246 



C = N- 



1 1 



N 



CO. CH, 



Cl 



^Cl 



/\_ 



NH 



-C = N-/'\ 

 C = N-1 'ci 

 OH 



CO. CH, 



The formation of the second chloroindophenazine in this re- 

 action, foreseen by theory. we did not establish with certainty. We 

 succeeded however in obtaining this second isomere in the following 

 manner. Similarly as ail o-amino-phenyl-hydroxvchinoxalines hi- 

 therto examined may be converted into the corresponding indophen- 

 azines by the action of boiling acetic acid, so may also the two 

 mentioned chlorinated Compounds. The isomere melting at a bigher 

 température gives under the said conditions a chloroindophenazine, 

 which bas been found to be identical with the Compound formed 

 by condensation of chlorophenylenediamiue with isatin. The isomere, 

 on the other hand, wbicb melts at a lowei- température gives a chlo- 

 roindophenazine identical with the one obtained, when acetylisatin 

 is brought to act upon chloro-o-phenylenediamine. 



Acetyl-bromoisatin bebaves in quite the same manner as ace- 

 tylisatin. it yields when treated with o-diamines a mixture of in- 

 dophenazine derivatives and o-amino-phenylhydroxycliinaxaline de- 

 rivatives. V 



