N,N′-Diphenyldithiomalonamide as Methylene Active Thioamide: A First Synthesis of Stable Michael Adducts

V. V. Dotsenko^{a, b}^,*, A. E. Sinotsko^a, E. A. Varzieva^a, E. A. Chigorina^{c, d}, N. A. Aksenov^b, and I. V. Aksenova^b

^aKuban State University, Krasnodar, 350040 Russia

^bNorth Caucasus Federal University, Stavropol, 355009 Russia

^cNational Research Center “Kurchatov Institute”–IREA, Moscow, 107076 Russia

^dNational Research Center “Kurchatov Institute”, Moscow, 123182 Russia

email: *victor_dotsenko_@mail.ru

Received 8 October, 2022

Abstract— N,N′-Diphenyldithiomalonamide reacts with the 4-nitrobenzylidene derivative of Meldrum’s acid (or with Meldrum’s acid and 4-nitrobenzaldehyde) in the presence of a base to form crystalline Michael adducts. Structure of triethylammonium 2,2-dimethyl-5-(1-(4-nitrophenyl)-3-(phenylamino)-2-(phenylcarbamothioyl)-3-thioxopropyl)-4-oxo-4H-1,3-dioxin-6-olate was studied by single crystal X-ray diffraction analysis.

Keywords: active methylene thioamides, dithiomalonanilide, Meldrum’s acid, stable Michael adducts

DOI: 10.1134/S107036322211041X