Method for producing N-alkoxy-N-alkylamides

Details Method for producing N-alkoxy-N-alkylamides Method for producing N-alkoxy-N-alkylamides

2005-05-10

2005-05-10

Kumar, Shailendra (Department: 1621)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C564S139000, C564S182000, C564S186000, C564S204000

Reexamination Certificate

active

06891049

ABSTRACT:
The method for producing N-alkoxy-N-alkylamides of general formula (I):wherein R1represents C1-10-alkyl, cyclo-C5-7-alkyl, cyclo-C5-7-alkenyl, C2-10-alkenyl, aryl, aryl-C1-3-alkyl, heteroaryl, heteroaryl-C1-3-alkyl or heterocyclyl; and R2represents C1-6alkyl. In the process, an ester of general formula (II): R1COOR3, wherein R1has the above-mentioned meaning, and R3represents C1-6-alkyl, 4-nitrophenyl, 2,4-dinitrophenyl, succinimido or benzotriazole-1-yl, is reacted with hydroxylamine, a hydroxylamine derivative or with a hydroxylammonium salt, and the reaction product is alkylated in the presence of a phase transfer catalyst.

REFERENCES:
patent: 852176 (1960-10-01), None
patent: WO 0032564 (2000-06-01), None
Williams et al, Tetrahedron Letters, vol. 36, No. 31, pp 5461-5464, 1995.*
Shimizu et al, Tetrahedron Letters, vol. 38, No. 15, pp 2685-2688, 1997.*
M. Mentzel et al., J. prakl. Chem, (1997), 339, 517-524.
M.P. Sibi, Org. Preparations and Procedures Int., (1993), 25(1), 15-40.
International Search Report from applicants' corresponding PCT application, 2000.
J. Michael Williams et al., Tetrahedron Letters, vol. 36, No. 31, (Jul. 31, 1995), pp. 5461-5464.
Takeshi Shimizu et al., Tetrahedron Letters, vol. 38, No. 15, (1997), pp. 2685-2688.

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