Novel One-pot Synthesis of Thiazolo[3,2-a] Pyrimidin-5-one as a Key Compound for Poly Nuclear Heterocycles

doi:10.21608/ejchem.2016.1052

Egypt. J. Chem.

2016

DOI: 10.21608/ejchem.2016.1052

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Novel One-pot Synthesis of Thiazolo[3,2-a] Pyrimidin-5-one as a Key Compound for Poly Nuclear Heterocycles

Abstract: -AMINO-2-hydroxy-7-methyl-thiazolo[3,2-a]pyrimidin-5-one (5) ….was synthesized by one-pot reaction from 2-bromo cyanoacetamide, ethyl acetoacetate and thiourea. The new 3-amino-2-hydrazino derivatives (15,18), 2-pyrazol-thiazolo [3,2-a] pyrimidin -5-ones )14,17,20) and 2-(4-arylidene) -pyrazol-thiazolo [3,2-a] pyrimidin-5-ones (22a-d) were synthesized through facile condensing procedures starting from 3-amino-2-hydrazino-7-methyl-thiazolo[3,2-a]pyrimidin-5-one (12). The newly synthesized products were characte… Show more

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Synthesis of Some New 1, 3, 4-Oxadiazole, Pyrazole, and Pyrimidine Bearing Thienopyrazole Moieties

Sophy

Reheim

2020

COS

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Aim and Objective: According to literature survey, pyrazole is a unique template that is associated with several biological activities. This article highlightened research work of many researchers reported in literature for different pharmacological activities on pyrazole compound synthesis. In the present work, pyrazol-3-one 1reacted with cyanoacetic acid hydrazide and elemental sulfur to afford the corresponding thieno [3,2-c] pyrazol-6-carbohydrazide 3. The latter compound reacted with some electrophilic reagents such as DMF-DMA, triethylorthoformate, arylidenemalononitriles and chalcones under neat conditions to give substituted oxadiazole and pyrazole respectively. Treatment of compound 3 with active methylene reagent such as acetylacetone, diethylmalonate, ethyl acetoacetate, ethyl cyanoacetate under suitable conditions afforded pyrazole derivatives 10, 11, 13, 15 respectively. Novel pyrazolothienopyrimidine 27, 30 were prepared from precursor 26 and carbon disulfide and triethylorthoformate respectively, the chemical structures of the newly synthesized compounds are established by elemental and spectral analyses including IR, 1H-NMR in addition to 13 C-NMR and mass spectra for most of them. Materials and Methods: Novel pyrazole substituted, pyrimidine and pyrazolothienopyrimidine were obtained via Gewald synthesis of thiophene and fused thiophene and Mannich reactions of 5-amino-3-phenyl-1H-thieno[3,2-c]pyrazole-6-carbohydrazide. Results: A series of some new azoles and azines was prepared viareaction of thieno[3,2-c]pyrazol-6-carbohydrazide derivative 3 as starting material with some electrophilic and nucleophilic reagents.The structures of target compounds were established by elemental analyses and spectral data. Conclusion: pyrazole is a unique template that is associated with several biological activities. This article highlightened research work of many researchers reported in literature for different pharmacological activities on pyrazole compound synthesis. In the current investigation, we have developed new and efficient methods for the synthesis of thieno[3,2-c]pyrazol-6-carbohydrazide derivatives. In addition, we have explored the preparative potential of these substances as intermediates for the synthesis substituted pyrazoles and fused pyrazoles 10-30respectively

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Synthesis of Some New 1, 3, 4-Oxadiazole, Pyrazole, and Pyrimidine Bearing Thienopyrazole Moieties

Sophy

Reheim

2020

COS

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show abstract

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Novel One-pot Synthesis of Thiazolo[3,2-a] Pyrimidin-5-one as a Key Compound for Poly Nuclear Heterocycles

Cited by 1 publication

References 11 publications

Synthesis of Some New 1, 3, 4-Oxadiazole, Pyrazole, and Pyrimidine Bearing Thienopyrazole Moieties

Synthesis of Some New 1, 3, 4-Oxadiazole, Pyrazole, and Pyrimidine Bearing Thienopyrazole Moieties

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