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.
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.