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US4255434A Expired / Lapsed US ⏱️ 0.0 years remaining

Combatting fungi with 1-(azol-1-yl)-4-halo-(1)-phenoxy-butan-2-ones and -ols

Assignee: Bayer AG
•
Filing: 1978-11-27
•
Granted: 1981-03-10
•
Expires: 1998-11-27
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Abstract

Abstract Fungicidal 1-(azol-1-yl)-4-halo-1-phenoxy-butan-2-ones and -ols of the formula <IMAGE> in which R represents alkyl with 1 to 4 carbon atoms; X represents hydrogen, alkyl with 1 to 4 carbon atoms or halogen; Y represents halogen; Z represents halogen, straignt-chain or branched alkyl with 1 to 4 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, halogenoalkyl with 1 or 2 carbon atoms and 1 to 5 halogen atoms, alkoxy with one or 2 carbon atoms, alkylthio with 1 or 2 carbon atoms, alkoxycarbonyl with 1 to 5 carbon atoms in the alkoxy part, amino, cyano, nitro, phenyl or phenoxy substituted with at least one of halogen, amino, cyano, nitro and alkyl with 1 to 2 carbon atoms, phenylalkyl with 1 or 2 carbon atoms on the alkyl part optionally substituted in the alkyl part by alkylcarbonyl with a total of up to 3 carbon atoms and in the phenyl part by halogen, nitro or cyano; n represents 0,1,2 or 3, A is -CO- or CH(OH)-, and B is -N= or -CH=, or a salt thereof.

Inventors

  • 👤 Wolfgang Kramer
  • 👤 Karl Buchel
  • 👤 Paul-Ernst Frohberger
  • 👤 Wilhelm Brandes
  • 👤 Hans Scheinpflug

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 00:00
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; C07C; C07C45/00; C07C45/61; C07C45/63; C07C45/67; C07C45/673; C07C45/68; C07C45/70; C07C45/71; C07C45/72; C07C45/75; C07C49/00; C07C49/04; C07C49/16; C07C49/17; C07C49/20; C07C49/255; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 174 words
1-(azol-1-yl)-4-halo-1-phenoxy-butan-2-ones and -ols of the formula ##STR46## in which R represents alkyl with 1 to 4 carbon atoms; X represents hydrogen, alkyl with 1 to 4 carbon atoms or halogen; Y represents halogen; Z represents halogen, straight-chain or branched alkyl with 1 to 4 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, halogenoalkyl with 1 or 2 carbon atoms and 1 to 5 halogen atoms, alkoxy with one or 2 carbon atoms, alkylthio with 1 to 2 carbon atoms, alkoxycarbonyl with 1 to 5 carbon atoms in the alkoxy part, amino, cyano, nitro, phenyl or phenoxy substituted with at least one of halogen, amino, cyano, nitro and alkyl with 1 to 2 carbon atoms, phenylalkyl with 1 or 2 carbon atoms on the alkyl part optionally substituted in the alkyl part by alkylcarbonyl with a total of up to 3 carbon atoms and in the phenyl part by halogen, nitro or cyano; n represents 0,1,2 or 3, A is --CO-- or CH(OH)--, and B is --N═ or --CH═, or an acid-addition salt thereof.
Claim 2
Dependent Claim 174 words
1-(azol-1-yl)-4-halo-1-phenoxy-butan-2-ones and -ols of the formula ##STR46## in which R represents alkyl with 1 to 4 carbon atoms; X represents hydrogen, alkyl with 1 to 4 carbon atoms or halogen; Y represents halogen; Z represents halogen, straight-chain or branched alkyl with 1 to 4 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, halogenoalkyl with 1 or 2 carbon atoms and 1 to 5 halogen atoms, alkoxy with one or 2 carbon atoms, alkylthio with 1 to 2 carbon atoms, alkoxycarbonyl with 1 to 5 carbon atoms in the alkoxy part, amino, cyano, nitro, phenyl or phenoxy substituted with at least one of halogen, amino, cyano, nitro and alkyl with 1 to 2 carbon atoms, phenylalkyl with 1 or 2 carbon atoms on the alkyl part optionally substituted in the alkyl part by alkylcarbonyl with a total of up to 3 carbon atoms and in the phenyl part by halogen, nitro or cyano; n represents 0,1,2 or 3, A is --CO-- or CH(OH)--, and B is --N═ or --CH═, or an acid-addition salt thereof.
Claim 3
Dependent Claim 20 words
A compound according to claim 1, wherein such compound is 4-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR47## or an acid-addition salt thereof.
Claim 4
Dependent Claim 20 words
A compound according to claim 1, wherein such compound is 4-chloro-1-[4-(4-chlorophenyl)-phenoxy]-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR48## or an acid-addition salt thereof.
Claim 5
Dependent Claim 20 words
A compound according to claim 1, wherein such compound is 4-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-1-(imidazol-1-yl)-butan-2-ol of the formula ##STR49## or an acid-addition salt thereof.
Claim 6
Dependent Claim 20 words
A compound according to claim 1, wherein such compound is 4-bromo-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of the formula ##STR50## or an acid-addition salt thereof.
Claim 7
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 8
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 9
Dependent Claim 20 words
The method according to claim 1, wherein said compound is 4-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, 4-chloro-1-[4-(4-chlorophenyl)-phenoxy]-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one, 4-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-1-imidazol-1-yl)-butan-2-ol or 4-bromo-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one or an acid-addition salt thereof.
Claim 10
Dependent Claim 16 words
The method according to claim 7, wherein the compound is applied to plants, seed or soil.
Claim 11
Dependent Claim 11 words
A compound according to claim 1, in which B is --N═.

References Cited (Backward Citations)

US3812142A Cited
US3912752A Cited
US3952002A Cited
US3940414A Cited
US3972891A Cited
US4013677A Cited
US4000299A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-03-09 1984-09-08 1985-03-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-03-09 1988-09-08 1989-03-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-03-09 1992-09-08 1993-03-10 $7700.00 Window Closed / Lapsed

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