Method for the production of trioxime derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

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C564S254000, C564S255000, C564S256000, C564S262000

Reexamination Certificate

active

06906223

ABSTRACT:
The present invention relates to a process for preparing trioxime derivatives of the formula Iin which the substituents R1and R2are identical or different and each is cyano, alkyl, haloalkyl or cycloalkyl, and R3and R4are identical or different and each is alkyl, haloalkyl, cycloalkyl, alkylcarbonyl or arylalkyl, by the following reaction steps in water without isolation of the intermediates:A) nitrosation of 1,3-diketones of the formula II to give monooximes of the formula III,B) oximation of III with hydroxylamine derivatives of the formula IVin-line-formulae description="In-line Formulae" end="lead"?H2N—OR3′  IVin-line-formulae description="In-line Formulae" end="tail"? in which R3′is hydrogen or a group R3to give bisoximes of the formula V,C) alkylation of V with alkylating agents or acylation of V with acylating agents to give compounds of the formula VI andD) subsequent oximation of VI with hydroxylamine to give compounds of the formula I.

REFERENCES:
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patent: 00/18726 (2000-04-01), None
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Rev.Acad,Cuebc,Exatas,Bd.31,S.91-100 (1976) Alduan et al.
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Ind.J.Chem.Bd,30B,S.749-753 (1991),Fadda.
XP-001022657, Gazz. Chim. Ital., vol. 22, p. 289-301 (1922).
Methoden der Org. Chem.Bd.10/4,77ff,55ff,217ff. (1979).
Gazz. Chim.Ital,Bd.22 S289ff.1922,Ponzio et al.

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