Tetrahedron

Studies on the solvent dependence of the carbamic acid formation from ω-(1-naphthyl) alkylamines and carbon dioxide

K Masuda, Y Ito, M Horiguchi, H Fujita

Index: Masuda, Koji; Ito, Yoshikatsu; Horiguchi, Masahiro; Fujita, Haruo Tetrahedron, 2005 , vol. 61, # 1 p. 213 - 229

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Citation Number: 70

Abstract

Carbamic acid formation from amine and carbon dioxide in a variety of solvents was investigated by measuring NMR (1H, 13C, HMBC) and IR spectra in situ. Bubbling of CO2 through solutions of naphthylalkylamines in DMSO, DMF or pyridine (protophilic, highly dipolar, aprotic solvent) resulted in complete conversion of the amines to the corresponding carbamic acids. In dioxane (protophilic, dipolar, aprotic solvent), the carbamic acid and a ...