245 



3-^. M. A. K()KCZYN8KI et JI. L. MAKCHl.EWSKl m. c. Studya nad izatyn^. 

 (Conti'ihufions to tke rhemisfry of isafin). (C'ontnbufion à la Chi- 

 mie de l'isatine). 



It bas been already shown by one of us in a séries of pa- 

 pers^) publishecl jointly with Messrs. Radcliffe, Buraczewski and 

 Sosnowski, that aoetylisatin reacts with o-diamines producing in- 

 dophenazines i\m\ derivatives of plaenylhvdroxychinoxaline. This 

 bas been proved for the fullowing o-diamines: o-pbenylenediamine, 

 p-ethoxy- o-phenylenediamine and p-methyl-o-phenylenediamine. The 

 o-amino-pbenylhydroxychinoxalines react with nitrous acid in a very 

 peculiar manner producing représentatives of a new srroup of poly- 

 cyclic bodies, which liave been called cumarophenazines and which 

 hâve been also obtained by heating the baryum salts of sulphonie 

 acids, produced by sulphonating o-hydroxy-phenyl-hydroxychinoxa- 

 lines. The latter are formed by condensing o-diamines with o-hy- 

 droxybenzoylformic acid. 



With o-diamines containing a secondary aminé group isatin 

 reacts quite dilferently. it yields derivatives of ps-indophenazine. 



This peculiar behaviour of isatin induced us to study the 

 reactions mentioned using still other diamines and the results ob- 

 tained fully endorse the former trials. 



Acetylisatin reacts vrith p-chloro- o-phenylenediamine yielding 

 acetyl-chloro-indophenazine. and a mixture of two isomerie o-acet- 

 amino-phenyl-hydroxy-chlorochinoxalines. The latter gives after sa- 

 ponification two isomerie o-amino-phenyl-hydroxy-chloro-chinoxalines, 

 which can be separated utilising their unequal solubility in alcohoL 

 These reactions may be expressed ])y the foUowing formulae: 



') IJull. international de l'Académie des Sciences de Cracovie. Classe des 

 Sciences mathém. et natar., 1900, 1901, 160, 3US. Ber. d. deutsch, ehem. Ge- 

 sellsch. 1901, 1113. 



