T. Romero, Angela Margarita
2008
Citations
0
Influential Citations
11
Citations
Journal
Arkivoc
Abstract
Six substituted N-(2-hydroxyphenyl)-2-((4-methylbenzensulfonyl)amino)acetamides 7-12 have been synthesized from 2-amino-3-nitrophenol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 2- amino-4-chlorophenol, 2-amino-4-tert-butylphenol, 2-amino-4-chloro-5-nitrophenol, and the ((4-methylbenzenesulfonyl)amino)acetyl chloride derivative of ((4- methylbenzenesulfonyl)amino)acetic acid. These compounds have been characterized by FAB mass spectrometry, IR, and NMR ( 1 H, 13 C, 15 N) spectroscopy. Variable temperature NMR experiments on compounds 7-12 gave evidence for the formation of intra- and intermolecular hydrogen-bonds in solution. The molecular structure of 7 and 12 was determined by X-ray crystallography. The electronic behavior of the intramolecular hydrogen-bonds in these compounds was established by NBO studies.