Reaction of  N -arenesulfonyl-1,4-benzoquinone imines with acetylacetone

S. A. Konovalova; A. P. Avdeenko; E. N. Lysenko; V. V. D’yakonenko; S. V. Shishkina

doi:10.1134/S1070428016040060

Reaction of N-arenesulfonyl-1,4-benzoquinone imines with acetylacetone

Authors: Konovalova S.A.¹, Avdeenko A.P.¹, Lysenko E.N.¹, D’yakonenko V.V.², Shishkina S.V.²
Affiliations:
1. Donbass State Engineering Academy
2. Institute for Single Crystals
Issue: Vol 52, No 4 (2016)
Pages: 516-522
Section: Review
URL: https://journals.rcsi.science/1070-4280/article/view/214063
DOI: https://doi.org/10.1134/S1070428016040060
ID: 214063

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Abstract

N-Arenesulfonyl-1,4-benzoquinone imines reacted with acetylacetone to afford different products, depending on the isolation procedure. Crystallization from polar protic solvents gave N-[4-hydroxy- 3-(2-hydroxy-4-oxopent-2-en-3-yl)phenyl]arenesulfonamides and 6-(2-oxopropyl)-4-(arenesulfonamido)phenyl acetates, whereas N-(3-acetyl-2,6-dimethyl-1-benzofuran-5-yl)arenesulfonamides were isolated by crystallization from nonpolar aprotic solvents.