Action of diazoalkanes on chrysenequinone a note on keto-epoxide transformation to methylene dioxy derivatives

It has been reported by Schonberg et al that diazomethane and diphenyl diazomethane react with Chrysenequinone to give methylene dioxy derivatives I. Later, this product was represented by structure II

reaction of enamines with o-quinone mono-nitrogenous derivatives

Benzo [c] phenanthrene- 5,6-dione 5-oxime reacts with l-[l-cyclopentenyl] piperidine and l-[l-cyclohexene] piperidine to give [Ia, b] in which the [1:1] addition reaction involves the C = N- group only whereas it reacts with 4- [1-cyclopentenyl] morpholine and 4- [1-cyclohexenyl] morpholine to give the cyclic addition products [2a,b]. 5 Iminobenzo [c] phenanthren-6 [5H]-one reacts with 1-[1-cyclopentenyl] piperidine and l-[1-cyclohexenyl] piperidine to give the expected cyclic [1:1] addition product [4a,b] whereas it reacts with 4-[1-cyclopentenyl] morpholine to give the unexpected product [5], in which the [1:1] addition involves the C=N. group only

Synthesis of some substituted 2-hydroxybenzazides by a simple new method

The most popular method for making acyl azides is treating hydrazides with nitrites. Usually, a cold solution of the hydrazide is treated with sodium nitrite and the azide is often extracted immediately into a layer of ether. Mineral acid may be added to a solution of hydrazide and nitrite where acid-sensitive molecules are involved. We used this well known method for the preparation of : benzazide, 2-hydroxybenzazide and some of its substituted derivatives namely; 2-hydroxy-5-nitrobenzazide, 2-hydroxy-5-bromo benzazide, 2-hydroxy-5-chlorobenzazide, 2-hydroxy-3,5-dibromo benzazide, and 2-hydroxy-3,5-dichlorobenzazide. Apart from benzazide and 2-hydroxybenzazide, [which were well defined in the literature by their m.p. and i.r. spectra] the other azides have not been identified neither by their m.p. nor by their i.r. and u.v. spectra but were used as cude products .We separated each azide and characterized it

Reduction of vinyl mercurials with hydrazine hydrate A new pathway

It is known that organomercury compounds can be symmetrized or fully reduced by hydrazine hydrate. Trials to reduce the vinyl mercurials with hydrazine hydrate shows that besides the reduction of carbon mercury bond and the separation of mercury metal, also the nitrogen attacks the vinylic carbon atom with the final formation of methyl phenylazine according to the following scheme