Formation and decomposition of N??alkylnaphthalimides: experimental evidences and ab initio description of the reaction pathways

…, MJ Politi, H Chaimovich, IM Cuccovia

Index: De Barros, Teresa Cristina; Filho, Pedro Berci; Loos, Michel; Politi, Mario Jose; Chaimovich, Hernan; Cuccovia, Iolanda Midea Journal of Physical Organic Chemistry, 2011 , vol. 24, # 5 p. 385 - 397

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Citation Number: 3

Abstract

Abstract The kinetics of hydrolysis of 1, 8-N-butyl-naphthalimide (1, 8-NBN) to 1, 8-N-butyl- naphthalamide (1, 8-NBAmide) and of 2, 3-N-butyl-naphthalimide (2, 3-NBN) to 2, 3-N-butyl- naphthalamide (2, 3-NBAmide), as well as the formation of the respective anhydrides from the amides were investigated in a wide acidity range. 1, 8-NBN equilibrates with 1, 8- NBAmide in mild alkali. Under the same conditions 2, 3-NBN quantitatively yields 2, 3- ...