Perfected process for the preparation of stable nitroxide...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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Reexamination Certificate

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07745478

ABSTRACT:
Process for the preparation of stable nitroxide radicals (I) starting from N-benzylphthalimide in three steps. In the first step, the N-benzylphthalimide is transformed into N-benzyl-1,1,3,3-tetralkylisoindoline by treatment with a Grignard reagent prepared in methyl-tert-butyl ether. In the second step, the N-benzyl-1,1,3,3-tetraalkylisoindoline is transformed into 1,1,3,3-tetra-alkylisoindoline by hydrogenolysis. In the third step, the 1,1,3,3-tetra-alkyl-isoindoline is transformed into the nitroxide radical by 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: 2004 078720 (2004-09-01), None
Firouzabadi, et al. J. Chem. Soc., Perkin Trans I, (2002) pp. 2601-2604.
Griffiths, P. G. et al., “Synthesis of the Radical Scavenger 1, 1, 3, 3-Tetramethylisoindolin-2-yloxyl”, Aust. J. Chem., vol. 36, No. 2, pp. 397-401, 1983.
U.S. Appl. No. 12/161,283, filed Jul. 17, 2008, Caldararo, et al.

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