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N-phenylalkylbenzamide fungicides

Assignee: Eli Lilly and Co
•
Filing: 1988-09-01
•
Granted: 1990-09-18
•
Expires: 2008-09-01
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Abstract

Abstract Compounds of the formula (I): ##STR1## wherein: X=O, S, or NOH; R 1 is H or CH 3 ; n=1, 2, or 3; R 2 , R 3 , and R 4 are as defined in one of the following paragraphs (a) R 2 and R 3 are independently Cl or Br, and R 4 is H; (b) R 2 , R 3 and R 4 are independently Cl or Br; (c) R 2 is F, R 3 is Cl, and R 4 is H; or (d) R 2 and R 3 are CH 3 or C 2 H 5 , and R 4 is H; R 5 , R 6 and R 7 are as defined in one of the following paragraphs (a) one of R 6 and R 7 is CF 3 , R 5 and the other of R 6 and R 7 is H; (b) R 5 and R 6 are H; and R 7 is F, Cl, or Br; (c) R 5 and R 7 are independently F, Cl or Br and R 6 is H; (d) R 5 and R 6 are independently F, Cl, or Br, and R 7 is H; (e) R 6 and R 7 are independently F, Cl, or Br, and R 5 is H; or (f) R 6 is phenoxy and R 5 and R 7 are H are plant fungicides. Combinations, compositions, and fungicidal methods employing the compounds of formula (I) are also provided.

Inventors

  • 👤 Wendell R. Arnold
  • 👤 James D. Davenport

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 12:02
CPC Classifications
C; C07; C07C; C07C259/00; C07C259/12; C07C259/18; A; A01; A01N; A01N37/00; A01N37/18; A01N37/52

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 132 words
A compound of the formula (I): ##STR10## wherein: X=O, S, or NOH; R 1 is H or CH 3 ; n=1, 2, or 3; R 2 , R 3 , and R 4 are as defined in one of the following paragraphs (a) R 2 and R 3 are independently Cl or Br, and R 4 is H; (b) R 2 , R 3 and R 4 are independently Cl or Br; (c) R 2 is F, R 3 is Cl, and R 4 is H; or (d) R 2 and R 3 are CH 3 or C 2 H 5 , and R 4 is H; and one or R 6 and R 7 is CF 3 , R 5 and the other and R 6 and R 7 is H.
Claim 2
Dependent Claim 132 words
A compound of the formula (I): ##STR10## wherein: X=O, S, or NOH; R 1 is H or CH 3 ; n=1, 2, or 3; R 2 , R 3 , and R 4 are as defined in one of the following paragraphs (a) R 2 and R 3 are independently Cl or Br, and R 4 is H; (b) R 2 , R 3 and R 4 are independently Cl or Br; (c) R 2 is F, R 3 is Cl, and R 4 is H; or (d) R 2 and R 3 are CH 3 or C 2 H 5 , and R 4 is H; and one or R 6 and R 7 is CF 3 , R 5 and the other and R 6 and R 7 is H.
Claim 3
Dependent Claim 104 words
A compound of the formula (Ia) ##STR11## wherein: R 1 is H or CH 3 ; n=1, 2, or 3; R 2 , R 3 , and R 4 are as defined in one of the following paragraphs (a) R 2 and R 3 are Cl, and R 4 is H; (b) R 2 , R 3 R 3 and R 4 are Cl; or (c) R 2 is F, R 3 is Cl, and R 4 is H; and one of R 6 and R 7 is CF 3 , R 5 and the other of R 6 and R 7 is H.
Claim 4
Dependent Claim 104 words
A compound of the formula (Ia) ##STR11## wherein: R 1 is H or CH 3 ; n=1, 2, or 3; R 2 , R 3 , and R 4 are as defined in one of the following paragraphs (a) R 2 and R 3 are Cl, and R 4 is H; (b) R 2 , R 3 R 3 and R 4 are Cl; or (c) R 2 is F, R 3 is Cl, and R 4 is H; and one of R 6 and R 7 is CF 3 , R 5 and the other of R 6 and R 7 is H.
Claim 5
Dependent Claim 14 words
A compound of claim 2 wherein R 2 and R 3 are both Cl.
Claim 6
Dependent Claim 10 words
A compound of claim 3 wherein R 1 is H.
Claim 7
Dependent Claim 8 words
The compound of claim 17 which is 2,6-dichloro-N-[[4-(trifluoromethyl)phenyl]methyl]benzamide.
Claim 8
Dependent Claim 8 words
The compound of claim 17 which is 2,6-dichloro-N-[[3-(trifluoromethyl)phenyl]methyl]benzamide.
Claim 9
Dependent Claim 8 words
The compound of claim 4 which is 2,6,-dichloro-N-[3-[4-(trifluoromethyl)phenyl]propyl]benzamide.
Claim 10
Dependent Claim 8 words
The compound of claim 4 which is 2,6,-dichloro-N-[2-[3-(trifluoromethyl)phenyl]ethyl]benzamide.
Claim 11
Dependent Claim 8 words
The compound of claim 4 which is 2,6,-dichloro-N-methyl-N-[[4-trifluoromethyl)phenyl]methyl]benzamide.
Claim 12
Dependent Claim 10 words
A compound of claim 2 wherein R 1 is H.
Claim 13
Dependent Claim 8 words
The compound of claim 10 which is 2-chloro-6-fluoro-N-[[4-(trifluoromethyl)phenyl]methyl]benzamide.
Claim 14
Dependent Claim 8 words
The compound of claim 10 which is 2,3,6-trichloro-N-[[4-trifluoromethyl)phenyl]methyl]benzamide.
Claim 15
Dependent Claim 8 words
The compound of claim 10 which is 2,3,6-trichloro-N-[[3-(trifluoromethyl)phenyl]methyl]benzamide.
Claim 16
Dependent Claim 22 words
A fungicidal composition comprising at least 1% by weight of a compound of claim 2 in combination with a second plant fungicide.
Claim 17
Dependent Claim 22 words
A composition of claim 14 wherein the second plant fungicide is a sterol inhibiting fungicide of the type that inhibits O-14 demethylation.
Claim 18
Dependent Claim 12 words
A composition of claim 15 wherein the compound claim 1 is 2,6-dichloro-N-[[4-(trifluoromethyl)phenyl]methyl]benzamide.
Claim 19
Dependent Claim 15 words
A composition of claim 16 wherein the second plant fungicide is propiconazole, nuarimol, or prochloraz.
Claim 20
Dependent Claim 14 words
A composition of claim 14 wherein the second plant fungicide is chlorothalonil or benomyl.
Claim 21
Dependent Claim 13 words
A composition of claim 18 wherein the compound of claim 1 is 2,6-dichloro-N-[[4-(trifluoromethyl)phenyl]methyl]benzamide.
Claim 22
Dependent Claim 16 words
A fungicidal composition comprising a compound of claim 2 in combination with a phytologically-acceptable inert carrier.
Claim 23
Dependent Claim 14 words
A composition of claim 20 in which the compound of claim 2 is 2,6-dichloro-N-[[4-(trifluoromethyl)phenyl]methyl]benzamide.
Claim 24
Dependent Claim 22 words
A fungicidal method which comprises applying a fungus inhibiting amount of a compound of claim 2 to the locus of a fungus.
Claim 25
Dependent Claim 13 words
A method of claim 22 wherein the compound of claim 1 is 2,6-dichloro-N-[[4-(trifluoromethyl)phenyl]methyl]benzamide.
Claim 26
Dependent Claim 20 words
The method of claim 23 when used to reduce the adverse effects of powdery mildew on a cereal grain crop.

References Cited (Backward Citations)

BE680367A Cited
US3969510A Cited
JPS58657A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-09-17 1994-03-19 1994-09-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-09-17 1998-03-19 1998-09-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-09-17 2002-03-19 2002-09-18 $7700.00 Window Closed / Lapsed

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