Crystal structures of (E)-2-amino-4-methylsulfanyl-6-oxo-1-(1-phenylethylideneamino)-1,6-dihydropyrimidine-5-carbonitrile and (E)-2-amino-4-methylsulfanyl-6-oxo-1-[1-(pyridin-2-yl)ethylideneamino]-1,6-dihydropyrimidine-5-carbonitrile

Abstract

The title compounds 3a, C14H13N5OS, and 3b, C13H12N6OS, both show an E configuration about the N=C bond and a planar NH2 group. The molecules, which only differ in the presence of a phenyl (in 3a) or pyridyl (in 3b) substituent, are closely similar except for the different orientations of these groups. The amino hydrogen atoms form classical hydrogen bonds; in 3a the acceptors are the oxygen atom and the cyano nitrogen atom, leading to ribbons of molecules parallel to the b axis, whereas in 3b the acceptors are the oxygen atom and the pyridyl nitrogen, leading to a layer structure perpendicular to (\overline{1}01).

An unexpected tautomer: synthesis and crystal structure of N-[6-amino-4-(methylsulfanyl)-1,2-dihydro-1,3,5-triazin-2-ylidene]benzenesulfonamide

“…Continuing with our project of developing synthetic strategies for the design and synthesis of efficient antimetabolites (Elgemeie & Mohamed-Ezzat, 2022), focussing on derivatives of sulfonamides, we describe here a new approach (Fig. 1) that generates novel substituted triazine sulfonamides starting from the highly reactive compound dimethyl cyanocarboimidodithioate (2), which has shown its effectiveness in synthesizing various heterocycles (Elgemeie & Mohamed, 2014;Mohamed-Ezzat et al, 2021), in particular nucleoside and non-nucleoside pyrimidine analogues (Elgemeie et al, 2015(Elgemeie et al, , 2017(Elgemeie et al, , 2019.…”

Synthesis and crystal structure of N-phenyl-2-(phenylsulfanyl)acetamide

“…Acetamide-containing drugs are used for inflammation control, cyclooxygenase (COX) enzyme inhibition, and as antiviral drugs (Agrawal et al, 2010;Orzalesi et al, 1977). Recently, starting from acetamides, we have synthesized various heterocyclic compounds that exhibit diverse activities, including anti-SARS CoV-2 (Mohamed-Ezzat & Elgemeie, 2023), antimicrobial (Elgemeie et al, 2017a,b), antitumor properties (Elgemeie & Mohamed-Ezzat, 2022;Mohamed-Ezzat et al, 2023a,b), as well as potential for other applications (Elgemeie et al, 2015(Elgemeie et al, , 2017a(Elgemeie et al, ,b, 2019Mohamed-Ezzat et al, 2021, 2023a.…”

Crystal structure of 2,4-diamino-5-(4-hydroxy-3-methoxyphenyl)-8,8-dimethyl-6-oxo-6,7,8,9-tetrahydro-5H-chromeno[2,3-b]pyridine-3-carbonitrile–dimethylformamide–water (1/1/1)

“…Recently, we have reported several new methods for the synthesis of pharmaceutically relevant heterocycles utilizing activated nitriles and �,�-unsaturated nitriles as starting materials (e.g. Mohamed-Ezzat et al, 2021). In this context, we and others have synthesized several condensed carbocyclic pyrans and carbocyclic pyridines using dimedone as the starting material (Hebishy et al, 2022;Tu et al, 2014).…”