ChemInform Abstract: Heterocycles. Part 62. Synthesis and Characterization of Some 1,3‐Diaryl‐5‐((2‐aryl‐5‐X)thiazol‐4‐yl)pyrazoles.

Abstract

ChemInform Abstract The formylthiazoles (I) react with the acetophenones (II) to give the heterochalcones (III). These react with the phenylhydrazines (IV), forming the pyrazolines (V) which are oxidized to yield the thiazolylpyrazoles (VI). Further examples are described in the original paper. (No yields given).

Heterocycles 21. Reaction of 2-phenyl-thiazol-4-carbaldehyde with 2-bromoacetophenone

“…In previous papers we described the preparation of some heterochalcones by condensation of thiazolcarbaldehydes and thiazolo [3,2-b] [1,2,4]triazolcarbaldehydes with a series of acetophenones [1][2][3][4]. Data related to the reaction of some α-substituted chalcones with nitrogen dinucleophiles, as well as the antifungal and antiprotozoar properties of these chalcones were already described [5,6].…”

“…The synthesis of α-bromochalcones by dehydrobromination of dibromobenzalacetophenone is well known [7,8]. In order to evaluate the biological potential of some α-bromothiazolylchalcones we tried to prepare such derivatives by condensation of 2-aryl-thiazol-4carbaldehydes [9] and 2-aryl-thiazolo [3,2-b] [1,2,4]triazol-5-carbaldehydes [10], respectively, with 2-bromoacetophenone. In the presence of potassium hydroxide or other weaker bases, such as sodium hydroxide, sodium carbonate or pyridine, non halogenated reaction products were obtained.…”

Heterocycles 26: synthesis, characterisation, and anticancer activity of some thiazolic chalcones

“…Initially, 2-aryl-1,3-thiazole-4-carbaldehydes 6 were prepared by Sommelet reaction (Scheme 1) as described in the literature (Wood et al, 1950;Silberg et al, 1961;Zaharia et al, 2000). Chalcones 8 were synthesized by a base catalyzed Claisen-Schmidt condensation reaction (Scheme 2) of appropriately substituted acetophenones 7 and aldehydes 6 (Kohler and Chadwell, 1922;Simiti et al, 1988Simiti et al, , 1991Mager et al, 1992;Zaharia et al, 2001Zaharia et al, , 2002Zaharia et al, , 2009.…”

“…Scheme 2 Synthetic route to Chalcones C 1-20 C 17-20 were previously reported by Simiti et al (1988Simiti et al ( , 1991 and Zaharia et al (2009), respectively. All the structures of the synthesized compounds were appropriately established and confirmed on the basis of their spectral data, mainly IR, mass, 1D and 2D NMR, and by a comparison with the NMR spectra of described analogous compounds Zaharia et al, 2009), (cf.…”