C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/273, 260/327
C07C 281/12 (2006.01) A01N 47/34 (2006.01) C07C 281/14 (2006.01) C07C 311/61 (2006.01) C07C 317/30 (2006.01) C07C 323/44 (2006.01) C07C 323/48 (2006.01) C07C 337/08 (2006.01) C07C 381/00 (2006.01) C07C 381/06 (2006.01) C07D 209/40 (2006.01) C07D 307/82 (2006.01) C07D 333/66 (2006.01) C07D 335/06 (2006.01) C07D 491/048 (2006.01) C07D 493/04 (2006.01) C07D 495/04 (2006.01) C07F 9/44 (2006.01)
Patent
CA 2005740
BA-8780B TITLE SUBSTITUTED SEMICARBAZONE ARTHROPODICIDES ABSTRACT OF THE DISCLOSURE Substituted semicarbazones, including all geometric and stereoisomers thereof, of the following formula, are useful as arthropodicides: 1. A compound of the formula Image wherein: Q is Image Image , , Q-1 Q-2 Image Image , , Q-3 Q-4 - 2 - Image , Image , Q-5 Q-6 Image , Image Q-7 Q-8 A is (CH2)t, O, S(O)q, NR7, OCH2 or S(O)qCH2, wherein, each carbon individually can be substituted with 1 to 2 substituents selected from 1 to 2 halogen, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C4-C7 alkylcycloalkyl, C2-C4 alkoxycarbonyl, or phenyl optionally substituted with 1 to 3. substituent independently selected from w; R1 and R2 are independently R8, halogen, CN, NO2, N3, SCN, OR8, SR8, SOR8, SO2R8, NR8R9, C(O)R8, CO2R8, C(O)NR8Rg~ OC(O)R8, OC02R8, OC(O)NR8R9, NRgC(O)R8, NR9C(O)NR8R9, OSO2R8, NR9SO2R8, or when m is 2, R1 is optionally taken together to form a 5 or 6 membered fused ring as OCH2O, OCH2CH2O OR CH2CH2O - 3 - each of which is optionally substituted with 1 to 4 halogen atoms or 1 to 2 methyl groups, or when n is 2, R2 is optionally taken together to form a 5 or 6 membered fused ring as OCH2O, OCH2CH2O or CH2CH2O each of which can be substituted 1 to 4 halogens or 1 to 2 methyl groups; R2 being other than CH3 when R1, R3 and R4 are H and A is CH2; R3 is H, C1-C6 alkyl, C1-C6 haloalkyl, C4-C6 alkylcycloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C2-C6 alkoxyalkyl, C2-C6 cyanoalkyl, C3-C8 alkoxycarbonylalkyl, OR8, S(O)qR8, NR8R9, CN, CO2R8, C(O)R8, C(O)NR8R9, C(S)NR8R9, C(S)R8, C(S)SR8, phenyl optionally substituted with (R10)p or benzyl optionally substituted with 1 to 3 substituents independently selected from W or R3 is C3-C6 cycloalkyl optionally substituted with 1 to 2 halogens or 1 to 2 CH3; R4 is H, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C2-C6 alkoxyalkyl, C2-C6 cyanoalkyl, phenyl optionally substituted with (R10)p or benzyl optionally substituted with 1 to 3 substituents independently selected from W; R5 and R6 are independently H, C1-C22 alkyl, C2-C22 alkoxyalkyl, C2-C22 alkylcarbonyl, C2-C22 alkoxycarbonyl, C2-C22 haloalkyl carbonyl, C2-C22 haloalkoxycarbonyl, SR11, CHO, C1-C4 alkylsulfonyl, phenylsulfonyl optionally substituted with 1 to 3 - 4 - substituents independently selected from W; C7-C15 phenoxycarbonyl optionally substituted with 1 to 3 substituents selected from W; C7-C15 phenylcarbonyl optionally substituted with 1 to 3 substituents independently selected from W; C(O)CO2C1 to C4 alkyl, C8-C12 benzyloxycarbonyl optionally substituted with 1 to 3 substituents independently selected from W; or R5 and R6 are independently phenyl optionally substituted with 1 to 3 substituents independently selected from W, or benzyl optionally substituted with 1 to 3 substituents independently selected from W; R7 is H, C1-C4 alkyl or phenyl optionally substituted with W; SR8, SOR8, SO2R8, C(O)R8, CO2R8, C(O)NR8R9, C(S)NR8R9, C(S)R8, C(S)OR8, P(O)(OR8)2, P(S)(OR8)2, P(O)(R3)OR8 or P(O)(R8)SR8; provided that when R7 is other than COR8, C(C))NR8R9 or C(S)NR8R9 then R8 is other than H; R8 is H, C1-C6 alkyl, C1-C6 haloalkyl, C4-C7 cycloalkylalkyl, C4-C7 halocycloalkylalkyl C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C2-C6 alkoxyalkyl, C2-C6 alkylthioalkyl, C1-C6 nitroalkyl, C2-C6 cyanoalkyl, C3-C8 alkoxycarbonylalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, phenyl optionally substituted with 1 to 3 substituents independently selected from W - 5 - or benzyl optionally substituted with 1 to 3 substituents independently selected from W; R9 is H, C1-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, or R8 and R9 is optionally taken together as (CH2)4, (CH2)5 or (CH2CH2OCH2CH2); R10 is R8, halogen, CN, NO2, N3, SCN, OR8, SR8, SOR8, SO2R8, NR8R9, COR8, CO2R8, CONR8R9, SO2NR8R9, OC(O)R8, OCO2R8, OC(O)NR8R9, NR9C(O)R8, NR9C(O)NR8R9, OSO2R8, NR9SO2R8 or when p is 2, R10 is optionally taken together to form a 5 or 6 membered fused ring as OCH2O, OCH2CH2O, or CH2CH2O each of which is optionally substituted with independently, 1 to 4 halogen atoms or 1 to 2 methyl groups; R11 is C1-C22 alkyl, C1-C22 haloalkyl, phenyl optionally substituted with 1 to 3 substituents independently selected from W, or R11 is NR12C(O)R13, NR12S(O)aR13, C(O)R13, N12R16, SR14, Image , Image or Image ; R12 and R16 are independently selected from C1 -C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C4-C7 cycloalkylalkyl, C2-C6 cyanoalkyl, C2-C6 alkoxyalkyl, C3-C6 alkoxycarbonylalkyl, C4-C8 dialkylaminocarbonylalkyl, phenyl optionally substituted by 1 to 2 substituents selected from W, benzyl optionally substituted by 1 to 2 substituents selected from W and phenethyl optionally substituted by 1 to 2 - 6 - substituents selected from W, or R12-R16 is optionally taken together as (CH2)4, (CH2)5 or (CH2)2O(CH2)2, each ring optionally substituted with 1 to 2 CH3; R13 is F, C1-c20 alkyl, C1-C6 haloalkyl, C2-C8 dialkylamino, piperidenyl, pyrrol- idenyl, morpholinyl, phenyl optionally sub- stituted with 1 to 3 substituents selected from W, or R13 is C1-C20 alkoxy C1-C6 haloalkoxy or C1-C4 alkoxy substituted with cyano, nitro, C1-C4 alkoxy, C4-C8 alkoxyalkoxy, C1-C2 alkylthio, C2-C3 alkoxycarbonyl, C3-C5 dialkylaminocarbonyl or phenyl optionally substituted with 1 to 3 substituents independently selected from W, or R13 is phenoxy optionally substituted with 1 to 3 substituents selected from W; R14 and R15 are independently selected from C1-4 alkyl, C2-C4 haloalkyl, phenyl optionally substituted with 1 to 3 substi- tuents independently selected from W or R14 and R15 is optionally taken together as (CH2)2, (CH2)3 or CH2C(CH3)2CH2; W is halogen, CN, NO2, C1-C2 alkyl, C1-C2 haloalkyl, C1-C2 alkoxy, C1-C2 haloalkoxy, C1-C2 alkylthio, C1-Cz haloalkylthio, Cl-C2 alkylsulfonyl or C1-C2 haloalkylsulfonyl; m is 1 to 5; n is 1 to 4; t is 0 to 3; q is 0 to 2; p is 1 to 3; a is 0 to 2; V is O or S; X is O or S; Y is O or S; and Z is O or S.
Daub John Powell
Lahm George Philip
Marlin Bradford Senn
E. I. Du Pont de Nemours And Company
Sim & Mcburney
LandOfFree
Substituted semicarbazone arthropodicides does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Substituted semicarbazone arthropodicides, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Substituted semicarbazone arthropodicides will most certainly appreciate the feedback.
Profile ID: LFCA-PAI-O-1733405