FR2357537A2 - Phytohormonal and herbicidal amidoxime derivs. - prepd. by treatment of an imino ether with an O-amino oxy-acetate - Google Patents

Phytohormonal and herbicidal amidoxime derivs. - prepd. by treatment of an imino ether with an O-amino oxy-acetate

Info

Publication number
FR2357537A2
FR2357537A2 FR7621717A FR7621717A FR2357537A2 FR 2357537 A2 FR2357537 A2 FR 2357537A2 FR 7621717 A FR7621717 A FR 7621717A FR 7621717 A FR7621717 A FR 7621717A FR 2357537 A2 FR2357537 A2 FR 2357537A2
Authority
FR
France
Prior art keywords
alkyl
phenyl
alkoxy
substd
ethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
FR7621717A
Other languages
French (fr)
Other versions
FR2357537B2 (en
Inventor
Daniel Farge
Jean Leboul
Yves Le Goff
Gilbert Poiget
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience SA
Original Assignee
Philagro SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Philagro SA filed Critical Philagro SA
Priority to FR7621717A priority Critical patent/FR2357537A2/en
Priority to DD7600194681A priority patent/DD128918A5/en
Priority to GB37229/76A priority patent/GB1501529A/en
Priority to CA260,741A priority patent/CA1080234A/en
Priority to IE2008/76A priority patent/IE43624B1/en
Priority to DE19762640484 priority patent/DE2640484A1/en
Priority to DK410676A priority patent/DK410676A/en
Priority to AT670076A priority patent/AT355059B/en
Priority to AR264650A priority patent/AR216448A1/en
Priority to SE7610050A priority patent/SE7610050L/en
Priority to RO7687499A priority patent/RO70581A/en
Priority to CH1156076A priority patent/CH603043A5/xx
Priority to HU76PI539A priority patent/HU176860B/en
Priority to PT65573A priority patent/PT65573B/en
Priority to BR7605959A priority patent/BR7605959A/en
Priority to ES451407A priority patent/ES451407A1/en
Priority to PL1976192321A priority patent/PL110263B1/en
Priority to IL50463A priority patent/IL50463A/en
Priority to BE170532A priority patent/BE846081A/en
Priority to NL7610066A priority patent/NL7610066A/en
Priority to LU75766A priority patent/LU75766A1/xx
Priority to IT27129/76A priority patent/IT1070587B/en
Priority to US05/722,215 priority patent/US4116974A/en
Priority to JP51109352A priority patent/JPS5236640A/en
Publication of FR2357537A2 publication Critical patent/FR2357537A2/en
Priority to US05/906,863 priority patent/US4216006A/en
Priority to US05/928,371 priority patent/US4188203A/en
Application granted granted Critical
Publication of FR2357537B2 publication Critical patent/FR2357537B2/fr
Priority to US06/116,452 priority patent/US4324579A/en
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C259/00Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
    • C07C259/12Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines
    • C07C259/18Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines having carbon atoms of hydroxamidine groups bound to carbon atoms of six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Abstract

Amidoxime derivs. of formula Ar-C(NH2)NOCHRCOOR1 (I) are new (where R = H, 1-4C alkyl or phenyl; R1 = H, 1-4C alkyl, or a metal atom; Ar = phenyl substd. by 1-3 of halogens, alkyl, OH, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, CF3 CF3O,CF3S, carboxy, alkoxycarbonyl, NO2 NH2, alkylamino, dialkylamino, acylamino, alkoxycarbonylamino, azido, alkanoyl, sulphamoyl which may be substd. on the N by 1 or 2 alkyl groups or phenyl, or Ar = 5 membered aromatic heterocycle contg. O,N or S opt. substd. by halogen, alkyl, alkoxy, alkylthio or phenyl alkyl; the alkyl, alkoxy, and acyl groups contain up to 4C atoms). At concn. of 1-100g (I)/hl of water, the cpds. have phytohormonal activity and aid fruiting of certain plants, prevent leaf and fruit drop, and increase root formation, At application rates of 0.5-10 kg/ha. the cpds. are pre- and post emergence herbicides esp. useful against dicotyledons. A typical cpd. is (I; Ar = 2-thienyl, R1 = ethyl; R = H). This was prepd. from ethyl 2-thiophene carboximidate HCl and ethyl amino oxyacetate HCl in pyridine.
FR7621717A 1975-09-11 1976-07-08 Phytohormonal and herbicidal amidoxime derivs. - prepd. by treatment of an imino ether with an O-amino oxy-acetate Granted FR2357537A2 (en)

Priority Applications (27)

Application Number Priority Date Filing Date Title
FR7621717A FR2357537A2 (en) 1976-07-08 1976-07-08 Phytohormonal and herbicidal amidoxime derivs. - prepd. by treatment of an imino ether with an O-amino oxy-acetate
GB37229/76A GB1501529A (en) 1975-09-11 1976-09-08 Derivatives of amidoximes
CA260,741A CA1080234A (en) 1975-09-11 1976-09-08 Derivatives of amidoximes
IE2008/76A IE43624B1 (en) 1975-09-11 1976-09-08 New derivatives of amidoximes
DE19762640484 DE2640484A1 (en) 1975-09-11 1976-09-08 AMIDOXIM DERIVATIVES, THEIR PRODUCTION AND USE
DD7600194681A DD128918A5 (en) 1975-09-11 1976-09-08 PHYTHOHORMONAL AND HERBICIDAL COMPOSITIONS
NL7610066A NL7610066A (en) 1975-09-11 1976-09-10 PROCESS FOR THE PREPARATION OF AMIDOXIM DERIBASES.
AR264650A AR216448A1 (en) 1975-09-11 1976-09-10 NEW DERIVATIVES OF THIOFEN, FURAN, PIRROL OR PHENYL AMIDOXIMA CARBOXYLATE, PARTICULARLY USEFUL AS PHYTOHORMONAL AGENTS AND HERBICIDES, PROCEDURES FOR THE PREPARATION OF THESE NEW COMPOUNDS, AND PHYTOHORMONAL AND / OR HERBAL COMPOSITIONS THAT
SE7610050A SE7610050L (en) 1975-09-11 1976-09-10 AMIDOXIM DERIVATIVE
RO7687499A RO70581A (en) 1975-09-11 1976-09-10 PROCESS FOR THE PREPARATION OF AMIDOXYMES
CH1156076A CH603043A5 (en) 1975-09-11 1976-09-10
HU76PI539A HU176860B (en) 1975-09-11 1976-09-10 Preparation containing amide-oxime derivative with plant hormone and herbicide activity and process for preparing the active materials
PT65573A PT65573B (en) 1975-09-11 1976-09-10 NOVEL DERIVATIVES OF AMIDOXIMES PREPARATION THEREOF AND COMPOSITIONS CONTAINING SAME
BR7605959A BR7605959A (en) 1975-09-11 1976-09-10 PROCESS OF PREPARATION OF NEW AMIDOXIM DERIVATIVES AND THEIR APPLICATIONS
DK410676A DK410676A (en) 1975-09-11 1976-09-10 AMIDOXINS WITH PHYTOHORMONAL AND / OR HERBICID EFFECT AND PROCEDURE FOR THE PRODUCTION OF SUCH AMIDOXINS
PL1976192321A PL110263B1 (en) 1975-09-11 1976-09-10 Phytohormonal agent and a herbicide
IL50463A IL50463A (en) 1975-09-11 1976-09-10 Benzene-,furan-,thiophene-and pyrrole-carboxamidoxime derivatives,their preparation and phytohormonal and herbicidal compositions containing them
BE170532A BE846081A (en) 1975-09-11 1976-09-10 NEW DERIVATIVES OF AMIDOXIMES, THEIR PREPARATION AND COMPOSITIONS CONTAINING
AT670076A AT355059B (en) 1975-09-11 1976-09-10 PHYTOHORMONAL AND HERBICIDAL COMPOSITIONS
LU75766A LU75766A1 (en) 1975-09-11 1976-09-10
IT27129/76A IT1070587B (en) 1975-09-11 1976-09-10 DERIVATIVES OF AMOXIDE THEIR PREPARATION AND COMPOSITIONS CONTAINING THEM
US05/722,215 US4116974A (en) 1975-09-11 1976-09-10 Herbicidal and phytohormonal amidoximes
JP51109352A JPS5236640A (en) 1975-09-11 1976-09-10 Production of novel amidoxime * composition containing same and treating method
ES451407A ES451407A1 (en) 1975-09-11 1976-09-10 Herbicidal and phytohormonal amidoximes
US05/906,863 US4216006A (en) 1975-09-11 1978-05-17 Herbicidal and phytohormonal amidoximes
US05/928,371 US4188203A (en) 1975-09-11 1978-07-27 Herbicidal and phytohormonal amidoximes
US06/116,452 US4324579A (en) 1975-09-11 1980-01-29 Herbicidal and phytohormonal amidoximes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7621717A FR2357537A2 (en) 1976-07-08 1976-07-08 Phytohormonal and herbicidal amidoxime derivs. - prepd. by treatment of an imino ether with an O-amino oxy-acetate

Publications (2)

Publication Number Publication Date
FR2357537A2 true FR2357537A2 (en) 1978-02-03
FR2357537B2 FR2357537B2 (en) 1979-08-17

Family

ID=9175775

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7621717A Granted FR2357537A2 (en) 1975-09-11 1976-07-08 Phytohormonal and herbicidal amidoxime derivs. - prepd. by treatment of an imino ether with an O-amino oxy-acetate

Country Status (1)

Country Link
FR (1) FR2357537A2 (en)

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NEANT *

Also Published As

Publication number Publication date
FR2357537B2 (en) 1979-08-17

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