ChemInform Abstract: Reactions of Benzo Analogues of N‐Phenyl‐1,4‐benzoquinone Monoimine with Thiols.

Abstract

The reactivity of the title compound (XV) towards thiols was investigated earlier.

Diversity-Orientated Synthesis and Biological Properties of Compounds Based on the N-Phenylquinoneimine Scaffold

“…The difference in these reactions is attributed to the solvent effect of the polar protic solvent (ethanol) versus a nonpolar solvent (benzene). The reaction of N -Phenyl-1,4-benzoquinonemono imine benzoanalogs with alkanethiols was found to give similar 1,4-addition products [ 81 ].…”

Oxidative Cyclization of N-p-Tolyl-2,5-bis(p-tolylamino)-1,4-Benzoquinone Imine

“…was prepared by the procedure reported in [4]. Yield 12%, mp >250°C (with decomposition; from benzeneethyl acetate, 1 : 1 by volume).…”

“…The structure of compound II was proved by comparison of its 1 H NMR spectrum with the spectrum of phenazinone III synthesized by the procedure described in [4]. The spectra of compounds II and III contain equal numbers of signals with similar multiplicities, but signals from protons in the quinoid ring of compound II (δ 6.18 and 6.50 ppm) appear in a weaker field than the corresponding signals of III (δ 5.29 and 5.72 ppm).…”