N-Aryl(thio)carbamates, the manufacture thereof, and the use thereof for combating unwanted plant growth

• US 4,396,418 A
• Filed: 05/01/1981
• Issued: 08/02/1983
• Est. Priority Date: 03/08/1980
• Status: Expired due to Fees

• Current Assignee: BASF AG (BASF SE)
• Original Assignee: BASF AG (BASF SE)
• Inventors: Becker, Rainer, Wuerzer, Bruno, Schirmer, Ulrich, Retzlaff, Guenter
• Primary Examiner(s): Ford, John M.
• Assistant Examiner(s): WHITTENBAUGH, ROBERT
• Application Number:
  US06/259,543
• Time in Patent Office: 823 Days
• Field of Search: 260/455 A, 560/27, 71/100, 71/98, 71/103, 71/111
• US Class Current: 504/304
• CPC Class Codes: A01N 47/20 N-Aryl derivatives thereof

Abstract

N-aryl(thiol)carbamates of the formula ##STR1## where X denotes hydrogen, fluorine, bromine, iodine, alkyl, alkoxy, haloalkyl, haloalkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl or benzyloxy, Y denotes hydrogen, halogen, alkyl, alkoxy, haloalkyl, haloalkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl or benzyloxy, n denotes one of the integers 1 and 2, Z denotes hydrogen, halogen or trifluoromethyl, A denotes oxygen, sulfur, sulfinyl or sulfonyl, and Q denotes oxygen or sulfur, and their use for combating unwanted plant growth.

Claims

1. An N-aryl(thiol)carbamate of the formula ##STR6## where X denotes hydrogen, fluorine, bromine, iodine, alkyl, alkoxy, haloalkyl, haloalkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl or benzyloxy, Y denotes hydrogen, halogen, alkyl, alkoxy, haloalkyl, haloalkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl of 1 to 6 atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl or benzyloxy, n denotes one of the integers 1 and 2, Z denotes hydrogen, halogen, or trifluoromethyl, A denotes oxygen, sulfur, sulfinyl or sulfonyl, and Q denotes oxygen or sulfur.

2. An N-aryl(thiol)carbamate of the formula I as claimed in claim 1, wherein X denotes hydrogen or alkyl, alkoxy or haloalkoxy of from 1 to 4 carbon atoms.

5. A process for combating the growth of unwanted plants, wherein the plants or the soil are treated with a herbicidally effective amount of an N-aryl(thiol)carbamate of the formula I as claimed in claim 1.

6. A compound of the formula (I) as described in claim 1 wherein x denotes hydrogen, alkyl, alkoxy, haloalkyl, haloalkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, phenyl or benzyloxy.

7. A compound of the formula (I) as defined in claim 1 wherein x is an alkoxy group of 1 to 3 carbon atoms.

8. A compound of the formula (I) as defined in claim 1 wherein x is an alkyl of 1 to 3 carbon atoms.

9. A compound of the formula (I) as defined in claim 1 wherein x is OCF₂ H.

10. A compound of the formula (I) as defined in claim 1 wherein x is OCF₂ CHFCL.

3. N-[4-(4'"'"'-methoxyphenoxy)-3-chlorophenyl]-carbamic acid methyl ester.

4. N-[4-(4'"'"'-isopropylphenoxy)-3-chlorophenyl]-thiolcarbamic acid methyl ester.