ES362532A1 - Biologically active n-arylpyrid-2-ones - Google Patents

Biologically active n-arylpyrid-2-ones

Info

Publication number
ES362532A1
ES362532A1 ES362532A ES362532A ES362532A1 ES 362532 A1 ES362532 A1 ES 362532A1 ES 362532 A ES362532 A ES 362532A ES 362532 A ES362532 A ES 362532A ES 362532 A1 ES362532 A1 ES 362532A1
Authority
ES
Spain
Prior art keywords
aryl
formula
ones
compounds
alkyl
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
ES362532A
Other languages
Spanish (es)
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of ES362532A1 publication Critical patent/ES362532A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84—Nitriles
    • C07D213/85—Nitriles in position 3

Landscapes

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

Abstract

Novel N-aryl-pyrid-2-ones of the formula I wherein R 4 and R 6 are CH 3 or CH 3 CH 2 R 5 is H, CH 3 , CH 3 CH 2 or Cl Y is Br, Cl, NH 2 or OR, wherein R is H, C 1-5 alkyl or a salt forming cation and Aryl is wherein X is NH 2 , F, Cl, Br, I, C 1-5 alkyl, CF 3 , OCH 3 or NO 2 X1 is F, Cl, Br, I, CH 3 , CF 3 or OCH 3 and n is 0, 1 or 2, with the proviso that X in the phenyl radical above may be H when n is 1 or 2 and there is a halogen atom in the 3- position of said benzene ring are prepared by one of the following methods:-(a) hydrolysing the corresponding N-aryl-3-cyanopyrid-2-ones followed by separation of the compounds of the above formula I in which Y is OH and CONH 2 (b) reacting the corresponding C 1-5 alkyl esters of 2-pyrone-3-carboxylic acid with Aryl-NH 2 to give compounds of above formula I in which Y is OR (c) reacting compounds of above formula I in which Y is OH with ROH or halogenating agents such as oxalyl chloride, thionyl chloride or bromide and phosphorus pentachloride. N - aryl - 3 - cyano - 4 - R 4 - 5 - R 5 - 6 - R 6 - pyrid-2-ones are obtained either by oxidizing the corresponding N-aryl-3-cyano-4-R 4 -5-R 5 -6-R 6 - pyridinium halides or by condensing beta-diketones of the formula with N-arylcyanoacetamides of the formula which are made by heating ethyl cyanoacetate with the appropriate anilines or naphthylamines. Herbicidal compositions contain at least one of the above novel compounds and adjuvants therefor.
ES362532A 1968-01-16 1969-01-15 Biologically active n-arylpyrid-2-ones Expired ES362532A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US69810668A 1968-01-16 1968-01-16
US77919868A 1968-11-26 1968-11-26

Publications (1)

Publication Number Publication Date
ES362532A1 true ES362532A1 (en) 1970-11-16

Family

ID=27106154

Family Applications (1)

Application Number Title Priority Date Filing Date
ES362532A Expired ES362532A1 (en) 1968-01-16 1969-01-15 Biologically active n-arylpyrid-2-ones

Country Status (19)

Country Link
AT (1) AT306428B (en)
BE (1) BE726971A (en)
BG (1) BG16424A3 (en)
CH (1) CH506943A (en)
CU (1) CU20608A (en)
DE (1) DE1900947C3 (en)
DK (1) DK136860B (en)
ES (1) ES362532A1 (en)
FR (1) FR1599535A (en)
GB (1) GB1253293A (en)
IE (1) IE32615B1 (en)
IL (1) IL31432A (en)
LU (1) LU57789A1 (en)
MY (1) MY7300247A (en)
NL (1) NL148599B (en)
NO (1) NO127446B (en)
OA (1) OA02978A (en)
SE (1) SE351428B (en)
SU (1) SU416917A3 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2610697A1 (en) * 1976-03-13 1977-09-15 Celamerck Gmbh & Co Kg GROWTH-INHIBITING COMBINATIONS OF ACTIVE INGREDIENTS FOR LAWN AREAS
GB8825314D0 (en) * 1988-10-28 1988-11-30 Ici Plc Chemical compounds

Also Published As

Publication number Publication date
DK136860B (en) 1977-12-05
AT306428B (en) 1973-04-10
BE726971A (en) 1969-07-16
BG16424A3 (en) 1972-11-20
GB1253293A (en) 1971-11-10
CU20608A (en) 1974-02-13
LU57789A1 (en) 1969-08-11
SU416917A3 (en) 1974-02-25
NL6900775A (en) 1969-07-18
SE351428B (en) 1972-11-27
OA02978A (en) 1970-12-15
IE32615B1 (en) 1973-10-03
MY7300247A (en) 1973-12-31
IL31432A (en) 1972-09-28
DE1900947C3 (en) 1979-09-13
IL31432A0 (en) 1969-03-27
DE1900947A1 (en) 1969-09-11
DE1900947B2 (en) 1979-01-04
DK136860C (en) 1978-05-08
NO127446B (en) 1973-06-25
CH506943A (en) 1971-05-15
FR1599535A (en) 1970-07-15
NL148599B (en) 1976-02-16
IE32615L (en) 1969-07-16

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