Reaction of benzoyl acetonitrile with acetoacetanilides: synthesis of some pyrazole, pyrimidine, pyrazolo [3, 4-b] pyridine and pyrido [2, 3-d] pyrimidine derivatives

The reaction of benzoyl acetonitrile [1] with acetoacetanilide derivatives 2a-c gave the acyclic products 3a-c, respectively. The reaction of 3a with hydrazines, urea, thiourea, aromatic aldehydes and malononitrile gave pyrazole, pyrimidine, pyrazolo [3,4-d] pyridine and pyrido [2,3-d] pyrimidine and pyridine derivatives

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