Diversity-orientated synthesis of 3,5-bis(arylamino)pyrazoles

Right-First-Time Isocratic Preparative Liquid Chromatography-Mass Spectrometry Purification

“…Formula proved to be efficient regardless of the chemical diversity of our compounds, covering a large range of lipophilicity. Some examples of such chemical structures are given in Figure . − As described by Degorce et al, the closely related compounds 5 , 6 , and 7 were nicely separated in one shot from one single reaction mixture …”

“…15−19 As described by Degorce et al, the closely related compounds 5, 6, and 7 were nicely separated in one shot from one single reaction mixture. 15 Figure 6 gives an overall picture of the chemical space accommodated by our isocratic HPLC method in terms of hydrogen bond acceptors, donors, molecular weight, calculated logP, and molecule ion class. Thus, the technique covers much of the range of properties of molecules that need to be purified in contemporary pharmaceutical R&D. The purity average calculated over 1208 crude reaction mixtures purified meets our standards for compounds to be sent for primary in vitro evaluation such as biological, DMPK, and physicochemical assays.…”

N,N′-Diphenyldithiomalonodiamide: Structural Features, Acidic Properties, and In Silico Estimation of Biological Activity

“…Dithiomalonodiamides and, in particular, N,N'diphenyldithiomalonodiamide 1 are actively used in various chemistry fields as bidentate complexing agents [1][2][3][4][5][6], steel corrosion inhibitors [7], reagents for the Ag + extraction from chloride-containing aqueous solutions [8], and also as starting reagents for the synthesis of a number of sulfur-containing heterocyclic systems-derivatives of 1,2-dithiol [9][10][11][12][13][14], thiazole [15,16], 1,3-dithiine [17][18][19][20][21][22], [1,2]dithiolo [3,4-b]pyridine [23], 1,2,3-thiadiazole [24], thiophene [25,26], 3,5-diaminopyrazole [11,26,27], etc. (Scheme 1).…”

“…There are several methods for preparation of dithiomalondianilide 1: the compound is obtained by condensation of the sodium salt of diacetylthioacetanilide 2 with PhNCS [33], the reaction of carbon subsulfide С 3 S 2 with aniline in an inert solvent [34][35][36], the interaction of malonanilide with P 4 S 10 [24,37,38] or Lawesson reagent [24,37,38] 39], the reduction of 3-phenylamino-5-phenylimino-1,2-dithiol 3 with the Zn-HCl-AcOH system [9], or by the reaction of acetylacetone with PhN=C=S in the presence of sodium alcoholate in EtOH, MeOH or Et 2 O [1,3,27,[40][41][42][43] (Scheme 2). The latter method is the most simple in the preparative relation and gives the largest yields.…”

Iron‐Mediated Desulphurization Towards the Synthesis of 2‐Halo Aromatic Isothiocyanates

“…and other mild methods are known . In recent years, halo isothiocyanates were also prepared by Liu, Degorce and Krzysztof . The reported methods are really efficient enough, but most of them possess drawbacks such as rigorous or hazardous conditions, intractable side reactions, evolved toxic gases.…”