Process for the preparation of stable nitroxyl radicals

Details Process for the preparation of stable nitroxyl radicals Process for the preparation of stable nitroxyl radicals

2011-07-19

2011-07-19

Saeed, Kamal A (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07982052

ABSTRACT:
Process for the preparation of stable nitroxyl radicals (I) starting from N-benzylphthalimide in two steps. In the first step, the intermediate N-benzyl-1,1,3,3-tetra-alkylisoindoline is prepared by treatment with a Grignard reagent, prepared in methyl-tert-butyl ether, of N-benzylphthalimide, obtained in the same reaction environment starting from phthalic anhydride and benzylamine. In the second step, the N-benzyl-1,1,3,3-tetra-alkylisoindoline is transformed into the nitroxyl radical by hydrogenolysis and subsequent oxidation with hydrogen peroxide in the presence of a catalyst selected from acids and salts of polymolybdic or polytungstic acids.

REFERENCES:
patent: 2007/0015922 (2007-01-01), Caldararo et al.
patent: 2007/0282113 (2007-12-01), Caldararo et al.
patent: 2004 078720 (2004-09-01), None
patent: 2006 029697 (2006-03-01), None
Griffiths, Peter G. et al., “Synthesis of the Radical Scavenger 1,1,3,3-Tetramethylisoindolin-2-yloxyl”, Australian Journal of Chemistry, vol. 36, No. 2, pp. 397-401, XP 000566821, (1983).

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