Patent CA-2260277-C (CA)
Title: Imidazolate sulfuryl difluorides
Inventor: SYVRET ROBERT GEORGE
IPC: C07D233/54
Filed: 1999-01-25
Granted: 2003-07-08
Abstract: A compound having the structure:   (see Formula I) wherein R1-3 are the same or different and are selected from the group consisting of hydrogen, halogen, C1-8 alkyl, C1-8 haloalkyl, alkoxyalkyl where the alkoxy portion is C1-3 and the alkyl portion is C1-8, haloalkoxyalkyl where the haloalkoxy portion is C1-3 and the alkyl portion is C1-8, haloalkoxyhaloalkyl where the haloalkoxy portion is C1-3 and the haloalkyl portion is C1-8, C4-10 aryl, C4-10 haloaryl, alkylaryl where the alkyl portion is C1-8 and the aryl portion is C4-10, alkoxyaryl where the alkoxy portion is C1-3 and the aryl portion is C4-10, alkoxyalkylaryl where the alkoxy and alkyl portions each are C1-3 and the aryl portion is C4-10, C4-10 heteroaryl in which the heteroatom is oxygen, nitrogen or sulfur, cyano, nitro, amino, sulfonic acid, sulfonic methyl ester, a C4-8 saturated cyclic hydrocarbon having 1-3 heteroatoms selected from the group consisting of oxygen, nitrogen, sulfur, and mixtures thereof; and further R2-3 together form: (a) a cyclic ring having 2-10 carbon ring members and 1 heteroatom selected from the group consisting of oxygen, sulfur, nitrogen, C1-3 alkylated nitrogen, protonated nitrogen, and halogenated nitrogen; or (b) an unsaturated cyclic ring with 2 to 4 carbon atoms and 0-3 heteroatoms selected from the group consisting of oxygen, sulfur, nitrogen, C1-3 alkylated nitrogen, protonated nitrogen, and halogenated nitrogen; or (c) a fused C4-10 aryl, alkylaryl where the alkyl portion is C1-3 and the aryl portion is C4-10, haloalkylaryl where the haloalkyl portion is C1-3, and the aryl portion is C4-10, or C4-10 haloaryl radical; wherein R' and R" are the same or different and are selected from the group consisting of hydrogen, halogen, C1-8 alkyl, C1-8 haloalkyl, alkoxyalkyl where the alkoxy portion is C1-3 and the alkyl portion is C1-8, haloalkoxyalkyl where the haloalkoxy portion is C1-3 and the alkyl portion is C1-8, haloalkoxyhaloalkyl where the haloalkoxy portion is C1-3 and the haloalkyl portion is C1-8, C4-10 aryl, C4-10 haloaryl, alkylaryl where the alkyl portion is C1-8 and the aryl portion is C4-10, alkoxyaryl where the alkoxy portion is C1-3 and the aryl portion is C4-10, alkoxyalkylaryl where the alkoxy and alkyl portions each are C1-3 and the aryl portion is C4-10, C4-10 heteroaryl in which the heteroatom is oxygen, nitrogen or sulfur or taken together with the nitrogen group form a saturated cyclic ring having 2-10 carbon ring members and 0-2 heteroatoms selected from the group consisting of oxygen, nitrogen, sulfur, and mixtures thereof; and further R' and R" together form an imidazole ring of the formula:      having R4-6 which are the same or different than R1-3 on the other ring and are selected from the group consisting of hydrogen, halogen, C1-8 alkyl, C1-8 haloalkyl, alkoxyalkyl where the alkoxy portion is C1-3 and the alkyl portion is C1-8, haloalkoxyalkyl where the haloalkoxy portion is C1-3 and the alkyl portion is C1-8, haloalkoxyhaloalkyl where the haloalkoxy portion is C1-3 and the haloalkyl portion is C1-8, C4-10 aryl, C4-10 haloaryl, alkylaryl where the alkyl portion is C1-8 and the aryl portion is C4-10, alkoxyaryl where the alkoxy portion is C1-3 and the aryl portion is C4-10, alkoxyalkylaryl where the alkoxy and alkyl portions each are C1-3 and the aryl portion is C4-10, C4-10 heteroaryl in which the heteroatom is oxygen, nitrogen or sulfur, cyano, nitro, amino, sulfonic acid, sulfonic methyl ester, a C4-8 saturated cyclic hydrocarbon having 1-3 heteroatoms selected from the group consisting of oxygen, nitrogen, sulfur, and mixtures thereof; and further R5-6 together form: (a) a cyclic ring having 2-10 carbon ring members and 1 heteroatom selected from the group consisting of oxygen, sulfur, nitrogen, C1-3 alkylated nitrogen, protonated nitrogen, and halogenated nitrogen; or (b) an unsaturated cyclic ring with 2 to 4 carbon atoms and 0-3 heteroatoms selected from the group consisting of oxygen, sulfur, nitrogen, C1-3 alkylated nitrogen, protonated nitrogen, and halogenated nitrogen; or (c) a fused C4-10 aryl, alkylaryl where the alkyl portion is C1-3 and the aryl portion is C4-10, haloalkylaryl where the haloalkyl portion is C1-3 and the aryl portion is C4-10, or C4-10 haloaryl radical.