IE32615B1 - Biologically active n-arylpyrid-2-ones - Google Patents

Biologically active n-arylpyrid-2-ones

Info

Publication number
IE32615B1
IE32615B1 IE49/69A IE4969A IE32615B1 IE 32615 B1 IE32615 B1 IE 32615B1 IE 49/69 A IE49/69 A IE 49/69A IE 4969 A IE4969 A IE 4969A IE 32615 B1 IE32615 B1 IE 32615B1
Authority
IE
Ireland
Prior art keywords
aryl
ones
formula
compounds
pyrid
Prior art date
Application number
IE49/69A
Other versions
IE32615L (en
Original Assignee
Rohm & Haas
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 & Haas filed Critical Rohm & Haas
Publication of IE32615L publication Critical patent/IE32615L/en
Publication of IE32615B1 publication Critical patent/IE32615B1/en

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

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

Abstract

1,253,293. N-Aryl-pyrid-2-ones. ROHM & HAAS CO. 13 Jan., 1969 [16 Jan., 1968; 26 Nov., 1968], No. 1816/69. Heading C2C. [Also in Division C1] 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 ; X<SP>1</SP> 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. [GB1253293A]
IE49/69A 1968-01-16 1969-01-13 Biologically active n-arylpyrid-2-ones IE32615B1 (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 (2)

Publication Number Publication Date
IE32615L IE32615L (en) 1969-07-16
IE32615B1 true IE32615B1 (en) 1973-10-03

Family

ID=27106154

Family Applications (1)

Application Number Title Priority Date Filing Date
IE49/69A IE32615B1 (en) 1968-01-16 1969-01-13 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
IL31432A (en) 1972-09-28
NL6900775A (en) 1969-07-18
NL148599B (en) 1976-02-16
CH506943A (en) 1971-05-15
MY7300247A (en) 1973-12-31
BE726971A (en) 1969-07-16
CU20608A (en) 1974-02-13
SE351428B (en) 1972-11-27
DE1900947C3 (en) 1979-09-13
DK136860B (en) 1977-12-05
OA02978A (en) 1970-12-15
IL31432A0 (en) 1969-03-27
DK136860C (en) 1978-05-08
AT306428B (en) 1973-04-10
DE1900947B2 (en) 1979-01-04
NO127446B (en) 1973-06-25
IE32615L (en) 1969-07-16
DE1900947A1 (en) 1969-09-11
FR1599535A (en) 1970-07-15
ES362532A1 (en) 1970-11-16
SU416917A3 (en) 1974-02-25
LU57789A1 (en) 1969-08-11
GB1253293A (en) 1971-11-10
BG16424A3 (en) 1972-11-20

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