117481-00-2Relevant articles and documents
α,α-Dibromoketone precursors in the synthesis of some new thiazole derivatives: Thiazol-2-yl hydrazonobutanoates, thiazol-2-yl pyrazole-4-carboxylates and acids
Joshi, Radhika,Kiran, Vijay,Pundeer, Rashmi
supporting information, (2020/03/04)
In the present study, α,α-dibromoacetophenones are used as efficient precursors for the facile synthesis of several new hydrazonothiazoles, ethyl 3-((4-arylthiazol-2-yl)hydrazono)butanoates, which undergo Vilsmeier-Haack cyclization to obtain thiazolylpyrazole esters, ethyl 3-methyl-1-(4-arylthiazol-2-yl)-1H-pyrazole-4-carbxylates, basic hydrolysis of which gives the corresponding acids, 3-methyl-1-(4-arylthiazol-2-yl)-1H-pyrazole-4-carbxylic acids. All these compounds are tested for antibacterial activity against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis; Gram-negative bacteria Escherichia coli and Pseudomonas aeruginosa and antifungal activity against Saccharomyces cerevisiae and Candida albicans.
Eco-friendly solvent-free synthesis of thiazolylpyrazole derivatives
Bondock, Samir,El-Azap, Hossam,Kandeel, Ez-Eldin M.,Metwally, Mohamed A.
experimental part, p. 1329 - 1335 (2009/12/04)
Highly versatile ethyl 3-thiosemicarbazidobutanoate was ball-milled with phenacyl bromide to afford the corresponding ethyl 3-[(4-phenyl-2-thiazolyl) hydrazono]butanoate which underwent heterocyclization by heating in ethanolic sodium acetate to give thia
An investigation of the biological effect of structural modifications of isothiosemicarbazones and their cyclic analogues
Maccioni,Cardia,Distinto,Bonsignore,De Logu
, p. 951 - 959 (2007/10/03)
Several arylideneisothiosemicarbazones and arylidenehydrazothiazoles have been synthesised to obtain new antimicrobial agents. Their activity against both bacteria and fungi has been tested and some interesting informations about their biological activity
Reaction of 4-Aryl-2-hydrazinothiazoles with Ethyl Acetoacetate: A Reinvestigation
Singh, S. P.,Sehgal, Subhash,Diwakar, P.,Vaid, R. K.
, p. 573 - 575 (2007/10/02)
The reaction of 4-aryl-2-hydrazinothiazoles (1a,b) with ethyl acetoacetate (2) affords 1-(4'-aryl 2'-thiazolyl)-3-methylpyrazol-5-ols (3a,b) rather than 3-arylthiazolotriazepin-5-ones (4a,b),as previously reported.The correct structural assignment is based on an alternate synthesis involving reaction of phenacyl bromides (6) and 3-methylpyrazol-5-ol-1-thiocarboxamide (7).The keto/enol tautomerism of 3 has been investigated using PMR spectroscopy.
Studies on Heterocyclic Compounds. Part VI: Synthesis of Bridgehead Nitrogen Triazine and Pyrimidine Heterocycles
Dehuri, S. N.,Pradhan, P. C.,Nayak, A.
, p. 475 - 478 (2007/10/02)
New bridgehead nitrogen containing heterocycles such as thiazolotriazine (IVa and IVb), imidazolotriazine (IVc), triazinotriazine (IVd and IVe) and oxadiazolotriazine (IVf) and several of their derivatives (V) have been prepared by reacting their respective hydrazine (II) with ethylpyruvate and phenyl glycoxalic acid.The diazotization of hydrazine (II) furnished the reactive intermediates (VI) (azido form) and (VII) (tetrazole form) depending on the structure of hydrazines.These intermediates have been used to synthesise bridgehead nitrogen pyrimidine derivatives (VIII) by reacting them with diethyl fumarate.The spectral and chemical evidences show that diazotised products obtained from 2-hydrazino-4-phenyl thiazole (IIa) and 2-hydrazino benzothiazole (IIb) exist in tetrazole form (VIIa) and (VIIb), respectively, whereas the remaining four (IIa-IIf) remain in the azido form (VIc-VIf) in the solid state.
