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

Hussein El-Kashef; Abdelrahman A H Farghaly; Norbert Haider; Andrea Wobus

doi:10.3390/91000849

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

Molecules. 2004 Sep 30;9(10):849-59. doi: 10.3390/91000849.

Authors

Hussein El-Kashef¹, Abdelrahman A H Farghaly, Norbert Haider, Andrea Wobus

Affiliation

¹ Chemistry Department, Faculty of Science, Assiut University, 71516 Assiut, Egypt.

Abstract

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.

MeSH terms

Cell Line, Tumor
Growth Inhibitors / chemical synthesis
Growth Inhibitors / chemistry
Humans
Hydrazines / chemistry*
Indoles / chemical synthesis*
Indoles / chemistry*
Oxygen / chemistry
Pyridazines / chemistry*

Substances

Growth Inhibitors
Hydrazines
Indoles
Pyridazines
hydrazine
Oxygen