Dioxo‐alkylene‐imides containing in α‐position besides a phenyl radical an alkyl, aryl or heterocyclic substituent have been prepared. The described 3‐phenyl‐3‐alkyl‐2,6‐dioxo‐piperidines, especially the 3‐ethyl compound, have specific anticonvulsive properties.
Zusammenf assung. Es wird eine neue Ringverengerungs-Methode fur D -Homosteroide beschrieben. Sie beruht auf der Beckmum'schen Umlagerung von or-Isonitrosoketonen und Cyclisierung der erhaltenen Nitrilcarbonsauren. Das Verfahren wird am Beispiel der Uberfuhrung des ds314-1,7-Dioxo-8,ll-dimethyl-dodecahydro-phenanthrens (I) ins 1-0x0-cyclopenta [4,5 a]d5210-6 -0x0 -2,5-dimethyl-octahydro-naphtalin(XII) naher erlautert.Forschungslaboratorien der CIBA Aktiengesellschuft, Base1Pharmazeutische Abteilung.
Der Vergleich zeigt, dass im allgemeinen die Dehydrierung mit Schwefelkohlenstoff an Molybden-Nickelsulfid-Katalysatoren unter gunstigeren Bedingungen verlauft. Es besteht jedoch die Moglichkeit, dass andere Substanzen ein ungiinstigeres Bild ergeben wiirdenl).Der eine von urn (E. K.) dankt der Firma Hoffmann-La Roche in Base1 fiir die Unterstiitzung dieser Arbeit.SUMMARY.The catalytic dehydrogenation using carbon disulfide and a molybdenum-nickelsulfide catalyst on alumina carrier has been investigated, using as a testreaction the formation of azulene from A 1*7-bicyclo-[0,3, 51-decene:Maximum yields in the region of 6 0 % have been obtained. The dependence of the yield on different variables has been discussed using statistical methods.
The study of the time dependance of this thermal effect (Gough-Joule effect) shows that the crystallization of rubber after extension is slow and may be studied during several hours, the final stage of crystallization being probably a first order reaction whose velocity constant is nearly independant of strain and has a low temperature coefficient. On the other hand, the fusion following the release of the applied tension is rapid.
It is shown that LiAIH4 reduces cyclic imides, namely 3,3‐disubstituted 2,5‐dioxo‐pyrrolidines and 2,6‐dioxo‐piperidines, primarily at the oxo‐group not adjacent to the two substituents. Hydroxylactames are formed as the first reduction products. Similarly, the same oxygen atom is replaced by sulfur by reaction with P2S5. This behaviour is ascribed to steric hindrance.
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