Use of substituted imidazoazines, novel imidazoazines, methods for the production thereof, and agents containing these compounds

• US 20040058938A1
• Filed: 06/04/2003
• Published: 03/25/2004
• Est. Priority Date: 12/13/2000
• Status: Abandoned Application

• Current Assignee: BASF AG (BASF SE)
• Original Assignee: BASF AG (BASF SE)
• Inventors: Rheinheimer, Joachim, Grote, Thomas, Muller, Bernd, Grammenos, Wassilios, Stierl, Reinhard, Gewehr, Markus, Schieweck, Frank, Strathmann, Siegfried, Ammermann, Eberhard, Rose, Ingo, Gypser, Andreas, Sauter, Hubert, Lorenz, Gisela, Cullmann, Oliver, i Blasco, Jordi Tormo
• Application Number:
  US10/433,440
• Publication Number:
  US 20040058938A1
• Time in Patent Office: Days
• US Class Current: 514/259.1
• CPC Class Codes: A01N 43/90 having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
• CPC Class Codes: C07D 471/04 Ortho-condensed systems
• CPC Class Codes: C07D 487/04 Ortho-condensed systems

Abstract

The use of substituted imidazoazines of the formula I,

where

R¹ is alkyl, phenyl, phenylalkyl, naphthyl, anthracenyl, cycloalkyl, 5- or 6-membered hetaryl or 5- or 6-membered heterocyclyl, containing one to three nitrogen atoms and/or one oxygen or sulfur atom or one or two oxygen and/or sulfur atoms, or fused 8- to 12-membered hetaryl or fused 8- to 12-membered heterocyclyl, containing one to four nitrogen atoms and/or one oxygen or sulfur atom or one or two oxygen and/or sulfur atoms,

where R¹ may be unsubstituted or substituted as in the description;

R², R³. are hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, trialkylsilylalkyl, phenyl, phenylalkyl or

R², R³ together with the bridging nitrogen atom form a 5- or 6-membered heterocyclic or heteroaromatic ring which may be interrupted by one to three nitrogen atoms and/or one oxygen or sulfur atom or one or two oxygen and/or sulfur atoms and which may be substituted;

A, B are N or CR⁴;

R⁴, R⁵, R⁶ are hydrogen, halogen, cyano, nitro, hydroxyl, alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkylthio, amino, alkylamino, dialkylamino, alkenyl, alkenyloxy, alkynyl or alkynyloxy;

for controlling phytopathogenic harmful fungi, compositions comprising them, novel imidazoazines and processes for their preparation are described.

Claims

1. The use of substituted imidazoazines of the formula I

2. A compound of the formula IA

3. A compound of the formula IB

4. A compound of the formula IC

5. A compound of the formulae IA, IB and IC as claimed in any of claims 2 to 4 in which R¹ is substituted phenyl.

6. A compound of the formulae IA, IB and IC as claimed in any of claims 2 to 5 in which R⁴ is hydrogen.

7. A compound of the formulae IA, IB and IC as claimed in any of claims 2 to 6 in which R³ is hydrogen.

8. A compound of the formulae IA, IB and IC as claimed in any of claims 2 to 7 in which R⁵ and R⁶ are hydrogen.

9. A process for preparing compounds of the formulae IA, IB and IC as claimed in claim 7, which comprises reacting amino compounds of the formula II,

10. An intermediate of the formula IV as claimed in claim 9 in which

R² is (R) CH(CH₃)CF₃, (S) CH(CH₃)CF₃, (R) CH(CH₃)C(CH₃)₃ or (S) CH(CH₃)C(CH₃)₃.

11. A composition suitable for controlling phytopathogenic harmful fungi, comprising a solid or liquid carrier and a compound of the formula I as claimed in claim 2.

12. A method for controlling phytopathogenic harmful fungi, which comprises treating the fungi or the materials, plants, the soil or the seeds to be protected against fungal infection with an effective amount of a compound of the formula I as claimed in claim 1.