A facile one-pot synthesis of thiazoles and thiazolyl-pyrazole derivatives via multicomponent approach
نویسندگان
چکیده
Thiazoles and thiazolyl-pyrazole derivatives have been efficiently synthesized under neat reaction conditions in excellent yields. Condensation of 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one (1), thiosemicarbazide (2) and various carbonyl compounds (3 & 5) gave corresponding thiazole (4) and thiazolylpyrazole derivatives (6) in excellent yields by using Hantzsch-Thiazole synthesis. The main advantage of this method is the short reaction time, high yields, simple workup and environmental benign process. The structures of newly synthesized compounds have been established by elemental analysis and spectral data.
منابع مشابه
One-pot Synthesis and Characterization of Highly Functionalized Thiazoles
A facile and efficient one-pot three-step process for the synthesis of 5-acetyl-2-imino-4-methylthiazoles via the cyclocondensation of 3-thiocyanatoacetylacetone with various hydrazine or hydrazide derivatives in EtOH has been developed. 3-Thiocyanatoacetylacetone itself has been synthesized as the intermediate from substitution reaction of thiocyanate with 3-chloroacetylacetone. B...
متن کاملFe-MCM-22 catalyzed multicomponent synthesis of dihydropyrano [2,3-c] pyrazole derivatives
The Fe-MCM-22 zeolite was found to be an efficient solid heterogeneous catalyst for synthesis of dihydropyrano [2,3-c] pyrazoles via one pot four component reaction of ethyl acetoacetate, hydrazine hydrate, aromatic aldehyde and malononitrile in aqueous alcohol. The catalyst was synthesized by hydrothermal method under autogenous pressure and modified by Fe (III) ion exchange. The prepared cata...
متن کاملFacile one-pot multicomponent synthesis of 2-amino-6-(2-oxo-2H-chromen- 3-yl)-4-arylpyridine-3-carbonitriles using Brønsted acidic ionic liquid as catalyst under solvent-free conditions
A series of 2-amino pyridine-3-carbinitrile derivatives incorporated coumarin moiety has developed via multicomponent condensation of 3-acetyl-2H-chromen-2-one, arylaldehydes, malononitrile and ammonium acetate utilizing Brønsted acidic ionic liquid, (4-sulfobutyl)tris(4-sulfophenyl)phosphonium hydrogen sulfate as catalyst under solvent-free conditions. Good yields, short reaction times, straig...
متن کاملFacile one-pot multicomponent synthesis of 2-amino-6-(2-oxo-2H-chromen- 3-yl)-4-arylpyridine-3-carbonitriles using Brønsted acidic ionic liquid as catalyst under solvent-free conditions
A series of 2-amino pyridine-3-carbinitrile derivatives incorporated coumarin moiety has developed via multicomponent condensation of 3-acetyl-2H-chromen-2-one, arylaldehydes, malononitrile and ammonium acetate utilizing Brønsted acidic ionic liquid, (4-sulfobutyl)tris(4-sulfophenyl)phosphonium hydrogen sulfate as catalyst under solvent-free conditions. Good yields, short reaction times, straig...
متن کاملFe-MCM-22 catalyzed multicomponent synthesis of dihydropyrano [2,3-c] pyrazole derivatives
The Fe-MCM-22 zeolite was found to be an efficient solid heterogeneous catalyst for synthesis of dihydropyrano [2,3-c] pyrazoles via one pot four component reaction of ethyl acetoacetate, hydrazine hydrate, aromatic aldehyde and malononitrile in aqueous alcohol. The catalyst was synthesized by hydrothermal method under autogenous pressure and modified by Fe (III) ion exchange. The prepared cata...
متن کامل