Patent US4316932A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4316932A Expired / Lapsed US ⏱️ 0.0 years remaining

Combating fungi with α-azolyl-keto derivatives

Assignee: Bayer AG
•
Filing: 1979-07-02
•
Granted: 1982-02-23
•
Expires: 1999-07-02
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract An α-azolyl-keto derivative of the formula ##STR1## in which R 1 represents optionally substituted alkyl or optionally substituted phenyl, R 2 represents the grouping --CX 1 X 2 R 3 or alkoxy-carbonyl, R 3 represents halogen, halogenoalkyl or optionally substituted phenyl, R 4 represents the grouping --O--CO--R 5 , --O(S)--R 6 or --O--S(O) n --R 7 , or alkylamino, dialkylamino, optionally substituted phenylamino or halogen, R 5 represents alkyl, halogenoalkyl, alkenyl, alkynyl, cycloalkyl, optionally substituted phenyl, optionally substituted phenylalkyl, alkylamino, dialkylamino or optionally substituted phenylamino, R 6 represents alkyl, alkenyl, alkynyl, cycloalkyl, optionally substituted phenyl or optionally substituted benzyl, R 7 represents alkyl, halogenoalkyl, optionally substituted phenyl or dialkylamino, n represents 1 or 2, X 1 and X 2 each independently represents hydrogen or halogen, and Y represents a nitrogen atom or the CH group, or a physiologically acceptable acid addition salt or metal salt complex thereof, which possesses fungicidal properties.

Inventors

  • 👤 Eckart Kranz
  • 👤 Wolfgang Kramer
  • 👤 Karl H. Buchel
  • 👤 Wilhelm Brandes
  • 👤 Paul-Ernst Frohberger

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 12:33
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; A01N43/64; A01N43/647; A01N43/653; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 299 words
An α-azolyl-keto derivative of the formula ##STR119## in which R 1 represents C 1-4 -alkyl; C 1-4 -alkyl substituted by at least one substituent selected from the group consisting of halogen, C 1-4 -alkylcarbonyloxy, optionally substituted phenylcarbonyloxy, C 1-4 -alkyl- or dialkyl-carbamoyloxy, C 1-4 -alkylsulphonyloxy, optionally substituted phenylsulphonyloxy, C 1-4 -dialkylaminosulphonyloxy, C 1-4 -dialkylaminosulphonyloxy, C 1-4 -alkoxy and optionally substituted phenoxy wherein aforementioned optional substituents are selected from the group consisting of halogen, cyano, nitro, C 1-4 alkyl, C 5-7 cycloalkyl, halogenomethyl, halogenoethyl, and phenyl, phenoxy or benzyl, the last three radicals optionally being substituted by halogen, cyano or nitro; R 2 represents the grouping --CX 1 X 2 R 3 or C 1-4 -alkoxycarbonyl; R 3 represents halogen or halogeno-C 1-4 -alkyl; R 4 represents the grouping --O--CO--R 5 ; R 5 represents C 1-8 -alkyl, C 2-4 -alkenyl or alkynyl, halogeno-C 1-4 -alkyl, with 1 to 5 halogen atoms, C 5-7 -cycloalkyl, phenyl, benzyl, phenylethyl, phenyl, benzyl or phenylethyl substituted in the phenyl part with halogen, cyano, nitro or C 1-2 -alkyl, C 1-4 -alkylamino or dialkylamino, phenylamino, phenylamino substituted with halogen, nitro, cyano, C 1-4 -alkyl, methoxy, ethoxy, methylthio, ethylthiohalogenomethyl or halogenoethyl; X 1 and X 2 each independently represents hydrogen, fluorine chlorine or bromine; and Y is a nitrogen atom or the CH group; or an addition salt thereof with an acid selected from the group consisting of a hydrogen-halide acid, phosphoric acid, nitric acid, sulphuric acid, a carboxylic acid and a sulphonic acid, or a metal salt complex thereof, the metal of the salt being selected from main groups II to IV and sub-groups, I, II and IV to VIII of the Periodic Table and the anion of the salt being derived from a hydrogen halide acid, sulphuric acid, nitric acid or phosphoric acid.
Claim 2
Dependent Claim 299 words
An α-azolyl-keto derivative of the formula ##STR119## in which R 1 represents C 1-4 -alkyl; C 1-4 -alkyl substituted by at least one substituent selected from the group consisting of halogen, C 1-4 -alkylcarbonyloxy, optionally substituted phenylcarbonyloxy, C 1-4 -alkyl- or dialkyl-carbamoyloxy, C 1-4 -alkylsulphonyloxy, optionally substituted phenylsulphonyloxy, C 1-4 -dialkylaminosulphonyloxy, C 1-4 -dialkylaminosulphonyloxy, C 1-4 -alkoxy and optionally substituted phenoxy wherein aforementioned optional substituents are selected from the group consisting of halogen, cyano, nitro, C 1-4 alkyl, C 5-7 cycloalkyl, halogenomethyl, halogenoethyl, and phenyl, phenoxy or benzyl, the last three radicals optionally being substituted by halogen, cyano or nitro; R 2 represents the grouping --CX 1 X 2 R 3 or C 1-4 -alkoxycarbonyl; R 3 represents halogen or halogeno-C 1-4 -alkyl; R 4 represents the grouping --O--CO--R 5 ; R 5 represents C 1-8 -alkyl, C 2-4 -alkenyl or alkynyl, halogeno-C 1-4 -alkyl, with 1 to 5 halogen atoms, C 5-7 -cycloalkyl, phenyl, benzyl, phenylethyl, phenyl, benzyl or phenylethyl substituted in the phenyl part with halogen, cyano, nitro or C 1-2 -alkyl, C 1-4 -alkylamino or dialkylamino, phenylamino, phenylamino substituted with halogen, nitro, cyano, C 1-4 -alkyl, methoxy, ethoxy, methylthio, ethylthiohalogenomethyl or halogenoethyl; X 1 and X 2 each independently represents hydrogen, fluorine chlorine or bromine; and Y is a nitrogen atom or the CH group; or an addition salt thereof with an acid selected from the group consisting of a hydrogen-halide acid, phosphoric acid, nitric acid, sulphuric acid, a carboxylic acid and a sulphonic acid, or a metal salt complex thereof, the metal of the salt being selected from main groups II to IV and sub-groups, I, II and IV to VIII of the Periodic Table and the anion of the salt being derived from a hydrogen halide acid, sulphuric acid, nitric acid or phosphoric acid.
Claim 3
Dependent Claim 21 words
A compound or salt or complex thereof according to claim 1, in which said compound is 1,1,1-trichloro-2-acetoxy-3-(1,2,4-triazol-1-yl)-5,5-dimethyl-hexan-4-one of the formula ##STR120##
Claim 4
Dependent Claim 21 words
A compound or salt of complex thereof according to claim 1, in which said compound is 1,1,1-trichloro-2-propionoxy-3-(1,2,4-triazol-1-yl)-5,5-dimethyl-hexan-4-one of the formula ##STR121##
Claim 5
Dependent Claim 21 words
A compound or salt or complex thereof according to claim 1, in which said compound is 1,1,1-trichloro-2-butyroxy-3-(1,2,4-triazol-1-yl)-5,5-dimethyl-hexan-4-one of the formula ##STR122##
Claim 6
Dependent Claim 23 words
A fungicidal composition containing as active ingredient a fungicidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 7
Dependent Claim 27 words
A method of combating fungi which comprises applying to the fungi, or to a habitat thereof, a fungicidally effective amount of a compound according to claim 1.
Claim 8
Dependent Claim 27 words
The method according to claim 12 in which said compound is 1,1,1-trichloro-2-acetoxy-3-(1,2,4-triazol-1-yl)-5,5-dimethylhexan-4-one, 1,1,1-trichloro-2-propionoxy-3-(1,2,4-triazol-1-yl)-5,5-dimethylhexan-4-one, or 1,1,1-trichloro-2-butyroxy-3-(1,2,4-triazol-1-yl)-5,5-dimethylhexan-4-one or a physiologically acceptable acid addition salt or metal salt complex thereof.

References Cited (Backward Citations)

US4102891A Cited
US4124369A Cited
DE2726043A1 Cited
DE2734365A1 Cited
US4154842A Cited
DE2819879A1 Cited
US4217129A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-02-22 1985-08-24 1986-02-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-02-22 1989-08-24 1990-02-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-02-22 1993-08-24 1994-02-23 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag