Process for producing (E)-alkoxyimino or hydroxyimino-acetamide compounds and intermediates therefor
AssigneeShionogi & Co., Ltd.
InventorsAkira Takase, Hiroyuki Kai, Moriyasu Masui, Kuniyoshi Nishida
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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.
Claims6
A compound of the formula ##STR28## wherein X is halogen and A.sup.1 is substituted phenyl or an optionally substituted heterocyclic group, said substituents being selected from the group consisting of
- (1) lower alkyl,
- (2) lower alkenyl,
- (3) lower alkynyl,
- (4) cycloalkyl,
- (5) cycloalkenyl,
- (6) lower alkanoyl,
- (7) lower alkylsilyl,
- (8) halogenated alkyl,
- (9) di(lower)alkylamino,
- (10) phenyl,
- (11) phenyl(lower)alkyl,
- (12) phenyl(lower)alkenyl,
- (13) furyl(lower)alkyl,
- (14) furyl(lower)alkenyl,
- (15) halogen,
- (16) nitro,
- (17) cyano,
- (18) --OR.sup.4 wherein R.sup.4 is
- (a) hydrogen,
- (b) lower alkyl,
- (c) lower alkenyl,
- (d) lower alkynyl,
- (e) lower alkanoyl,
- (f) phenyl,
- (g) lower alkoxyphenyl,
- (h) nitrophenyl,
- (i) phenyl(lower)alkyl,
- (j) cyanophenyl(lower)alkyl,
- (k) benzoyl,
- (l) tetrahydropyranyl,
- (m) pyridyl,
- (n) trifluoromethylpyridyl,
- (o) pyrimidinyl,
- (p) benzothiazolyl,
- (q) quinolyl,
- (r) benzoyl(lower)alkyl,
- (s) benzenesulfonyl, or
- (t) lower alkylbenzenesulfonyl,
- and
- (19) --CH.sub.2 --Z--R.sup.5
- wherein Z is --O--, --S-- or --NR.sup.3 --, wherein R.sup.3 is hydrogen or lower alkyl, R.sup.5 is phenyl, halophenyl, lower alkoxyphenyl, pyridyl or pyrimidinyl.
A compound of the formula ##STR29## wherein A.sup.1 is substituted phenyl or an optionally substituted heterocyclic group, said substituents being selected from the group consisting of
- (1) lower alkyl,
- (2) lower alkenyl,
- (3) lower alkynyl,
- (4) cycloalkyl,
- (5) cycloalkenyl,
- (6) lower alkanoyl,
- (7) lower alkylsilyl,
- (8) halogenated alkyl,
- (9) di(lower)alkylamino,
- (10) phenyl,
- (11) phenyl(lower)alkyl,
- (12) phenyl(lower)alkenyl,
- (13) furyl(lower)alkyl,
- (14) furyl(lower)alkenyl,
- (15) halogen,
- (16) nitro,
- (17) cyano,
- (18) --OR.sup.4 wherein R.sup.4 is
- (a) hydrogen,
- (b) lower alkyl,
- (c) lower alkenyl,
- (d) lower alkynyl,
- (e) lower alkanoyl,
- (f) phenyl,
- (g) lower alkoxyphenyl,
- (h) nitrophenyl,
- (i) phenyl(lower)alkyl,
- (j) cyanophenyl(lower)alkyl,
- (k) benzoyl,
- (l) tetrahydropyranyl,
- (m) pyridyl,
- (n) trifluoromethylpyridyl,
- (o) pyrimidinyl,
- (p) benzothiazolyl,
- (q) quinolyl,
- (r) benzoyl(lower)alkyl,
- (s) benzenesulfonyl, or
- (t) lower alkylbenzenesulfonyl,
- and
- (19) --CH.sub.2 --Z--R.sup.5
- wherein Z is --o--, --S-- or --NR.sup.3 --, wherein R.sup.3 is hydrogen or lower alkyl, R.sup.5 is phenyl, halophenyl, lower alkoxyphenyl, pyridyl or pyrimidinyl.
A compound of the formula ##STR30## wherein A.sup.1 is substituted phenyl or an optionally substituted heterocyclic group, said substituents being selected from the group consisting of
- (1) lower alkyl,
- (2) lower alkenyl,
- (3) lower alkynyl,
- (4) cycloalkyl,
- (5) cycloalkenyl,
- (6) lower alkanoyl,
- (7) lower alkylsilyl,
- (8) halogenated alkyl,
- (9) di(lower)alkylamino,
- (10) phenyl
- (11) phenyl(lower)alkyl,
- (12) phenyl(lower)alkenyl,
- (13) furyl(lower)alkyl,
- (14) furyl(lower)alkenyl,
- (15) halogen,
- (16) nitro,
- (17) cyano,
- (18) --OR.sup.4 wherein R.sup.4 is
- (a) hydrogen,
- (b) lower alkyl,
- (c) lower alkenyl,
- (d) lower alkynyl,
- (e) lower alkanoyl,
- (f) phenyl,
- (g) lower alkoxyphenyl,
- (h) nitrophenyl,
- (i) phenyl(lower)alkyl,
- (j) cyanophenyl(lower)alkyl,
- (k) benzoyl,
- (l) tetrahydropyranyl,
- (m) pyridyl,
- (n) trifluoromethylpyridyl,
- (o) pyrimidinyl,
- (p) benzothiazolyl,
- (q) quinolyl,
- (r) benzoyl(lower)alkyl,
- (s) benzenesulfonyl, or
- (t) lower alkylbenzenesulfonyl,
- and
- (19) --CH.sub.2 --Z--R.sup.5
- wherein Z is --O--, --S-- or --NR.sup.3 --, wherein R.sup.3 is hydrogen or lower alkyl, R.sup.5 is phenyl, halophenyl, lower alkoxyphenyl, pyridyl or pyrimidinyl.
Dependencies are inferred from the claim text.