ChemInform Abstract: DIPOLAR ADDITION OF GRIGNARD REAGENTS, BENZENE, ETHYLBENZENE, TOLUENE, 0-CHLOROTOLUENE, M-XYLENE, ANISOLE, ETHYL ACETOACETATE, ETHYL CYANOACETATE, DIETHYL MALONATE AND KETONES ON 4-BENZYLIDENE-1-ARYL-2-(P-ISOPROPYLPHENYL)-2-PYRROLIN-5

1978 ◽  
Vol 9 (11) ◽  
Author(s):  
A. ESSAWY ◽  
A. A. HAMED
Keyword(s):  
Ethyl Acetoacetate ◽  
Ethyl Cyanoacetate ◽  
Diethyl Malonate ◽  
Grignard Reagents

Condensation reactions of 1,1-dimorpholinoethene and of 1,1-dipiperidinoethene with carbon acids

1987 ◽  
Vol 65 (12) ◽  
pp. 2717-2721 ◽  
Author(s):  
Sham S. Gandhi ◽  
Martin S. Gibson
Keyword(s):  
Michael Addition ◽  
Ethyl Acetoacetate ◽  
Ethyl Cyanoacetate ◽  
Diethyl Malonate ◽  
Condensation Reactions ◽  
Acetyl Group ◽  
Carbon Acids

1,1-Dimorpholinoethene and 1,1-dipiperidinoethene condense with such compounds as malononitrile, ethyl cyanoacetate, cyanoacetamide, and diethyl malonate to give the corresponding β,β-disubstituted enamine, a molecule of morpholine or piperidine being eliminated in the process. Similar reactions with acetylacetone and ethyl acetoacetate proceed with loss of the acetyl group to give the β-substituted enamine. 1,1-Dipiperidinoethene and nitromethane give the β-nitroenamine. Secondary processes of either hydrolysis or further Michael addition and elimination are noted in condensations of 1,1-dimorpholinoethene or 1,1-dipiperidinoethene with cyanoacetamide under more basic conditions.1,1-Dipiperidinoethene is arylated at the 2-position by 2,4-dinitrochlorobenzene.

Synthesis of New 4–Arylhydrazono-3-methyl-2-pyrazolin-5-one Derivatives and their Reactivity towards Active Methylene Components and Grignard Reagents

1977 ◽  
Vol 32 (8) ◽  
pp. 943-947 ◽  
Author(s):  
Fathy A. Amer ◽  
Abd El-Hamid Haraash ◽  
Mohamed Abbas Metwally
Keyword(s):  
Ethyl Acetoacetate ◽  
Grignard Reagent ◽  
Diethyl Malonate ◽  
Grignard Reagents ◽  
Methyl Derivatives ◽  
Active Methylene ◽  
Phenylmagnesium Bromide

Treatment of 4-arylhydrazono-3-methyl-2-pyrazolin-5-ones (1 a-e) with dimethylsulphate afforded the N-methyl derivatives (2a-e) which on treatment with phenylmagnesium bromide gave the carbinol (8). The hydroxy pyrazolones (4a-e) were reacted with ethyl acetoacetate and diethyl malonate to give the a-N-methyl derivatives (5 and 6 a-e). The hitherto unknown 4-arylhydrazono-3-methyl-l-benzenesulphonyl-2-pyrazolin-5-ones (7 a, e-e) were now obtained and upon treatment with Grignard reagent gave 4-arylhydrazono-3-methyl-3,5,5-triphenylpyrazolines (7 a, c and d).

scholarly journals Kinase Inhibitors of Novel Pyridopyrimidinone Candidates: Synthesis and In Vitro Anticancer Properties

2019 ◽  
Vol 2019 ◽  
pp. 1-10 ◽  
Author(s):  
Nagy M. Khalifa ◽  
Mohamed A. Al-Omar ◽  
Hamad M. Alkahtani ◽  
Ahmed H. Bakheit
Keyword(s):  
Kinase Inhibitors ◽  
Human Cancer ◽  
Ethyl Cyanoacetate ◽  
Diethyl Malonate ◽  
Aromatic Aldehydes ◽  
Docking Studies ◽  
Braf V600e ◽  
Kinase Assay ◽  
Human Cancer Cell Lines

A new class of pyridopyrimidinone compounds containing different nitrogenous heterocycles were synthesized starting from the key precursor 2-hydrazinyl-5-phenyl-7-(pyridin-3-yl)pyrido[2,3-d]pyrimidin-4(3H)-one via condensation with series of aromatic aldehydes and cyclization using different reagents as ethyl acetoacetate, ethyl cyanoacetate, diethyl malonate, and ammonium isothiocyanate. The bioassay results showed compound 6 to be highly effective towards three human cancer cell lines (HepG2, PC-3, and HCT-116) in vitro with promising activity values (IC50: 0.5 μM) relative to the standard doxorubicin (IC50: 0.6 μM). Kinase inhibitory evaluation of compound 6 displays hopeful inhibitory action against BRAF V600E, EGFR, and PDGFRβ at100 μM. The molecular docking studies supported the initial kinase assay.

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