74413-96-0Relevant academic research and scientific papers
P2O5/SiO2 as an efficient heterogeneous catalyst for the synthesis of heterocyclic alkene derivatives under thermal solvent-free conditions
Siddiqui, Zeba N.,Khan, Tabassum
, p. 2032 - 2043 (2013/07/26)
A highly efficient methodology is developed for the synthesis of a series of heterocyclic alkene derivatives 3a-k from 5-chloro-3-methyl-1-phenylpyrazole- 4-carboxaldehyde 1 and active methylene compounds 2a-k, in the presence of P2O5/sub
New Routes for Novel Pyrazolo[3,4-b][1,6]-naphthyridine, Pyrazolo[3,4-b]pyridine and Pyrazolo[3,4:2,3]pyrido[6,1-a]benzimidazole Derivatives
Abd El Latif, Fawi M.,Barsi, Magda A.,Elrady, Eman A.,Hassan, M.
, p. 2953 - 2974 (2007/10/03)
Pyrazolo[3,4-b][1,6]naphthyridine, pyrazolo[3,4-b]pyridine and pyrazolo[3.4:2,3]pyrido[6,1-a]benzimidazole derivatives have been synthesized starting from the 5-chloro-3-substituted-1-phenylpyrazole-4-carboxaldehyde.
Novel reactions of 5-chloro-4-formyl-3-methyl-1-phenylpyrazole with active methylene compounds
Shiba,Harb,Hassan,El-Kassaby,Abou-El-Regal
, p. 426 - 430 (2007/10/03)
Condensation of 5-chloro-4-formyl-3-methyl-1-phenylpyrazole (1) with malononitrile in the presence of piperidine or ammonium acetate affords the corresponding pyrazole derivatives (2-4). Base-catalyzed cyclocondensation of 1 with hippuric acid or ethyl glycinate hydrochloride gives the oxazolone 6 and 5-amino-3-methyl-6-oxo-1-phenyl-1,6-dihydropyrano[2,3-c]pyrazole (7) respectively. Treatment of 1 with ethyl cyanoacetate in basic medium produce ethyl α-cyano-β-(5-chloro-3-methyl-1-phenylpyrazol-4-yl)acrylate (8) which reacts with nitrogen nucleophiles to give compounds 9-12. Transesterification and/or hydrolysis of ester group has been observed on treatment of 8 with methyl alcohol in basic medium leading to the formation of acrylate derivatives (13-15). Compound 8 on treatment with ethyl acetoacetate or cyclohexanone undergoes condensation with subsequent cyclization and/or dearylation to give the adducts 16 and 17 respectively. Structures of all the products have been established by elemental analysis, IR, PMR and mass spectral data.
