# US 11,897,904 B2 · Herbicidally active bicyclic benzamides

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 11,897,904 B2
- Document ID: US11897904B2
- Status: Granted
- Kind: B2
- Application number: 16/765,009
- Filed: 2018-11-15
- Published: 2020-10-15
- Granted: 2024-02-13
- Earliest claimed: 2017-11-20
- Assignees: Bayer Aktiengesellschaft
- Applicants: Bayer Aktiengesellschaft
- Inventors: Frank Memmel; Ralf Braun; Christian Waldraff; Gunter Karig; Simon Doerner-Rieping; Isolde Haeuser-Hahn; Anu Bheemaiah Machettira; Hansjoerg Dietrich; Elmar Gatzweiler; Christopher Hugh Rosinger
- Web page: https://patentgrep.com/patent/US11897904B2

## CPC

- C07D 405/12: linked by a chain containing hetero atoms as chain links
- C07F 5/022: {without C-boron linkages}
- A01N 43/653: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- A01N 43/713: having rings with four or more nitrogen atoms as the only ring hetero atoms
- A01N 55/08: containing boron
- C07C 323/62: having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
- C07D 249/14: Nitrogen atoms
- C07D 257/06: with nitrogen atoms directly attached to the ring carbon atom
- C07D 327/04: Five-membered rings
- C07D 409/12: linked by a chain containing hetero atoms as chain links
- C07D 411/12: linked by a chain containing hetero atoms as chain links
- C07D 417/04: directly linked by a ring-member-to-ring-member bond
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

Benzoylamides of the general formula (I) are described as herbicides. In this formula (I), B, X1 and X2 represent N, O or S(O)n. R, Ra, Rb and Rx represent radicals such as hydrogen, halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C1-C6)-alkyloxy and cyano.

## Claims

### Claim 1

A compound of formula (II)
in which the symbols and indices have the following meanings:
L represents chlorine, methoxy, ethoxy or hydroxy,
X1, X2 independently of one another each represent O or S(O)n, where X1 and X2 are not simultaneously O or S(O)n, wherein n represents 0, 1, or 2,
R′ represents SO2Me, SO2Et, trifluoromethyl, difluoromethyl or pentafluoroethyl,
Ra, Rb independently of one another each represent hydrogen, fluorine, chlorine, methyl, ethyl, trifluoromethyl, difluoromethyl, methoxy, ethoxy, methylthio, ethylthio, cyano, or
Ra and Rb together with the carbon atom to which they are attached form a carbonyl or a thiocarbonyl group.

### Claim 2

A compound of formula (III)
in which the symbols and indices have the following meanings:
L represents chlorine, methoxy, ethoxy or hydroxy,
X represents hydroxy, SH, methylsulfanyl or halogen,
Y represents chlorine or bromine,
R″ represents hydrogen, methyl, ethyl, cyclopropyl, trifluoromethyl, difluoromethyl, pentafluoroethyl, methylsulfanyl, methylsulfinyl, methylsulfonyl, ethylsulfonyl or methoxy,
Ra, Rb independently of one another each represent hydrogen or methyl.

### Claim 3

A compound of formula (IV)
in which the symbols and indices have the following meanings:
B represents N or CH,
X represents hydroxy, SH or halogen,
R represents chlorine or bromine, represents hydrogen, chlorine, bromine, iodine, methyl, ethyl, cyclopropyl, trifluoromethyl, difluoromethyl, pentafluoroethyl, methylsulfanyl, methylsulfinyl, methylsulfonyl, ethylsulfonyl, methoxy,
RaRb independently of one another each represent hydrogen or methyl,
Rx represents methyl, ethyl, propyl, methoxymethyl, methoxyethyl, 2-methoxy-2-methyl-1-propyl.

### Claim 4

A compound of formula (V)
in which the symbols and indices have the following meanings:
B represents N or CH,
Z represents OH, SH,
R represents hydrogen, chlorine, bromine, iodine, methyl, ethyl, cyclopropyl, trifluoromethyl, difluoromethyl, pentafluoroethyl, methylsulfanyl, methylsulfinyl, methylsulfonyl, ethylsulfonyl, methoxy,
Rx represents methyl, ethyl, propyl, methoxymethyl, methoxyethyl, 2-methoxy-2-methyl-1-propyl.