5-substituted oxazolidine herbicide antidotes

C - Chemistry – Metallurgy – 07 – D

Patent

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71/8.2, 260/311.

C07D 263/04 (2006.01) A01N 25/32 (2006.01) A01N 43/76 (2006.01) C07C 323/25 (2006.01) C07D 263/06 (2006.01) C07D 303/34 (2006.01)

Patent

CA 1149393

Abstract of the Disclosure M-haloacyl oxazolidines substituted in the 5- position with oxy or thio containing groups as new compositions of matter useful as active herbicidal antidotes to protect against and decrease crop injury when used with thiolcarbamate herbicides, and when applied in various methods; improved herbicidal compositions and utility of said compositions to protect against and decrease phytotoxic injury to crops when employing thiolcarbamate herbicides and a two-part herbicide system consisting essentially of a first-part of one or more thiolcarbamate herbicides and a second part of an effective antidote compound therefor, said antidote compounds of the class 3-haloacyl oxazolidine having the formula Image A-Compounds: wherein XR1 is phenoxy, R is selected from the group consisting of haloalkyl, where halo is chloro or bromo, and p-methyl phenylsulfonylamido; and R2 and R3 are inde- pendently selected from lower alkyl; B-Compounds: wherein X is selected from the group consisting of oxygen and sulfur; R1 is selected from the group consist- ing of alkyl and alkenyl; R is selected from the group consisting of haloalkyl, alkylthio and p-tolylsulfonamido; R2 and R3 are independently selected from the group consisting of hydrogen and lower alkyl, each having 1 to 3 carbon atoms, inclusive; provided that the carbon content of R1 + R2 is less than or equal to 6 carbon atoms and fur- ther provided that when XR1 is alkylthio, then R is other than haloalkyl having 3 to 4 carbon atoms, inclusive, and provided that when XR1 is methoxy, R is other than 2,3- dibromopropyl; and in addition a compound selected from the group of compounds consisting of 2,2-dimethyl-3(3-bromo- propionyl)5-pentoxymethyl oxazolidine; 2,2-dimethyl-3(5- chlorovaleryl)5-isopropoxymethyl oxazolidine; 2,2-dimethyl- 3(5-chlorovaleryl)5-allyloxymethyl oxazolidine; C-Compounds: wherein X is oxygen or sulfur and R1 is alkyl; R is selected from the group consisting of haloalkyl, and alkoxy carboalkyl; R2 is selected from the group consisting of phenyl, p-chlorophenyl and p-bromophenyl; and R3 is selected from the group consisting of hydrogen and methyl.

354070

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