IP Library › Granted Patent US 9,066,519

Granted Patent B2

US 9,066,519 · App. 14/268,411 · Granted Jun 30, 2015

Herbicidal benzoxazinones

Inventors: Matthias Witschel (Bad Dürkheim, DE); Trevor William Newton (Neustadt, DE); Thomas Seitz (Viernheim, DE); Helmut Walter (Obrigheim, DE); Bernd Sievernich (Haβloch, DE); Anja Simon (Weinheim, DE); Ricarda Niggeweg (Mannheim, DE); Klaus Groβmann (Neuhofen, DE); Liliana Parra Rapado (Offenburg, DE); Richard Roger Evans (Limburgerhof, DE)

Assignee: BASF SE

A01N43/84 C07C233/25 C07D265/36 C07D413/04

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Quick Facts

Patent No.: US 9,066,519
App. No.: 14/268,411
Granted: Jun 30, 2015
Kind: B2

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Abstract

The present invention relates to benzoxazinones of the general formula (I) wherein the variables are defined according to the description, processes and intermediates for preparing the benzoxazinones of the formula (I), compositions comprising them and their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one benzoxazinones of the formula (I) to act on plants, their seed and/or their habitat.

Claims (53)

1. A compound of formula IV:

wherein

R 1 is halogen;

R 2 is halogen;

R 3 is hydrogen or halogen;

R 4 is hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -alkenyl, C 3 -C 6 -haloalkenyl, C 3 -C 6 -alkynyl, C 3 -C 6 -haloalkynyl, C 1 -C 6 -alkoxy or C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl; and

R 7 is hydrogen, NO 2 , NH 2 , —NCO or —NH—C(O)—NR 5 —C(Z)—NHR 6 , wherein R 5 is hydrogen, NH 2 , C 1 -C 6 -alkyl or C 3 -C 6 -alkynyl;

R 6 is hydrogen or C 1 -C 6 -alkyl;

Z is O or S; and

W is O or S.

2. The compound according to claim 1 , wherein R 7 is hydrogen.

3. The compound according to claim 1 , wherein R 7 is NO 2 .

4. The compound according to claim 1 , wherein R 7 is NH 2 .

5. A process for preparing a compound of claim 2 , comprising cyclizing a compound of formula V:

wherein

L 1 is Cl, Br or I;

R 1 is halogen;

R 2 is halogen;

R 3 is hydrogen or halogen;

W is O or S,

to form a compound of formula IV.a:

wherein

R 1 is halogen;

R 2 is halogen;

R 3 is hydrogen or halogen;

W is O or S.

6. The compound of claim 2 , wherein the compound is of the structure:

7. The compound of claim 3 , wherein the compound is selected from:

8. The compound of claim 4 , wherein the compound is of the structure:

9. A process for preparing a compound of claim 3 comprising cyclizing a compound of formula V:

wherein

L 1 is Cl, Br or I;

R 1 is halogen;

R 2 is halogen;

R 3 is hydrogen or halogen;

W is O or S,

to form a compound of formula IV.a:

nitrating the compound of formula IV.a to form a compound of formula IV.b:

10. A process for preparing a compound of claim 4 comprising cyclizing a compound of formula V:

wherein

L 1 is Cl, Br or I;

R 1 is halogen;

R 2 is halogen;

R 3 is hydrogen or halogen;

W is O or S,

to form a compound of formula IV.a:

nitrating the compound of formula IV.a to form a compound of formula IV.b:

and

reducing the compound of formula IV.b to form a compound of formula IV.c:

Priority Claims (2)

EP 09163242 · Jun 19, 2009 · regional

EP 09169219 · Sep 2, 2009 · regional

Continuity (2)

Division 13378137

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