N-haloacyl 4-spirocycloaliphatic oxazolidines
AssigneeSCM Corporation
InventorsKenneth P. Dorschner, James A. Albright
Life of this patent
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Abstract
Certain N-(C.sub.2-4 haloalkanoyl) oxazolidines having the 4-carbon atom valences satisfied by certain alkylene groups, thus forming with the respective ring-carbon a spirocycloaliphatic group containing from 5 to 12 carbon atoms, are selective herbicides for crop protection.
Claims22
An N-haloalkanoyl 4-spirocycloaliphatic oxazolidine, wherein the haloalkanoyl group has 2 to 4 carbon atoms, the remaining oxazolidine ring-carbon atom valences are satisfied by hydrogen or C.sub.1-6 alkyl groups, and said spirocycloaliphatic group contains 5 to 12 carbon atoms and is selected from the group consisting of cyclopentyl, cyclohexyl, cyclohexenyl, cycloheptyl, cyclooctyl wherein said cycloaliphatic groups are unsubstituted or substituted with C.sub.1-6 lower alkyl groups.
3-(.alpha.-chloroacetyl)-2,2-dimethyl-4-cyclohexanespiro oxazolidine.
An N-haloalkanoyl 4-spirocycloaliphatic oxazolidine dialkylated in the 2-position with C.sub.1-6 alkyl groups wherein the haloalkanoyl group contains 2 to 4 carbon atoms, the remaining oxazolidine ring-carbon atom valences are satisfied by hydrogen or C.sub.1-6 alkyl groups, and said spirocycloaliphatic group contains 5 to 12 carbon atoms and is selected from the group consisting of cyclopentyl, cyclohexyl, cyclohexenyl, cycloheptyl, cyclooctyl wherein said cycloaliphatic groups are unsubstituted or substituted with C.sub.1-6 lower alkyl groups.
A herbicidal composition comprising an agricultural carrier and an herbicidal amount of about 1-98% of an N-haloalkanoyl 4-spirocycloaliphatic oxazolidine, wherein the haloalkanoyl group has 2 to 4 carbon atoms, the remaining ring-carbon atom valences are satisfied with hydrogen atoms or C.sub.1-6 alkyl groups, and said spirocycloaliphatic group is cyclopentyl, cyclohexyl, cycloheptyl or cyclooctyl.
A process for protecting crop plants from undesirable growth of other unwanted vegetation which comprises applying to the locus thereof a herbicidal amount of a 4-spirocycloaliphatic N-haloalkanoyl oxazolidine wherein the haloalkanoyl group has 2 to 4 carbon atoms, the remaining ring-carbon atom valences are satisfied with hydrogen atoms or C.sub.1-6 alkyl groups, and said spirocycloaliphatic group contains 5 to 12 carbon atoms being selected from the group consisting of cyclopentyl, cyclohexyl, cyclohexenyl, cycloheptyl, cyclooctyl wherein said cycloaliphatic groups are unsubstituted or substituted with C.sub.1-6 lower alkyl groups.
A process for protecting crop plants from undesirable growth of vegetation which comprises applying to the locus thereof a herbicidally effective amount of an N-haloalkanoyl 4-spirocycloaliphatic oxazolidine dialkylated in the 2-position with C.sub.1-6 alkyl groups wherein the haloalkanoyl group contains 2 to 4 carbon atoms, the remaining oxazolidine ring -carbon atom valences are satisfied with hydrogen atoms or C.sub.1-6 alkyl groups, and said spirocycloaliphatic group contains 5 to 12 carbon atoms and is selected from the group consisting of cyclopentyl, cyclohexyl, cycloheptyl, or cyclooctyl.
A herbicidal composition comprising an agricultural carrier and an amount in the range from about one percent to about ninety-eight percent by weight of the composition of an N-haloalkanoyl 4-spirocycloaliphatic oxazolidine that is dialkylated in the 2-position with C.sub.1-6 alkyl groups and wherein the haloalkanyl group contains from 2 to 4 carbon atoms, the remaining oxazolidine ring-carbon atoms are satisfied by hydrogen or C.sub.1-6 alkyl groups, and said spiroaliphatic group contains 5 to 12 carbon atoms and is selected from the group consisting of cyclopentyl, cyclohexyl, cyclohexenyl, cycloheptyl, cyclooctyl wherein said cycloaliphatic groups are unsubstituted or substituted with C.sub.1-6 lower alkyl groups.
A herbicidal composition comprising an agricultural carrier and an amount in the range of from about one percent to about ninety-eight percent by weight of the composition of 3-(.alpha.-chloroacetyl)-2,2-dimethyl-4-cyclohexanespiro oxazolidine.
Dependencies are inferred from the claim text.