B. P. Gladkikh, V. S. D'yachenko, V. V. Burmistrov, G. M. Butov, I. A. Novakov, “The unusual reaction of 2-isocyanatophenyl acetate with amines and water”, Mendeleev Commun., 2022, Volume 32, Issue 5,Pages <nobr>683

Communications

The unusual reaction of 2-isocyanatophenyl acetate with amines and water

B. P. Gladkikh^a, V. S. D'yachenko^ab, V. V. Burmistrov^ab, G. M. Butov^ab, I. A. Novakov^a

^a Volgograd State Technical University, Volgograd, Russian Federation
^b Volzhsky Polytechnic Institute (Branch), Volgograd State Technical University, Volzhsky, Russian Federation

Abstract: The reaction of 2-isocyanatophenyl acetate with adamantyl and phenyl-containing amines gave the corresponding acetamides. Intermediate 2-isocyanatophenol formed in the course of the reaction undergoes intramolecular cyclization to 2-benzoxazolinone. These reactions proceed only with amines possessing basicity (pK_b > 3.80).

Keywords: 2-isocyanatophenyl acetate, acetamides, ureas, acetylsalicylic acid, 2-benzoxazolinone.

Language: English

DOI: 10.1016/j.mencom.2022.09.039

	*Supplementary materials:*
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