DE1123510B - Preparations for influencing plant growth - Google Patents

Preparations for influencing plant growth

Info

Publication number
DE1123510B
DE1123510B DEB56729A DEB0056729A DE1123510B DE 1123510 B DE1123510 B DE 1123510B DE B56729 A DEB56729 A DE B56729A DE B0056729 A DEB0056729 A DE B0056729A DE 1123510 B DE1123510 B DE 1123510B
Authority
DE
Germany
Prior art keywords
plant growth
influencing plant
preparations
optionally substituted
amino
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.)
Pending
Application number
DEB56729A
Other languages
German (de)
Inventor
Dr Franz Reicheneder
Dr Karl Dury
Dr Adolf Fischer
Dr Herbert Stummeyer
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Priority to DEB56729A priority Critical patent/DE1123510B/en
Priority claimed from DEB57121A external-priority patent/DE1107998B/en
Priority to GB5755/61A priority patent/GB915042A/en
Priority to BE600349A priority patent/BE600349R/en
Publication of DE1123510B publication Critical patent/DE1123510B/en
Priority to NL6513141A priority patent/NL6513141A/xx
Priority to NL6713435A priority patent/NL6713435A/xx
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
    • 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
    • C07D237/16—Two oxygen 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
    • C07D237/22—Nitrogen and oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

Gegenstand des Hauptpatents 1 105 232 sind Mittel zur Beeinflussung des Pflanzenwachstums, die ein Pyridazon der FormelThe subject of the main patent 1 105 232 are means for influencing plant growth, which a Pyridazone of the formula

in der R Wasserstoff oder einen gegebenenfalls substituierten Arylrest oder einen Alkylrest, X Halogen oder eine gegebenenfalls durch eine oder zwei gleiche oder verschiedene Alkyl-, Oxalkyl-, Cycloalkyl-, Alkenyl-, Aryl- oder Aralkylgruppen substituierte Aminogruppe oder eine Polymethylenimino-, Morpholino- oder Piperazinogruppe bedeutet und Y dieselbe Bedeutung wie X hat, mit der Maßgabe, daß nicht X und Y gleichzeitig Halogene oder gleichzeitig stickstoffhaltige Gruppen bedeuten, enthalten.in which R is hydrogen or an optionally substituted aryl radical or an alkyl radical, X is halogen or an optionally by one or two identical or different alkyl, oxalkyl, cycloalkyl, Alkenyl, aryl or aralkyl groups substituted amino group or a polymethyleneimino, morpholino or piperazino group and Y has the same meaning as X, with the proviso that X and Y do not simultaneously denote halogens or simultaneously denote nitrogen-containing groups.

Es wurde nun in weiterer Ausbildung des Gegenstandes des Hauptpatents gefunden, daß Mittel, die ein Pyridazon der FormelIt has now been found in a further development of the subject matter of the main patent that means that a pyridazone of the formula

enthalten, in der R einen gegebenenfalls substituierten Cycloalkylrest, X eine gegebenenfalls durch eine oder zwei gleiche oder verschiedene Alkyl-, Oxalkyl-, Cycloalkyl-, Alkenyl-, Aryl- oder Aralkylgruppen substituierte Aminogruppe oder eine Polymethylenimino-, Morpholino- oder Piperazinogruppe und Y Halogen bedeutet, zur Beeinflussung des Pflanzenwachstums geeignet sind.contain, in which R is an optionally substituted cycloalkyl radical, X is an optionally substituted by or two identical or different alkyl, oxalkyl, cycloalkyl, alkenyl, aryl or aralkyl groups substituted amino group or a polymethyleneimino, morpholino or piperazino group and Y Halogen means that they are suitable for influencing plant growth.

Diese Mittel haben gegenüber den entsprechenden Mitteln des Hauptpatents 1 105 232 den Vorteil, daß sie bei der Anwendung in Möhrenkulturen bei gleicher Wirksamkeit gegenüber den Unkräutern die Nutzpflanzen weniger schädigen.These means have the advantage over the corresponding means of the main patent 1 105 232, that they, when used in carrot crops, have the same effectiveness against the weeds Do less harm to crops.

Die Anwendung der Mittel erfolgt in der im Hauptpatent beschriebenen Weise.The means are used in the manner described in the main patent.

Mittel zur Beeinflussung des Pflanzenwachstums Preparations for influencing plant growth

Zusatz zum Patent 1105 232Addendum to patent 1105 232

Anmelder:Applicant:

Badische Anilin- & Soda-FabrikAniline & Soda Factory in Baden

Aktiengesellschaft,Corporation,

Ludwigshafen/RheinLudwigshafen / Rhine

Dr. Franz Reicheneder, Dr. Karl Dury,Dr. Franz Reicheneder, Dr. Karl Dury,

Ludwigshafen/Rhein,Ludwigshafen / Rhine,

Dr. Adolf Fischer, Mutterstadt (Pfalz),Dr. Adolf Fischer, Mutterstadt (Palatinate),

und Dr. Herbert Stummeyer, Mannheim,and Dr. Herbert Stummeyer, Mannheim,

sind als Erfinder genannt wordenhave been named as inventors

Die erfindungsgemäß zu verwendenden Pyridazone werden analog den im Hauptpatent beschriebenen Verbindungen hergestellt.The pyridazones to be used according to the invention are analogous to those described in the main patent Connections made.

Von den als erfindungsgemäße Mittel zur Beeinflussung des Pflanzenwachstums in Frage kommenden Verbindungen werden die folgenden genannt:Of those which can be used as agents according to the invention for influencing plant growth Connections are named as follows:

l-Cyclohexyl-4-amino-5-chlorpyridazon-(6)l-Cyclohexyl-4-amino-5-chloropyridazon- (6)

(Fp. 225 bis 226° C)
l-Cyclooctyl-4-amino-5-chlorpyridazon-(6)(M.p. 225 to 226 ° C)
l-Cyclooctyl-4-amino-5-chloropyridazon- (6)

(Fp. 184 bis 185° C)(Mp. 184 to 185 ° C)

Das folgende Beispiel zeigt die Anwendung der erfindungsgemäßen Mittel.The following example shows the use of the agents according to the invention.

Beispielexample

Im Gewächshaus werden Erbsen-, Rüben-, Zwiebel-, Mohren-, Senf- und Weizenpflanzen im zweiten bis vierten Laubblattstadium mit l-Cyclohexyl-4-amino-5-chlorpyridazon-(6) in einer Menge entsprechend 3 kg/ha, in 10001 Wasser gelöst bzw. suspendiert, besprüht. Die Pflanzen wachsen zunächst im Vergleich zu unbehandelten Kontrollpflanzen normal weiter. Nach etwa 6 Tagen beginnen einzelne Pflanzen sichIn the greenhouse, pea, beet, onion, carrot, mustard and wheat plants are grown in the second to fourth leaf leaf stage with l-cyclohexyl-4-amino-5-chlorpyridazon- (6) in an amount corresponding to 3 kg / ha, dissolved or suspended in 1000 l of water, sprayed. The plants initially continue to grow normally compared to untreated control plants. After about 6 days, individual plants begin to grow

209 508/307209 508/307

von den Blattspitzen und Blatträndern her chlorotisch aufzuhellen. Nach 20 Tagen sind die meisten Erbsen-, Zwiebel-, Möhren- und Senfpflanzen fast vollkommen abgestorben. Die Rüben- und Weizenpflanzen sind in ihrem Wachstum nur wenig beeinträchtigt. Von den zwischen den Kulturpflanzen stehenden Unkräutern sind Matricaria chamomilla, Urtica urens, Galinsoga parviflora, Chenopodium album, Stellaria media und Poa annua nach dieser Zeit völlig abgestorben.lighten chlorotically from the leaf tips and leaf edges. After 20 days, most of the pea, Onion, carrot and mustard plants almost completely dead. The beet and wheat plants are in their growth is only slightly affected. From the weeds standing between the cultivated plants are Matricaria chamomilla, Urtica urens, Galinsoga parviflora, Chenopodium album, Stellaria media and Poa annua completely dead after this time.

Ähnlich wirksam wie l-Cyclohexyl-^amino-S-chlorpyridazon-(6) ist folgende Verbindung: 1-Cydooctyl-4-amino-5-chlorpyridazon-(6). As effective as l-cyclohexyl- ^ amino-S-chlorpyridazon- (6) is the following compound: 1-Cydooctyl-4-amino-5-chloropyridazon- (6).

Claims (1)

Patentanspruch.Claim. Mittel zur Beeinflussung des Pflanzenwachstums, enthaltend Pyridazone der FormelAgent for influencing plant growth, containing pyridazones of the formula in der X eine gegebenenfalls durch eine oder zwei gleiche oder verschiedene Alkyl-, Oxalkyl- Cycloalkyl-, Alkenyl-, Aryl- oder Aralkylgruppen substituierte Aminogruppe oder eine Polymethylenitnino-, Morpholino- oder Piperazinogruppe und Y Halogen bedeutet, gemäß Patent 1 105 232, dadurch gekennzeichnet, daß R einen gegebenenfalls substituierten Cycloalkylrest bedeutet.in which X is an amino group optionally substituted by one or two identical or different alkyl, oxalkyl, cycloalkyl, alkenyl, aryl or aralkyl groups or a polymethyleneitnino, morpholino or piperazino group and Y is halogen, according to Patent 1,105,232, thereby characterized in that R denotes an optionally substituted cycloalkyl radical. © 209 508/307 1.62© 209 508/307 1.62
DEB56729A 1960-02-19 1960-02-19 Preparations for influencing plant growth Pending DE1123510B (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
DEB56729A DE1123510B (en) 1960-02-19 1960-02-19 Preparations for influencing plant growth
GB5755/61A GB915042A (en) 1960-02-19 1961-02-16 Substituted pyridazones and plant-treating compositions containing them
BE600349A BE600349R (en) 1960-02-19 1961-02-17 Bustituted pyridazones and mixtures containing these compounds.
NL6513141A NL6513141A (en) 1960-02-19 1965-10-11
NL6713435A NL6713435A (en) 1960-02-19 1967-10-03

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEB56729A DE1123510B (en) 1960-02-19 1960-02-19 Preparations for influencing plant growth
DEB57121A DE1107998B (en) 1960-03-19 1960-03-19 Preparations for influencing plant growth, in particular for weed control

Publications (1)

Publication Number Publication Date
DE1123510B true DE1123510B (en) 1962-02-08

Family

ID=25965575

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB56729A Pending DE1123510B (en) 1960-02-19 1960-02-19 Preparations for influencing plant growth

Country Status (4)

Country Link
BE (1) BE600349R (en)
DE (1) DE1123510B (en)
GB (1) GB915042A (en)
NL (2) NL6513141A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4229205A (en) 1978-05-19 1980-10-21 Basf Aktiengesellschaft Substituted alkoxyimino-pyridazones, their manufacture, and their use as herbicides

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4229205A (en) 1978-05-19 1980-10-21 Basf Aktiengesellschaft Substituted alkoxyimino-pyridazones, their manufacture, and their use as herbicides

Also Published As

Publication number Publication date
NL6713435A (en) 1967-12-27
GB915042A (en) 1963-01-09
BE600349R (en) 1961-08-17
NL6513141A (en) 1965-12-27

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