ISSN:
0749-1581
Keywords:
15N NMR
;
1H NOE difference spectroscopy
;
1-(o-Aminophenyl)-3-alkylureas
;
X-ray structure
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 15N NMR spectra of five N-(o-aminophenyl)-N′ substituted ureas and their hydrochloride salts were recorded in DMSO. N-1 was more shielded in these ureas than in N-phenyl-N′-methylurea. The shifts of N-3 varied with the substituents. Proton exchanges at N-3 were observed when the spectra of the hydrochloride salts were recorded. The preferential trans-trans orientation of the protons with respect to the carbonyl in the ureido group was confirmed by NOE difference spectroscopy. In the solid, the conformation of N(o-aminophenyl)-N′-methylurea, which was determined by x-ray diffraction, was found to be similar to the suggested conformation in solution; the 15N shifts of this compound in the solid state were determined by 15N cross-polarization magic angle spinning NMR.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260300702
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