetylaminophenoxide supported on Amberlyst A-26 gives O-alkylated products in high yields and purity.In addition to ease and simplicity of the method and regeneration of polymeric by-product, the polymeric reagent seems to increase the nucleophilicity of the anions.
Photolysis and Thermolysis of Phenyl Azide in Acetic Acid. Trapping of 1-Azacyclohepta-1,2,4,6-tetraene and Nucleophilic Aromatic Substitution
Takeuchi, Hiroshi,Koyama, Kikuhiko
, p. 1269 - 1274 (2007/10/02)
Photolysis and thermolysis of phenyl azide in acetic acid yielded 1H-azepin-2(3H)-one (4), 2-methylbenzoxazole (15), 2- and 4- acetamidophenyl acetates (16) and (12), 2- and 4- acetamidophenols (14) and (13), acetanilide, and azobenzene.Addition of ethanol to the system caused a linear decrease in the yield of (4) and a more remarkable decrease in total yield for the para-products than that for the ortho-products to give 2- and 4- acetamidophenyl ethyl ethers (9) and (8).Photolysis of the azide in ethanol in the presence of phenol afforded 2-phenoxy-3H-azepine (5) and aniline, but no 2- and 4-phenetidines.The yield of compounds (4) and (12)-(16) was independent of the presence of penta-1,3-diene(0.01 M), and somewhat decreased by an addition of bromobenzene.The rate of decomposition of azide in acetic acid was not accelerated as compared with that in 1,4-dioxan, and the activation parameters varied little in the two solvents.The results suggest that 1-azacyclohepta-1,2,4,6-tetraene (1) formed via singlet phenylnitrene or via singlet excited phenyl azide is trapped by acetic acid or phenol to give (4) or (5), and that a resonance-stabilized ion (3) neighbouring acetate anion is formed by an attack of the singlet nitrene on acetic acid to give aromatic nucleophilic substitution.
Photolysis and Thermolysis of Phenyl Azide in Acetic Acid
Takeuchi, Hiroshi,Koyama, Kikuhiko
, p. 202 - 204 (2007/10/02)
The photolysis and thermolysis of phenyl azide in acetic acid gave 2,3-dihydro-1H-azepin-2-one via 1-azacyclohepta-1,2,4,6-tetraene, and ring-disubstituted products via a resonance-stabilized ion formed by attack of singlet phenylnitrene on acetic acid.
