Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Reexamination Certificate
2008-04-08
2008-04-08
Kumar, Shailendra (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
C564S272000, C564S274000, C564S278000
Reexamination Certificate
active
07355075
ABSTRACT:
A method for forming an imine comprises reacting a first reactant comprising a hydroxyl functionality, a carbonyl functionality, or both a hydroxyl functionality and a carbonyl functionality with a second reactant having an amine functionality in the presence of ordered porous manganese-based octahedral molecular sieves and an oxygen containing gas at a temperature and for a time sufficient for the imine to be produced.
REFERENCES:
patent: 4618501 (1986-10-01), Parliment
patent: 4695631 (1987-09-01), Otsuka et al.
patent: 5103058 (1992-04-01), Pruett et al.
patent: 6476268 (2002-11-01), Winsel et al.
patent: 6770595 (2004-08-01), Plant et al.
J.P. Adams, Imines, enamines and oximes, J.Chem. Soc., Perkin Trans. 1, 2000, 125-139.
Blackburn, et al., In Situ Oxidation-Imine Formation-Reduction Routes from Alcohols to Amines, Organic Letters, 2001, 1637-1639, vol. 3, No. 11.
R. Bloch, Addition of Organometallic Reagents to C=N Bonds: Reactivity and Selectivity, Chem. Rev., 1998, 1407-1438.
Brock, et al., A Review of Porous Manganese Oxide Materials, Chem. Mater., 1998, 2619-2628.
Cami-Kobeci, et al., Conversion of alcohols into N-alkyl via an indirect aza-Wittig reaction, Chem. Commun., 2004, 1072-1073.
Chakraborti, et al., Magnesium perchlorate as an efficient catalyst for the synthesis of imines and phenylhydrazones, Tetrahedron Letters 45, 2004, 7641-7644.
Crampton, et al., Some reactions of ammonia and primary amines with propanal, 2-chloroethanal, 2,2-dichloroethanal and 2,2,2-trichloroethanal in acetonitrile, J. Chem Soc., Perkin Trans. 2, 1997, 909-914.
Deguzman, et al., Synthesis and Characterization of Octahedral Molecular Sieves (OMS-2) Having the Hollandite Structure, Chem. Matter, 1994, 815-821.
Kanno, et al., A one-pot oxidation-immine formation-reduction route from alcohols to amines using manganese dioxide-sodium borohydride: the synthesis of naftifine, Tetrahedron Letters 43, 2002, 7337-7340.
Medvedeva, et al., Solvent-free MW-assisted direct conversion of 3-tri-organosilyl-(germyl)-prop-2-yn-1-ols to ynimines, ARKIVOC, 2003, 157-165.
S. Patai, The chemistry of the carbon-nitrogen double bond, 1971, 61-69 and 466-467, Interscience Publishers.
Shen, et al., Manganese Oxide Octahedral Molecular Sieves: Preparation, Characterization, and Applications, Science, 1993, 511-515, vol. 260.
Simion, et al., Synthesis of imines, diimines and macrocyclic diimines as possible ligands, in aqueous solution, J. Chem. Soc., Perkin Trans. 1, 2001, 2071-2078.
Son, et al., Efficient, Catalytic, Aerobic Oxidation of Alcohols with Octahedral Molecular Sieves, Angew. Chem. Int. Ed., 2001, 4280-4283, vol. 40, No. 22.
Takada, et al., Molecular Sieves in Ionic Liquids as an Efficient and Recyclable Medium for the Synthesis of Imines, Synlett, 2004, 2135-2138, No. 12.
Sithambaram Shanthakumar
Son Young-Chan
Suib Steven L.
Cantor & Colburn LLP
Kumar Shailendra
The University Of Connecticut
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