5[(pyrazol-4-yl)carbonyl]benzazolone as herbicide

• US 20040033899A1
• Filed: 05/29/2003
• Published: 02/19/2004
• Est. Priority Date: 12/11/2000
• Status: Abandoned Application

• Current Assignee: BASF AG (BASF SE)
• Original Assignee: BASF AG (BASF SE)
• Inventors: Landes, Andreas, Baumann, Ernst, Zagar, Cyrill, Hofmann, Michael, von Deyn, Wolfgang, Witschel, Matthias, Mayer, Guido, Kudis, Steffen, Langemann, Klaus, Miblitz, Ulf, Volk, Thorsten
• Application Number:
  US10/433,033
• Publication Number:
  US 20040033899A1
• Time in Patent Office: Days
• US Class Current: 504/280
• CPC Class Codes: A01N 43/74 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
• CPC Class Codes: C07D 263/58 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 in position 2
• CPC Class Codes: C07D 277/68 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 in position 2
• CPC Class Codes: C07D 413/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 417/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 417/14 containing three or more hetero rings

Abstract

Pyrazolylbenzazolones of the formula I

where the variables R¹, R², R³, A and Pz are as defined in claim 1, and their salts, and their use for controlling harmful plants, are described.

Claims

1. A pyrazolylbenzazolone of the formula I

2. A benzazolone as claimed in claim 1 where A in the formula I is oxygen or NR⁶.

3. A benzazolone as claimed in claim 1 where A in the formula I is sulfur or SO₂.

4. A benzazolone as claimed in any of the preceding claims where R¹ in the formula I is selected from the group consisting of C₁-C₄-alkyl, halogen and C₁-C₄-alkoxy.

5. A benzazolone as claimed in any of the preceding claims where R² is different from hydrogen.

6. A benzazolone as claimed in any of the preceding claims where R² in the formula I is a heterocycle selected from the group consisting of 4,5-dihydroisoxazol-3-yl, 4,5-dihydroisoxazol-4-yl, isoxazol-3-yl, isoxazol-4-yl, 1,3-dioxolan-2-yl, 1,3-dithiolan-2-yl, 1,3-dioxan-2-yl, 1,3-dithian-2-yl, oxazolin-2-yl and oxazolidin-2-yl, where the abovementioned heterocycles may be mono-, di- or trisubstituted by C₁-C₄-alkyl.

7. A benzazolone as claimed in any of claims 1 to 5, where R² in the formula I is cyano, C₁-C₄-alkyl, C₃-C₆-alkenyl,

C₁-C₄-(halo)alkylcarbonyl, C₁-C₄-alkoxycarbonyl-C₁-C₄-alkyl or

C₁-C₄-alkoxycarbonyl.

8. A benzazolone as claimed in any of the preceding claims where R³ in the formula I is hydrogen, C₁-C₄-alkyl or halogen.

9. A benzazolone as claimed in any of the preceding claims where Pz in the formula I is a radical of the formula IIa where R⁷ is selected from the group consisting of hydroxyl, OR¹⁰ and OSO₂R¹¹, where R¹⁰ and R¹¹ are as defined in claim 1, R⁸ and R⁹ being as defined in claim 1.

10. A benzazolone as claimed in claim 9 where in the formula IIa

R⁷ is hydroxyl, C₁-C₄-alkyloxy, acetoxy, O—

CH₂-phenyl,

phenylcarbonyloxy, 2-, 3- or 4-fluorophenyl-carbonyloxy, cyclopropylcarbonyloxy, C₁-C₄-sulfonyloxy,

phenylsulfonyloxy or 2-, 3- or 4-methylphenylsulfonyloxy;

.

R⁸ is C₁-C₄-alkyl or cyclopropyl and

R⁹ is hydrogen or C₁-C₄-alkyl.

11. A benzazolonecarboxylic acid of the formula IVa

12. A composition, comprising at least one pyrazole derivative of the formula I or an agriculturally useful salt of I as claimed in any of claims 1 to 10, and customary auxiliaries.

13. A method for controlling undesirable vegetation, which comprises allowing a herbicidally effective amount of at least one pyrazole derivative of-the formula I or an agriculturally useful salt of I as claimed in any of claims 1 to 10 to act on plants, their habitat and/or on seed.

14. The use of pyrazole derivatives of the formula I or their agriculturally useful salts as claimed in any of claims 1 to 10 as herbicides.