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US4243409A Expired / Lapsed US ⏱️ 0.0 years remaining

1,2,4-Oxadiazole derivatives and herbicide composition containing same

Assignee: Bayer Pharma AG
•
Filing: 1979-01-04
•
Granted: 1981-01-06
•
Expires: 1999-01-04
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Abstract

Abstract A 1,2,4-oxadiazole derivative of the formula ##STR1## in which R 1 and R 2 are the same or different and are C 1 -C 8 -alkyl, C 3 -C 8 -cycloalkyl, halogeno-C 1 -C 3 -alkyl, phenyl, or phenyl substituted in one or several places by C 1 -C 4 alkyl, and/or C 1 -C 4 -alkoxy and/or trihalogenomethyl and/or halogen and/or cyano or are phenyl-C 1 -C 3 -alkyl, provided that at least one of R 1 or R 2 is constituted by the group ##STR2## in which R 3 is C 1 -C 8 -alkyl, C 3 -C 8 -cycloalkyl, halogeno-C 1 -C 3 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 4 -alkamino or di-C 1 -C 4 -alkamino. The compounds of the invention have a high activity against both mono- and di-cotyl weeds together with a high selectivity for agricultural plants such as rice, winter cereals, maize, cotton, sunflower, peanuts, soybeans, peas, alfalfa, clover and other leguminous plants. They may be applied in preemergence or postemergence application.

Inventors

  • 👤 Erich Schmidt
  • 👤 Friedrich Arndt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 08:01
CPC Classifications
C; C07; C07D; C07D271/00; C07D271/02; C07D271/06; A; A01; A01N; A01N43/00; A01N43/72; A01N43/82; A01N47/00; A01N47/08; A01N47/10; A01N47/20; A01N47/28; A01N47/30

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 43 words
A selective herbicidal composition comprising about 5 to 95% by weight of at least one of compounds selected from the group consisting of 3-[3-(cyclopropylcarbonylamino)-phenyl]-5-tert.-butyl-1,2,4-oxadiazole, 3-[3-(butyrylamino)-phenyl]-5-tert.-butyl-1,2,4-oxadiazole, 5-chloromethyl-3-(3-cyclopropylcarbonylaminophenyl)-1,2,4-oxadiazole, 3-(3-cyclopropylcarbonylaminophenyl)-5-methyl-1,2,4-oxadiazole, and 3-(3-cyclopropylcarbonylaminophenyl)-5-trifluoromethyl-1,2,4-oxadiazole; and about 95 to 5% by weight of a liquid or solid carrier material.
Claim 2
Dependent Claim 43 words
A selective herbicidal composition comprising about 5 to 95% by weight of at least one of compounds selected from the group consisting of 3-[3-(cyclopropylcarbonylamino)-phenyl]-5-tert.-butyl-1,2,4-oxadiazole, 3-[3-(butyrylamino)-phenyl]-5-tert.-butyl-1,2,4-oxadiazole, 5-chloromethyl-3-(3-cyclopropylcarbonylaminophenyl)-1,2,4-oxadiazole, 3-(3-cyclopropylcarbonylaminophenyl)-5-methyl-1,2,4-oxadiazole, and 3-(3-cyclopropylcarbonylaminophenyl)-5-trifluoromethyl-1,2,4-oxadiazole; and about 95 to 5% by weight of a liquid or solid carrier material.
Claim 3
Dependent Claim 29 words
The herbicidal composition of claim 1 which includes up to 20% by weight of a surface active agent upon a corresponding reduction of the liquid or solid carrier materials.
Claim 4
Dependent Claim 5 words
The compound which is 3-[3-(cyclopropylcarbonylamino)-phenyl]-5-tert.-butyl-1,2,4-oxadiazole.
Claim 5
Dependent Claim 5 words
The compound which is 3-[3-(cyclopropylcarbonylamino)-phenyl]-5-tert.-butyl-1,2,4-oxadiazole.
Claim 6
Dependent Claim 5 words
The compound which is 3-[3-(butylrylamino)-phenyl]-5-tert.-butyl-1,2,4-oxadiazole.
Claim 7
Dependent Claim 5 words
The compound which is 3-[3-(butylrylamino)-phenyl]-5-tert.-butyl-1,2,4-oxadiazole.
Claim 8
Dependent Claim 5 words
The compound which is 5-chloromethyl-3-(3-cyclopropylcarbonylaminophenyl)-1,2,4-oxadiazole.
Claim 9
Dependent Claim 5 words
The compound which is 5-chloromethyl-3-(3-cyclopropylcarbonylaminophenyl)-1,2,4-oxadiazole.
Claim 10
Dependent Claim 5 words
The compound which is 3-(3-cyclopropylcarbonylaminophenyl)-5-methyl-1,2,4-oxadiazole.
Claim 11
Dependent Claim 5 words
The compound which is 3-(3-cyclopropylcarbonylaminophenyl)-5-methyl-1,2,4-oxadiazole.
Claim 12
Dependent Claim 5 words
The compound which is 3-(3-cyclopropylcarbonylaminophenyl)-5-trifluoromethyl-1,2,4-oxadiazole.
Claim 13
Dependent Claim 5 words
The compound which is 3-(3-cyclopropylcarbonylaminophenyl)-5-trifluoromethyl-1,2,4-oxadiazole.

References Cited (Backward Citations)

US3632599A Cited
US3270029A Cited
US3575997A Cited
US3741977A Cited
US4003909A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-01-06 1984-07-07 1985-01-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-01-06 1988-07-07 1989-01-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-01-06 1992-07-07 1993-01-06 $7700.00 Window Closed / Lapsed

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