Es wird die Synthese von 2-Adamantylhydrazin aus 2-Adamantylamin iiber das Sydnon und aus Adamantanon iiber Adamantylidenhydrazincarbonsaureester beschrieben, sowie einige Umsetzungen, auch von Derivaten, mit Phenylisothiocyanat.
Synthesis of 2-Admantyhydmzine and Some Precursors and Derivatives2-Adamantylhydrazine (3) was synthesized from 2-adamantylamine via the sydnone 2, and from adamantanone via the adamantylidenehydrazinecarboxylates 5. Compound 3 and some of its derivatives were treated with phenyl isothiocyanate.Vor einigen Jahren wurden in einer umfangreichen Patentschrift') 2-Adamantylhydrazinhydrochlorid und eine groSere Zahl von Derivaten beschrieben. Dies veranlaBt uns, einige zum Teil schon lange zuriickliegende und in friiheren Dissertationen niedergelegte eigene Ergebnisse bekanntzugeben'); es treten nur wenige Uberschneidungen auf.
Comparing the terms of the two series lb-34b it can be seen that the poly-halogenderivatives 3 lb-33b are the most active substances while the nitro-derivatives 13b-16b, whose antimicrobial action is less pronunced, show the fastest decomposition rate.Therefore, these do not appear to be a direct, univocal correlation between the activity and the physicochemical parameter in question, even though the most active compounds were anyhow very reactive under our experimental conditions. Chlordiazepoxid wird an der Amidingruppe durch Protonierung hinreichend geschutzt, um eine Reaktion mit Isocyanaten nur an der Nifrongruppe unter [3+21 Cycloaddition zu Derivaten des 1,2,4lOxadiazo-1012,3-dll 1,4lbenzodiazepin-2-on eintreten zu lassen. [3 +Z]Cyeloaddition of Chlordiazepoxide with Isocyanates Chlordiazepoxide hydrochloride is attacked by isocyanates on the nitrone moiety only. Derivatives of I1,2,4]0xadiazolo[2,3-dl[ 1,4] benzodiazepine-2-one are formed. **) Herrn Prof. Dr. Herbert Oelschlager in herzlicher Verbundenheit zum 65. Geburtstage. 0365-6233/87/0303-210 S 02.50/0 0 VCH Verlagsgesellschaft mbH, 0-6940 Weinheim, 1987
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