4466-59-5Relevant articles and documents
Synthetic method
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, (2008/06/13)
A process for the preparation of the compound AQ4 of formula 3: or a salt or N-oxide thereof, includes the step:
Cyclic Imides. 16. Hydroxy and Methoxy Derivatives of Aminophthalimide and Phthalhydrazide
Caswell, Lyman R.,Cavasos, Gayle
, p. 907 - 914 (2007/10/02)
Treatment of N-alkyl derivatives of 3,6-dichlorophthalimide and 4,5-dichlorophthalimide with potassium nitrite gave 3-hydroxy-6-nitro- and 4-hydroxy-5-nitrophthalimides.The potassium salts of these phenols were alkylated by dialkyl sulfates.The products were reduced to the 3-amino-6-alkoxy- and 4-amino-5-alkoxyphthalimides, and the fluorescence emission spectra of these products were measured.Hydrazinolysis of the phthalimides in a toulene medium gave phthalhydrazides.The luminescence spectra of several aminophthalhydrazides were measured.The infrared and proton magnetic resonance spectra of these and of some nitrophthalhydrazides were measured and aspects of these spectra characteristic of phthalhydrazides were identified.
Benzocyclobutenes. Part 4. Synthesis of Benzocyclobutene-1,2-diones by Pyrolytic Methods
Gould, Ken J.,Hacker, Nigel P.,McOmie, John F. W.,Perry, David H.
, p. 1834 - 1840 (2007/10/02)
Oxidation of the cyclic hydrazides prepared from phthalic anhydrides in the presence of anthracene gives the corresponding Diels-Alder adducts which, on flash vacuum pyrolysis, give benzocyclobutene-1,2-dione (BBD) and its 4-chloro, 3,6- and 4,5-dichloro, 4,5-dibromo, and 4,5-dimethyl derivatives in 75-98percent yield.Cyclobuta- and cyclobuta-naphthalene-1,2-dione as well as cyclobuta- and cyclobuta-pyridine-1,2-dione have been prepared similarly; the last three of these diones are very unstable.Cyclobutanaphthalene-1,2-dione has also been made by pyrolysis of benzindene-1,2,3-trione.Attempts to make thiophen and furan analogues of BBD from appropriate anthracene adducts failed as did attempts to make tetrachloro- and tetrabromo-derivatives of BBD by the pyrolysis of tetrahalogenophthalimidosulphoximides.
