Back to results
US 5,627,284 AGranted
Process for producing (E)-alkoxyimino or hydroxyiminoacetamide compounds and intermediates therefor
AssigneeShionogi & Co., Ltd.
InventorsAkira Takase, Hiroyuki Kai, Moriyasu Masui, Kuniyoshi Nishida
Life of this patent
Estimating the term…
Abstract
The present invention relates to a process for producing (E)-alkoxyiminoacetamide compounds useful as agricultural fungicides and a process for producing (E)-hydroxyiminoacetamide compounds useful as intermediates for producing them. The present invention also relates to an industrial process for producing (E)-methoxyiminoacetamide compounds useful as agricultural fungicides. This process is advantageous in terms of the cost, safety and the like.
Claims13
A process for producing a compound of the formula (II-1):
- ##STR28## wherein A is hydrogen, alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkenyl, optionally substituted phenyl or an optionally substituted heterocyclic group;
- B is --CH.sub.2 --, --O--, --S--, --CH(OH)--, --CO--, --NR.sup.3 -- wherein R.sup.3 is hydrogen or lower alkyl, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 SO--, --OCH.sub.2 --, --SCH.sub.2 --, --SOCH.sub.2 -- or epoxy;
- and R.sup.1 and R.sup.2 are identical or different and are hydrogen or lower alkyl;
- which comprises treating a compound of the formula (I-1):
- ##STR29## wherein .about. represents any configuration of the Z-isomer or a mixture of the E- and Z-isomers and other symbols are as defined above, with an acid or an acid addition salt of an organic base, provided that, when R.sup.2 is lower alkyl, this process is carried out in the presence of a hydrocarbon, halogenated hydrocarbon, ether, ketone or mixed solvent thereof.
2 more elements
A process for producing a compound of the formula (III):
- ##STR30## wherein A is hydrogen, alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkenyl, optionally substituted phenyl or an optionally substituted heterocyclic group;
- and B is --CH.sub.2 --, --O--, --S--, --CH(OH)--, --CO--, --NR.sup.3 -- wherein R.sup.3 is hydrogen or lower alkyl, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 SO--, --OCH.sub.2 --, --SCH.sub.2 --, --SOCH.sub.2 -- or epoxy;
- which comprises treating a compound of the formula (I-2):
- ##STR31## wherein R is hydrogen or methyl, .about. represents any configuration of the Z-isomer or a mixture of the E- and Z-isomers, and the other symbols are as defined above, with an acid or an acid addition salt of an organic base to obtain a compound of the formula (II-2):
- ##STR32## wherein each symbol is as defined above, and then methylating the compound of the formula (II-2).
2 more elements
Dependencies are inferred from the claim text.