GB1481990A - Herbicidal 3-benzyl-pyridazine derivatives - Google Patents

Herbicidal 3-benzyl-pyridazine derivatives

Info

Publication number
GB1481990A
GB1481990A GB55473/74A GB5547374A GB1481990A GB 1481990 A GB1481990 A GB 1481990A GB 55473/74 A GB55473/74 A GB 55473/74A GB 5547374 A GB5547374 A GB 5547374A GB 1481990 A GB1481990 A GB 1481990A
Authority
GB
United Kingdom
Prior art keywords
alkyl
compounds
general formula
benzyl
pyridazine
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.)
Expired
Application number
GB55473/74A
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.)
May and Baker Ltd
Original Assignee
May and Baker Ltd
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 May and Baker Ltd filed Critical May and Baker Ltd
Priority to GB55473/74A priority Critical patent/GB1481990A/en
Priority to BE163028A priority patent/BE836965A/en
Priority to ES75443752A priority patent/ES443752A1/en
Priority to JP50153215A priority patent/JPS5188633A/ja
Priority to DE19752557956 priority patent/DE2557956A1/en
Priority to SE7514559A priority patent/SE7514559L/en
Priority to NZ179635A priority patent/NZ179635A/en
Priority to IL7548703A priority patent/IL48703A0/en
Priority to DD190453A priority patent/DD125317A5/xx
Priority to LU74094A priority patent/LU74094A1/xx
Priority to PL1975185869A priority patent/PL97083B1/en
Priority to BR7508495*A priority patent/BR7508495A/en
Priority to NL7514945A priority patent/NL7514945A/en
Priority to IT7530630A priority patent/IT1059545B/en
Priority to IE2788/75A priority patent/IE42386B1/en
Priority to DK586775A priority patent/DK586775A/en
Priority to ZA00757945A priority patent/ZA757945B/en
Priority to AU87754/75A priority patent/AU8775475A/en
Priority to US05/643,164 priority patent/US4067723A/en
Priority to DD7500199095A priority patent/DD129786A5/en
Priority to FR7540375A priority patent/FR2295953A1/en
Priority to OA55692A priority patent/OA05190A/en
Publication of GB1481990A publication Critical patent/GB1481990A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
    • C07D237/12—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
    • C07D237/14—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic 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
    • C07D307/36—Heterocyclic 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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic 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
    • C07D307/38—Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic 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
    • C07D307/56—Heterocyclic 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
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
    • C07F9/3839—Polyphosphonic acids

Abstract

1481990 3-Benzyl-pyridazines MAY & BAKER Ltd 22 Dec 1975 [23 Dec 1974 5 Sept 1975] 55473/74 and 36743/75 Heading C2C Novel 3-benzyl pyridazines of general formula wherein R<SP>1</SP> is F, Cl, Br or I, alkyl, alkoxy, alkylthio, alkylsulphonyl, nitro, CF 3 , cyano, alkoxycarbonyl, carboxy, aminocarbonyl, amino, mono- or di-alkylamino, the said alkyl fragments all containing 1-6 C atoms; R<SP>2</SP> is H or C 1-6 alkyl; R<SP>3</SP> is H, F, Cl, Br, C 1-6 alkyl, methoxy, ethoxy, propoxy or hydroxy, or R<SP>2</SP> and R<SP>3</SP> together form an oxygen atom or hydroxylimino group; R<SP>4</SP> is H or C 1-6 alkyl, n is 0 or an integer of 1-5, are agriculturally acceptable salts thereof are produced by the following methods: (a) compounds of general formula where R<SP>5</SP> is H or alkyl, R<SP>6</SP> is H, alkyl, methoxy, ethoxy, propoxy or hydroxy, are obtained by reacting a compound of general formula with an acid reagent capable of opening the furan ring, followed by reaction with hydrazine, where R<SP>7</SP> is a methyl or ethyl group; (b) compounds of general formula where R<SP>8</SP> is F, Cl or Br, are obtained by known methods (e.g. with a S or P halide) from a hydroxy compound of formula (c) compounds of general formula are obtained by oxidation of hydroxymethylene compounds of formula and (d) are converted to compounds of general formula by treatment with NH 2 OH.HCl. Amongst numerous examples the compounds 3 - (2 - chloro - α - hydroxybenzyl)pyridazine, 3 - [1 - (2 - fluorophenyl)ethyl]pyridazine, 3- [2-methylbenzoyl)pyridazine and 3-benzyl α- hydroxyiminopyridazine are prepared.
GB55473/74A 1974-12-23 1974-12-23 Herbicidal 3-benzyl-pyridazine derivatives Expired GB1481990A (en)

Priority Applications (22)

Application Number Priority Date Filing Date Title
GB55473/74A GB1481990A (en) 1974-12-23 1974-12-23 Herbicidal 3-benzyl-pyridazine derivatives
BE163028A BE836965A (en) 1974-12-23 1975-12-22 NEW DERIVATIVES OF PYRIDAZINE AND HERBICIDE COMPOSITIONS CONTAINING THEM
ES75443752A ES443752A1 (en) 1974-12-23 1975-12-22 Pyridazine pesticides
JP50153215A JPS5188633A (en) 1974-12-23 1975-12-22
DE19752557956 DE2557956A1 (en) 1974-12-23 1975-12-22 PYRIDAZINE DERIVATIVES
SE7514559A SE7514559L (en) 1974-12-23 1975-12-22 PYRIDAZINE DERIVATIVES
NZ179635A NZ179635A (en) 1974-12-23 1975-12-22 Pyridazine derivatives: herbicidal compositions
IL7548703A IL48703A0 (en) 1974-12-23 1975-12-22 Pyridazine derivatives
DD190453A DD125317A5 (en) 1974-12-23 1975-12-22
LU74094A LU74094A1 (en) 1974-12-23 1975-12-22
PL1975185869A PL97083B1 (en) 1974-12-23 1975-12-22 A WORMHOUSE
BR7508495*A BR7508495A (en) 1974-12-23 1975-12-22 HERBICIDE COMPOSITION AND PROCESS FOR THE PREPARATION OF PYRIDAZINE DERIVATIVES
NL7514945A NL7514945A (en) 1974-12-23 1975-12-22 PROCEDURE FOR THE PREPARATION OF A HERBICIDE PREPARATION AND OF PYRIDAZINE DERIVATIVES AS WELL AS FOR THE CONTROL OF WEEDS.
IT7530630A IT1059545B (en) 1974-12-23 1975-12-22 PYRIDAZINIC DERIVATIVES IN PARTICULAR USEFUL AS HERBICIDES AND RELATED PREPARATION PROCEDURE
IE2788/75A IE42386B1 (en) 1974-12-23 1975-12-22 New herbicidal 3-benzyl-pyridazine derivatives
DK586775A DK586775A (en) 1974-12-23 1975-12-22 PYRIDAZINE DERIVATIVES AND THEIR MANUFACTURE AND USE
ZA00757945A ZA757945B (en) 1974-12-23 1975-12-22 Pyridazine derivatives
AU87754/75A AU8775475A (en) 1974-12-23 1975-12-22 Pyridazine derivatives
US05/643,164 US4067723A (en) 1974-12-23 1975-12-22 Pyridazine pesticides
DD7500199095A DD129786A5 (en) 1974-12-23 1975-12-22 PROCESS FOR THE PREPARATION OF NEW PYRIDAZINE DERIVATIVES
FR7540375A FR2295953A1 (en) 1974-12-23 1975-12-22 NEW DERIVATIVES OF PYRIDAZINE AND HERBICIDE COMPOSITIONS CONTAINING THEM
OA55692A OA05190A (en) 1974-12-23 1975-12-23 New pyridazine derivatives and herbicidal compositions containing them.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB55473/74A GB1481990A (en) 1974-12-23 1974-12-23 Herbicidal 3-benzyl-pyridazine derivatives

Publications (1)

Publication Number Publication Date
GB1481990A true GB1481990A (en) 1977-08-03

Family

ID=10474027

Family Applications (1)

Application Number Title Priority Date Filing Date
GB55473/74A Expired GB1481990A (en) 1974-12-23 1974-12-23 Herbicidal 3-benzyl-pyridazine derivatives

Country Status (3)

Country Link
BE (1) BE836965A (en)
GB (1) GB1481990A (en)
ZA (1) ZA757945B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0276920A1 (en) * 1987-01-28 1988-08-03 Rohm And Haas Company (2-Cyano-2-(phenyl or naphthyl)-2-substituted-ethyl) pyrazines, pyrimidines and pyridazines
WO2000075122A1 (en) * 1999-06-02 2000-12-14 Shionogi & Co., Ltd. Novel processes for the preparation of substituted propenone derivatives

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0276920A1 (en) * 1987-01-28 1988-08-03 Rohm And Haas Company (2-Cyano-2-(phenyl or naphthyl)-2-substituted-ethyl) pyrazines, pyrimidines and pyridazines
WO2000075122A1 (en) * 1999-06-02 2000-12-14 Shionogi & Co., Ltd. Novel processes for the preparation of substituted propenone derivatives
AU763231B2 (en) * 1999-06-02 2003-07-17 Shionogi & Co., Ltd. Novel processes for the preparation of substituted propenone derivatives
US6831177B1 (en) 1999-06-02 2004-12-14 Shionogi & Co., Ltd. Processes for the preparation of substituted propenone derivatives

Also Published As

Publication number Publication date
BE836965A (en) 1976-06-22
ZA757945B (en) 1976-12-29

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee