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Title: N-Chloro-N-alkoxyureas: synthesis, structure and properties
Authors: Shtamburg, V. G.
Shishkin, O. V.
Zubatyuk, R. I.
Kravchenko, S. V.
Tsygankov, A. V.
Mazepa, A. V.
Klots, E. A.
Kostyanovsky, R. G.
Issue Date: 2006
Publisher: Elsevier Inc.
Citation: N-Chloro-N-alkoxyureas: synthesis, structure and properties / V. G. Shtamburg [et al.] // Mendeleev Commun. – 2006. – Vol. 16, № 6. – P. 323-325.
Abstract: The XRD studies of N-chloro-N-alkoxyureas 1, 2 have revealed the high pyramidality of the amide nitrogen in the O–N–Cl group caused by nO–s*N–Cl anomeric effect, the other sequence of this effect is anionic lability of the chlorine atom; nucleophilic substitution at the nitrogen depends on the N'-substitutent nature: chlorine atoms in ureas 1 and 5 are replaced by outer nucleophile whereas, under the same conditions, ureas 2–4 undergo cyclization into 1-alkoxybenzimidazolin-2-ones 10–12.
DOI: 10.1070/MC2006v016n06ABEH002382
Appears in Collections:Кафедра "Органічна хімія, біохімія, лакофарбові матеріали та покриття"

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