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US3882138A Expired / Lapsed US ⏱️ 0.0 years remaining

Oxazole and oxadiazole benzoic acid derivatives as herbicides

Assignee: Uniroyal Chemical Co Inc
•
Filing: 1971-08-09
•
Granted: 1975-05-06
•
Expires: 1991-08-09
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Abstract

Abstract Certain 2-(1,3,4-oxadiazole-2-yl) benzoic acids and salts and esters thereof, as well as certain 2-(2-oxazolyl) benzoic acids, salts and esters, having the formula: WHERE X is nitrogen or C-R'''' (R'''' being hydrogen or methyl), R is phenyl or various substituents, and R'' and the Y''s are hydrogen or various substituents (e.g., 2-(5-phenyl-1,3,4oxadiazole-2-yl) benzoic acid),are effective preemergence or postemergence herbicides, on various crops. The chemicals act selectively and are useful against purple nutsedge and in cranberry. Oxadiazoles of the invention may be made by reacting a benzhydrazide with phthalic anhydride to form a hydrazide which is cyclized by removal of the elements of water, using as a catalyst fuming sulfuric acid or dimethylformamide-sulfur trioxide complex.

Inventors

  • 👤 Walter G Brouwer
  • 👤 Edwin J Macpherson
  • 👤 Ronald B Ames
  • 👤 Robert W Neidermyer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 15:39
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07C; C07C243/00; C07C243/24; C07C243/38; C07D257/00; C07D257/02; C07D257/04; C07D263/00; C07D263/02; C07D263/30; C07D263/32; C07D271/00; C07D271/02; C07D271/10; C07D271/107

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 76 words
ACHEMICAL HAVING THE STRUCTURAL FORMULA 2-(2-(R''-OOC-)PHENYL),5-R-1,3,4-OXADIAZOLE WHEREIN R IS SELECTED FROM THE GROUP CONSISTING OF PHENYL, PHENYL SUBSTITUTED WITH UP TO THREE SUBSTITUTENTS WHEREIN THE SUBSTITUTENTS ARE HALO, NITRO, ALKYL HAVING UP TO 4 CARBON ATOMS OR ALKOXY HAVING UP TO 4 CARBON ATOMS 4-MRTHYL-2-(PYRIDYL)-5-THIAZOLYL, ALJYL HAVING UP TO 6 CARBON ATOMS, AND 3-PYRIDYL; AND R'' IS HYDROGEN, ALKALI METAL, AMMONIUM, OR A MOIETY HAVING UP TO 12 CARBON ATOMS SELECTED FROM ALKYL, ALKYNYL AND EPOXYALKYL.
Claim 2
Dependent Claim 76 words
ACHEMICAL HAVING THE STRUCTURAL FORMULA 2-(2-(R''-OOC-)PHENYL),5-R-1,3,4-OXADIAZOLE WHEREIN R IS SELECTED FROM THE GROUP CONSISTING OF PHENYL, PHENYL SUBSTITUTED WITH UP TO THREE SUBSTITUTENTS WHEREIN THE SUBSTITUTENTS ARE HALO, NITRO, ALKYL HAVING UP TO 4 CARBON ATOMS OR ALKOXY HAVING UP TO 4 CARBON ATOMS 4-MRTHYL-2-(PYRIDYL)-5-THIAZOLYL, ALJYL HAVING UP TO 6 CARBON ATOMS, AND 3-PYRIDYL; AND R'' IS HYDROGEN, ALKALI METAL, AMMONIUM, OR A MOIETY HAVING UP TO 12 CARBON ATOMS SELECTED FROM ALKYL, ALKYNYL AND EPOXYALKYL.
Claim 3
Dependent Claim 11 words
A chemical as in claim 1 in which R is phenyl.
Claim 4
Dependent Claim 11 words
A chemical as in claim 1 in which R'' is hydrogen.
Claim 5
Dependent Claim 11 words
A chemical as in claim 1 in which R'' is alkyl.
Claim 6
Dependent Claim 14 words
The chemical of claIm 1 in which R is phenyl and R'' is hydrogen.
Claim 7
Dependent Claim 14 words
The chemical of claim 1 in which R is phenyl and R'' is n-butyl.

References Cited (Backward Citations)

US2765304A Cited
US3481949A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-05-05 1978-11-04 1979-05-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-05-05 1982-11-04 1983-05-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-05-05 1986-11-04 1987-05-06 $7700.00 Window Closed / Lapsed

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