Unexpected hydrazinolysis behaviour of 1-chloro-4-methyl-5H-pyridazino[4,5-b]indole and a convenient synthesis of new [1,2,4]-triazolo[4',3':1,6]pyridazino[4,5-b]indoles.
Reaction of the title compound with hydrazine in the presence of air gives the 1-unsubstituted parent system via oxidative dehydrazination of the 1-hydrazino intermediate. The latter can be obtained in high yield by carrying out the hydrazinolysis step under inert gas, and it is smoothly converted into [1,2,4]-triazolo[4',3':1,6]pyridazino[4,5- b]indoles.
El-Kashef
Hussein
H
Chemistry Department, Faculty of Science, Assiut University, 71516 Assiut, Egypt.
Farghaly
Abdelrahman A H
AA
Haider
Norbert
N
Wobus
Andrea
A
D045744:Cell Line, Tumor; D006131:Growth Inhibitors / Q000138:chemical synthesis / Q000737:chemistry; D006801:Humans; D006834:Hydrazines / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry; D011724:Pyridazines / Q000737:chemistry*
D006131:Growth Inhibitors; D006834:Hydrazines; D007211:Indoles; D011724:Pyridazines; C029424:hydrazine; D010100:Oxygen