22027-65-2Relevant articles and documents
N-(Hydroxybenzyl)benzamide Derivatives: Aqueous pH-Dependent Kinetics and Mechanistic Implications for the Aqueous Reactivity of Carbinolamides
Koyanagi, Takaoki,Nagorski, Richard W.,Przybyla, David E.,Rafie, Mohammad I.,Siena, Paul M.
, (2020/02/04)
The rate constants for the aqueous reaction, between pH 0 and 14, have been determined for a series of amide substituted N-(hydroxybenzyl)benzamide derivatives, in H2O, at 25 °C, I = 1.0 M (KCl). The N-(hydroxybenzyl)benzamide derivatives were found to react via three distinct mechanisms with the kinetically dominant mechanism being dependent on the pH of the reaction solution. It has been shown that the carbinolamides react via a specific-base-catalyzed mechanism (E1cB-like) under basic and pH neutral conditions. At lower pH values, an acid-catalyzed mechanism was kinetically dominant and, last, a water reaction was postulated at pH values where neither the hydroxide-dependent nor the general-acid-catalyzed mechanism was dominant. Contrary to earlier studies with N-(hydroxymethyl)benzamide compounds, no evidence for mechanistic variation based upon the nature of the amidic substituent was observed for any of the N-(hydroxybenzyl)benzamide derivatives studied between pH values of 0-14. The rate for the acid-catalyzed reaction (kH, ρ = -1.17), the apparent second-order hydroxide rate constant (k1′, ρ = 0.87), the hydroxide-independent rate (k1, ρ = 0.65), and the pKa's of the hydroxyl group of the carbinolamide (ρ = 0.23) are reported.
Synthesis and physico-chemical characterisation of new Mannich bases and their paramagnetic metal complexes
Khan, Mohammed Rais,Sahdev
experimental part, p. 649 - 653 (2012/04/10)
A new Mannich base,N-(morpholinobenzyl)benzamide (MBB), formed by the condensation of morpholine, benzamide and benzaldehyde and its Fe(II), Fe(III), Mn(III), Co(III), Ti(III), V(III), V(IV), MoO(V), Ru(II) and Ru(III) complexes hafe been Synthesized. The
Synthesis and physico-chemical characterization of a new Mannich base, N-(morpholinobenzyl)benzamide and its Cu(II), Co(II), Ni(II) and Zn(II) complexes
Raman,Vimalaramani,Thangaraja
, p. 2357 - 2360 (2007/10/03)
A new Mannich base, N-(morpholinobenzyl)benzamide (MBB), formed by the condensation of morpholine, benzamide and benzaldehyde and its Cu(II), Co(II), Ni(II) and Zn(II) complexes have been synthesized. Their probable structures have been determined on the