N-(3-Oxo-1-thia-4-azaspiro[4.5]dec-4-yl)-6-phenylimidazo[2,1-b][1,3]thiazole-3-acetamide hemihydrate

Abstract

The title compound, C21H22N4O2S2·0.5H2O, crystallizes with two mol­ecules in the asymmetric unit. The dihedral angles between the phenyl and imidazothiazole ring systems are 19.16 (9) and 21.37 (9)°. In the imidazothiazole ring systems, the cyclohexane rings adopt chair conformations, while the thiazole rings have distorted envelope conformations. The two mol­ecules are stabilized by intra­molecular N—H⋯O, O—H⋯O and C—H⋯S inter­actions and the crystal structure is stabilized by inter­molecular N—H⋯O, O—H⋯O, C—H⋯O and C—H⋯N inter­actions.

Design and synthesis of novel Imidazo[2,1-b]thiazole derivatives as potent antiviral and antimycobacterial agents

“…By heating the compound 2 and hydrazine hydrate in ethanol, 2-[6-(4-bromophenyl)imidazo[2,1-b]thiazole-3-yl]acetohydrazide (3) was obtained [30]. The IR values belonging to the carbonyl groups of spirothiazolidinone ring of 5a-d and 6a-d were in agreement with the literature [33,34]. The reaction yields of compounds 4a-d were between the interval of 95%-72.5%.…”

“…The compound 3 and cyclic ketones were heated under reflux in ethanol to yield 6-(4-bromophenyl)-N 2 -(substituted/non-substituted cycloalkylidene)imidazo [2,1-b]thiazole-3-acetohydrazides (4a-d). When the results obtained from compounds 5a-d examined, it was determined that the peaks of S-CH 2 protons were added to the spectrum in the range of 3.68-3.60 ppm as a distinctive indicator related to the formation of the mentioned compound [33,35,36]. 4a-d were then reacted with mercaptoacetic acid / 2-mercaptopropionic acid in anhydrous benzene under reflux by using a Dean-Stark water separator.…”

2-[6-(4-Chlorophenyl)imidazo[2,1-b][1,3]thiazol-2-yl]-N′-[(E)-4-methoxybenzylidene]acetohydrazide

“…For details of the synthesis, see: Gü rsoy & Ulusoy Gü zeldemirci (2007); Ulusoy Gü zeldemirci & Kü çü kbasmacı (2010). For related structures, see: Akkurt et al (2007Akkurt et al ( , 2008. For bond-length data, see: Allen et al (1987).…”

“…As part of our on-going research aiming on the synthesis of imidazo[2,1-b]thiazoles (Gürsoy & Ulusoy Güzeldemirci, 2007;Ulusoy Güzeldemirci & Küçükbasmacı, 2010) and their crystal structures (Akkurt et al, 2007(Akkurt et al, , 2008, we report here the crystal structure of the title compound (I).…”