GB929457A - Substituted pyridazones and plant-treating compositions containing them - Google Patents

Substituted pyridazones and plant-treating compositions containing them

Info

Publication number
GB929457A
GB929457A GB2482762A GB2482762A GB929457A GB 929457 A GB929457 A GB 929457A GB 2482762 A GB2482762 A GB 2482762A GB 2482762 A GB2482762 A GB 2482762A GB 929457 A GB929457 A GB 929457A
Authority
GB
United Kingdom
Prior art keywords
group
denotes
phenyl
substituted
halogen
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
GB2482762A
Inventor
Franz Reicheneder
Karl Dury
Adolf Fischer
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
Badische Anilin and Sodafabrik AG
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, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB929457A publication Critical patent/GB929457A/en
Expired 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)

Abstract

The invention comprises substituted pyridazones of formula <FORM:0929457/IV(a)/1> in which A denotes a hydrogen atom, B denotes a hydroxyl group, or A and B together denote an oxo radical (= o), R denotes a hydrogen atom, a linear or branched alkyl group, a linear or branched halogensubstituted alkyl group, a halogen-substituted phenoxy- or an alkylhalo-phenoxy-alkyl group, an alkenyl group, an aralkyl group, the group <FORM:0929457/IV(a)/2> when A and B together represent an oxo radical, a phenyl group or a halogen-substituted phenyl group, and D denotes a phenyl group or a cycloalkyl group. The compounds can be prepared by reacting aminopyridazones of formula <FORM:0929457/IV(a)/3> with aldehydes, carboxylic acids or carboxylic acid derivatives having the formula RCOX in which R has the meaning given above and X is H, Cl, Br, OH or the group -OCOR. For example, 1-phenyl-4-chloroacetyl-amino-5-chloropyridazone-6 is obtained by treating the corresponding 4-amino compound with chloroacetyl chloride. The 4-amino starting compound may be obtained by reacting the corresponding 4-chloro compound with ammonia in methanol. The compounds of the invention are effective herbicides and can also be used to influence plant growth in other ways (see Groups I and VI). Several compounds are specified, typical examples being:-1-phenyl-4-hydroxy-methylamino-5-chloropyridazone-6, 1-phenyl-4-b ,b , b - trichloroa -hydroxyethylamino- 5-chloropyridazone-6, 1-phenyl- 4-a - chloro-n-butyrylamino-5-chloropyridazone-6, 1-phenyl-4-(21-methyl-41-chlorophenoxy) - acetylamino-5-chloropyridazone-6, N,N1-bis- [1-phenyl-5-chloropyridazone-6-yl-4]-oxalic acid diamide, and 1-cyclooctyl- 4-chloroacetylamino-5-chloropyridazone-6.ALSO:Compositions for influencing plant growth comprise as the active ingredient a substituted pyridazene of formula <FORM:0929457/I/1> in which A denotes a hydrogen atom, B denotes a hydroxyl group, or A and B together denote an oxo radical (= O), R denotes a hydrogen atom, a linear or branched alkyl group, a linear or branched halogen-substituted alkyl group, a halogen-substituted phenoxy-or an alkyl-halophenoxy-alkyl group, an alkenyl group, an aralkyl group, the group <FORM:0929457/I/2> when A and B together represent an oxo radical, a phenyl group or a halogen-substituted phenyl group, and D denotes a phenyl group or a cycloalkyl group. Solutions, emulsions, suspensions or dusting agents may be used. The carrier may be phytotoxic, e.g. high boiling mineral oil fractions or chlorinated hydrocarbons. Other carriers include coal tar oils, vegetable and animal oils, hydrocarbons, alcohols, ketones, ethers, water and solid carriers. Wetting agents, emulsifying agents, dispersing agents, fatty acids, resins and protective colloids may be present as may bactericides, fungicides or fertilizers. The agents may be used for dehydration, acceleration of ripening by premature desiccation, reduction of fruit setting, retardation of flowering, prolongation of harvesting period and store life, and for promotion of germination or rooting.ALSO:Herbicidal compositions comprise a substituted pyridazone of formula <FORM:0929457/VI/1> in which A denotes a hydrogen atom, B denotes a hydroxyl group, or A and B together denote an oxo radical (=O), R denotes a hydrogen atom, a linear or branched alkyl group, a linear or branched halogen-substituted alkyl group, a halogen-substituted phenoxy- or an alkylhalophenoxy-alkyl group, an alkenyl group, an aralkyl group, the group <FORM:0929457/VI/2> when A and B together represent an oxo radical, a phenyl group or a halogen-substituted phenyl group, and D denotes a phenyl group or a cycloalkyl group. Solutions, emulsions, suspensions or dusting agents may be used. The carrier may be phytotoxic, e.g. high boiling mineral oil fractions or chlorinated hydrocarbons. Other carriers include coal tar oils, vegetable and animal oils, hydrocarbons, alcohols, ketones, ethers, water and solid carriers. Wetting agents, emulsifying agents, dispersing agents, fatty acids, resins and protective colloids may be present as may bactericides, fungicides or fertilizers. The agents may be used as total or selective herbicides, and for dehydration, acceleration of ripening by premature desiccation, reduction of fruit setting, retardation of flowering and prolongation of harvesting period and store life.
GB2482762A 1960-03-19 1961-02-16 Substituted pyridazones and plant-treating compositions containing them Expired GB929457A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
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
GB929457A true GB929457A (en) 1963-06-26

Family

ID=6971573

Family Applications (2)

Application Number Title Priority Date Filing Date
GB3890259A Expired GB871674A (en) 1960-03-19 1959-11-17 Substituted pyridazones and mixtures containing the same
GB2482762A Expired GB929457A (en) 1960-03-19 1961-02-16 Substituted pyridazones and plant-treating compositions containing them

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB3890259A Expired GB871674A (en) 1960-03-19 1959-11-17 Substituted pyridazones and mixtures containing the same

Country Status (5)

Country Link
BE (1) BE584355A (en)
DE (1) DE1107998B (en)
FR (2) FR1240986A (en)
GB (2) GB871674A (en)
NL (3) NL111215C (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL128948C (en) * 1961-03-25
DE2937421A1 (en) * 1979-09-15 1981-04-09 Basf Ag, 6700 Ludwigshafen METHOD FOR PRODUCING 4-AMINO-5-CHLORINE-1-PHENYLPYRIDAZONE- (6)
US4454318A (en) * 1979-10-31 1984-06-12 Basf Aktiengesellschaft Method for producing 4-chloro-5-amino-2-phenyl-3(2H)-pyridazinone from 4,5-dichloro-2-phenyl-3(2H)-pyridazione and ammonia
DE3825468A1 (en) * 1988-07-27 1990-02-01 Basf Ag 5-AMINO-6-PYRIDAZONE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND HERBICIDES CONTAINING THEM
WO2000059891A1 (en) 1999-03-31 2000-10-12 Basf Aktiengesellschaft Method for producing 4-amino-5-chloro-1-phenyl pyridazinone-(6)

Also Published As

Publication number Publication date
FR79243E (en) 1962-11-09
GB871674A (en) 1961-06-28
DE1107998B (en) 1961-05-31
BE584355A (en) 1959-11-30
NL261404A (en) 1965-01-25
NL111215C (en) 1965-05-17
NL245646A (en)
FR1240986A (en) 1960-12-16

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