You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via16.10.4.1.3.1.2 Variation 2: Oxidative Dehydrazination of Hydrazinophthalazines
Please login to access the full content or check if you have access via
Haider, N.; Holzer, W., Science of Synthesis, (2004) 16, 347.
There are several examples of oxidative removal of hydrazino groups from the 1(4)-position of the phthalazine system. 1,4-Dihydrazinophthalazine (5) is transformed into the parent heterocycle 1 by bubbling oxygen through an alkaline ethanolic suspension of the former (Scheme 44).[51] The action of dilute alkali on 4-(tosylhydrazino)phthalazine or 1-phenyl-4-(tosylhydrazino)phthalazine gives phthalazine or 1-phenylphthalazine in 78% or 80% yield, respectively.[286,287]
Meeeee 88 Meeeeeeee Meeeeee ee Meeeeeeee Meeeeeeee[88]
Meeeeeeeeeee Meeeeeeee
M8 (MM8-eeee) eee eeeeeee eeeeeee e eeeeeee eeeeeeeeee ee 8,8-eeeeeeeeeeeeeeeeeeeeee (8; 8.8 e, 88 eeee) ee MeMM (888 eM) eee ee 88 M MeMM (88 eM) eeeee eee ee eee eeeeee eeeeeeee eeeeeeee eee eeeeeeeeeee (eeeee 8.8 e). MeMM eee eeeeeee eeee eee eeee eeeeee eeeeeee ee eeeee, M8M (88 eM) eee eeeee ee eee eeeeeee, eee eee eM eee eeeeeeee ee 8 eeee eeeee MMe. Mee eeeeeee eee eeeeeeeee eeee MM8Me8 (8 × 888 eM), eee eeeeeeee eeeeeeee eeee eeeeee eeee M8M, eeeee (MeMM8), eee eeeeeeeeee ee eeeeeee eeeee eeeeeee eeeeeeee ee eeeee eee eeee eeeee eeeee eeeeeeeeeee. Meeeeeeeeeeeeeeee (MeMM) eeee eee eeeee ee eeee eeeeee 8; eeeee: 8.88 e (88%); ee 88–88°M.
References
| [51] | Meeeee, M. M.; Meeeeee, M.; Meeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [286] | Meeeeeee, M. M.; Meeeee, M. M., M. Meee. Mee., (8888), 8888. |
| [287] | Meeeeee, M.; Meeee, M., Meeeeeee Meeeee, (8888) 88, 888; Meee. Meeee., (8888) 88, 88888. |
Return to Top