N-haloacyl 4-spirocycloaliphatic oxazolidines

Claim 2

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 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 1-6 lower alkyl groups.

Claim 3

The oxazolidine of claim 1 wherein halo is chloro.

Claim 4

The oxazolidine of claim 1 wherein said 4-spirocycloaliphatic group is cyclohexyl.

Claim 5

The oxazolidine of claim 1 wherein said haloalkanoyl group is haloacetyl.

Claim 6

3-(α-chloroacetyl)-2,2-dimethyl-4-cyclohexanespiro oxazolidine.

Claim 7

3-(α-chloroacetyl)-2,2-dimethyl-4-cyclohexanespiro oxazolidine.

Claim 8

The oxazolidine of claim 1 wherein said haloalkanoyl group is α-chloroacetyl.

Claim 9

An N-haloalkanoyl 4-spirocycloaliphatic oxazolidine dialkylated in the 2-position with C 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 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 1-6 lower alkyl groups.

Claim 10

An N-haloalkanoyl 4-spirocycloaliphatic oxazolidine dialkylated in the 2-position with C 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 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 1-6 lower alkyl groups.

Claim 11

The compound of claim 7 wherein the spirocycloaliphatic group is cyclohexyl.

Claim 12

The compound of claim 7 wherein the 2-position alkyl groups are methyl groups and the remaining oxazolidine ring-carbon atom valences are satisfied by hydrogen.

Claim 13

The compound of claim 7 wherein the haloalkanoyl group is α-chloroacetyl.

Claim 14

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 1-6 alkyl groups, and said spirocycloaliphatic group is cyclopentyl, cyclohexyl, cycloheptyl or cyclooctyl.

Claim 15

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 1-6 alkyl groups, and said spirocycloaliphatic group is cyclopentyl, cyclohexyl, cycloheptyl or cyclooctyl.

Claim 16

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 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 1-6 lower alkyl groups.

Claim 17

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 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 1-6 lower alkyl groups.

Claim 18

The process of claim 12 wherein the oxazolidine is a 4-cyclohexanespiro oxazolidine.

Claim 19

The process of claim 13 wherein the oxazolidine is 3-(α-chloroacetyl)-2,2-dimethyl-4-cyclohexanespiro oxazolidine.

Claim 20

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 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 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.

Claim 21

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 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 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.

Claim 22

The process of claim 15 wherein the spirocycloaliphatic group is cyclohexyl.

Claim 23

The process of claim 15 wherein the 2-position alkyl groups are methyl groups and the remaining oxazolidine ring-carbon atom valences are satisfied by hydrogen.

Claim 24

The process of claim 15 wherein the haloalkanoyl group is α-chloroacetyl.

Claim 25

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 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 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 1-6 lower alkyl groups.

Claim 26

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 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 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 1-6 lower alkyl groups.

Claim 27

A composition in accordance with claim 19 wherein the spirocycloaliphatic group is cyclohexyl.

Claim 28

A composition in accordance with claim 19 wherein the haloalkanoyl group is α-chloroacetyl.

Claim 29

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-(α-chloroacetyl)-2,2-dimethyl-4-cyclohexanespiro oxazolidine.

Claim 30

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-(α-chloroacetyl)-2,2-dimethyl-4-cyclohexanespiro oxazolidine.