227960-16-9Relevant academic research and scientific papers
Mechanism of addition of methanol to mestilyiminopropadienone
Shtaiwi, Majed,Elgamal, Y. M. A.,Alomary, Ahmed
, p. 5536 - 5538,3 (2020/09/15)
The addition of methanol to the mesityliminopropadienone compound A were studied by using 1H NMR spectra which shows a complicated kinetics involving a fast reaction to about 35 % consumption followed by slow one. Consideration of the kinetics behaviours under different experimental conditions at 10 °C and the product assignment provide valuable mechanistic insight into the system studied. The stoichiometry was observed to be 1:1 in terms of mesityliminopropadienone and methanol consumed and therefore, the overall order for the reaction is second order and the product formed was malonic ester amide (malonamate) D.
Iminopropadienones from dioxanediones, isoxazolopyrimidinones, pyridopyrimidinones, and pyridopyrimidinium olates
Shtaiwi, Majed,Wentrup, Curt
, p. 8558 - 8565 (2007/10/03)
Iminopropadienones, RN=C=C=C=O, can be generated from four different types of precursors in flash vacuum thermolysis reactions: 1,3-dioxane-4,6-diones 1, isoxazolopyrimidinones 2, pyridopyrimidinium olates 3, and pyridopyrimidinones 4. 2,6-Difluorophenyl-, 2,6-diethylphenyl-, o-tertbutylphenyl-, and mesityliminopropadienone have been directly observed by Ar matrix IR spectroscopy in one or more of these reactions. Reactions with bis-nucleophiles afford pyridopyrimidinones and perhydrodiazepinone derivatives.
Chemistry of stable iminopropadienones, RN=C=C=C=O
Bibas, Herve,Moloney, Daniel W. J.,Neumann, Ralf,Shtaiwi, Majed,Bernhardt, Paul V.,Wentrup, Curt
, p. 2619 - 2631 (2007/10/03)
The synthesis, spectroscopic properties, and chemical reactions of the stable (neopentylimino)-, (mesitylimino)-, and (o-tert-butylphenylimino)propadienones (6) are reported. Nucleophilic addition of amines affords the malonic amidoamidines 7 and 8. 3,5-Dimethylpyrazole reacts analogously to form 9b. Addition of 1,2-dimethylhydrazine produces pyrazolinones 10-12. Addition of N,N'-dimethyldiaminoethane, -propane, and -butane gives diazepine, diazocine, and diazonine derivatives 13-15, respectively (X-ray structures of 13c, 14a, and 15a are available). The mesoionic pyridopyrimidinium olates 18 are obtained by addition of 2-(methylamino)pyridine (X-ray structure of 18b available). Primary 2-aminopyridines afford the pyridopyrimidininones 20-29 and 31 (X-ray structure of 21a available), and 2-aminopyrimidines and 2-aminopyrazine afford pyrimidopyrimidinones and pyrazinopyrimidinones 33-35. Pyrimidoisoquinolinone 36 results from 1-aminoisoquinoline and pyridoquinolinone 40 from 8-aminoquinoline. 2-Aminothiazoline and 2-aminothiazole afford thiazolopyrimidinone derivatives 41-43 (X-ray structure of 43a available).
