1563-87-7Relevant academic research and scientific papers
Gas-phase kinetics of N-substituted diacetamide
Al-Awadi,Al-Omran
, p. 951 - 954 (1994)
Gas-phase elimination reactions of number of N-substituted diacetamides have been studied. The rates of N-phenyl, 4-methoxyphenyl, 4-nitrophenyl, and benzyl diacetamide have been measured between 643-683, 642-693, 673-725, and 555-610 K, respectively. They undergo unimolecular first-order elimination reactions, for which log A = 12.8, 12.9, 12.8, and 11.0 s-1 and Ea = 185.7, 191.4, 193.4, and 143.6 kJ mol-1, respectively. The reactivity of these compounds has been compared with the unsubstituted diacetamide at 600 K. The kinetic data reveals that each of the N-aryldiacetamides is less reactive than the parent molecule. We attribute this observation to the resonance of the lone pair of electrons on the nitrogen with either the two carbonyl oxygen atoms or with the 6π electrons in the aromatic ring which will result in the stabilization of the N-aryldiacetamides related to the parent molecules.
Direct hydrogenation of nitroaromatics and one-pot amidation with carboxylic acids over platinum nanowires
Li, Min,Hu, Lei,Cao, Xueqin,Hong, Haiyan,Lu, Jianmei,Gu, Hongwei
supporting information; experimental part, p. 2763 - 2768 (2011/04/12)
A novel ultrathin platinum nanowire with uniform length and a diameter of 1.5 nm was synthesized by acidic etching of FePt nanowire in methanol. This nanowire was characterized by high-resolution transmission electron microscopy (HRTEM). X-ray diffraction (XRD) data indicated that the main plane is (111). The ability of this nanowire to catalyze the heterogeneous hydrogenation of nitroaromatics to give the corresponding amines has been investigated. The catalyst showed satisfactory activity in various solvents under mild conditions and showed excellent stability. The catalytic performance was also evaluated in the one-pot reduction of nitroaromatics and amidation with carboxylic acids under a hydrogen atmosphere at 100°C. These methods for the hydrogenation of nitroaromatics and the direct amidation of nitroaromatics with carboxylic acids are simple, economical, and environmentally benign, and have practical advantages for the synthesis of amines and amides without the production of toxic byproducts.
One-pot syntheses of amides from N-acylation of nitroarenes with esters mediated by samarium diiodide
Wang, Xiaoxia,Guo, Hongyun,Xie, Guanqun,Zhang, Yongmin
, p. 3001 - 3008 (2007/10/03)
Mediated by samarium diiodide, various amides were prepared directly from nitroarenes and esters under mild conditions in a one-pot procedure.
Reactions of thioamides with metal carboxylates in organic media
Avalos, Martin,Babiano, Reyes,Cintas, Pedro,Duran, Carlos J.,Higes, Francisco J.,Jimenez, Jose L.,Lopez, Ignacio,Palacios, Juan C.
, p. 14463 - 14480 (2007/10/03)
Reactions of thioamides with metal carboxylates in organic solvents are described. These processes enable the selective preparation of nitriles, imides or amides depending on the substitution pattern of the starting material. Mechanistic hypotheses supported by experimental evidences, including the unequivocal synthesis of bis(thioacetanilide)mercury(II) as a key reaction intermediate, are also proposed.
Reaction of Thioamides with Silver Carboxylates in Aprotic Media. A Nucleophilic Approach to the Synthesis of Imides, Amides, and Nitriles.
Avalos, Martin,Babiano, Reyes,Duran, Carlos J.,Jimenez, Jose L.,Palacios, Juan C.
, p. 477 - 480 (2007/10/02)
Synthesis of nitriles, imides, and amides by reaction of silver carboxylates with unsubstituted, N-substituted, and N,N-disubstituted thiomaides in aprotic media are described.
Effect of substituents in the formation of diacetanilides
Ayyangar, Nagaraj R.,Srinivasan, Kumar V.
, p. 1292 - 1296 (2007/10/02)
A number of diacetanilides, including some which have not been reported so far, have been synthesized from the corresponding monoacetyl derivatives and characterized by spectral and elemental analyses.A tlc/fid method for the quantitative estimation of the relative amounts of mono- and diacetyl derivatives has been standardized.Linear correlation of the extent of diacetylation with Hammett ?-values of substituents and basicity constants of monoacetyl derivatives has been established.A plausible mechanism for the diacetylation reaction based on experimental observations has been suggested.An explanation for the anomalous behaviour of acetanilides containing electron-withdrawing substituents in the ortho-position has been put forth.
