HRP20161297T1 - 2-(supstituirani-fenil)-ciklopentan-1,3-dion spojevi, i njihovi derivati - Google Patents

2-(supstituirani-fenil)-ciklopentan-1,3-dion spojevi, i njihovi derivati Download PDF

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HRP20161297T1
HRP20161297T1 HRP20161297TT HRP20161297T HRP20161297T1 HR P20161297 T1 HRP20161297 T1 HR P20161297T1 HR P20161297T T HRP20161297T T HR P20161297TT HR P20161297 T HRP20161297 T HR P20161297T HR P20161297 T1 HRP20161297 T1 HR P20161297T1
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alkyl
independently
substituents
nitro
cyano
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HRP20161297TT
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Alaric James Avery
Mangala Mahadev PHADTE
James Nicholas Scutt
John Benjamin Taylor
Russell Colin Viner
Jeffrey Steven Wailes
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Syngenta Limited
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Claims (15)

1. Spoj s formulom (I): [image] naznačen time da: X je metil ili klor; R1 je metil ili klor; R2 je vodik, metil, etil, n-propil, ciklopropil, vinil, etinil, fluor, klor, brom, metoksi, etoksi ili fluorometoksi; R3, R4 i R5, međusobno neovisno, su vodik, C1-C5alkil, C2-C4 alkenil, C2-C4alkinil, C1-C2fluoroalkil ili C1-C3alkoksiC1-C3alkil; i R6 je: vodik; C1-C5alkil; C2-C4 alkenil; C2-C4alkinil; R6AA-C≡C-CH2-; C1-C2fluoroalkil; C1-C3alkoksiC1-C3alkil; C1-C3alkiltioC1-C3alkil; C1-C3alkilsulfinilC1-C3alkil; C1-C3alkilsulfonilC1-C3alkil; C3-C4cikloalkil; ili nesupstituirani 4, 5 ili 6 člani monociklički heterociklil koji ima jedan heteroatom u prstenu neovisno odabran od kisika, sumpora i dušika, te vezan na prstenski ugljikov atom unutar heterociklila; ili R6 je Q-(CH2)m-CH(R7)-, pri čemu m je 0 ili 1, i bilo koji R7 je vodik ili R7 i R5 su zajedno veza, i Q je proizvoljno supstituirani heterociklil kako je definirano ispod; ili R6 je Het-CH(R8)-, pri čemu bilo koji R8 je vodik ili R8 i R5 su zajedno veza, i Het je proizvoljno supstituirani heteroaril kako je definirano ispod; ili R6 je C3-C6cikloalkilC1-C2alkil-; ili je C4-C6cikloalkilC1-C2alkil- supstituiran, na cikloalkilnom prstenskom ugljikovom atomu koji nije prstenski ugljikov atom vezan na -C1-C2alkil- skupinu i koji nije vezan izravno na prstenski ugljikov atom koji je vezan na -C1-C2alkil- skupinu, preko jednog ili dva prstenska supstituenta koji su neovisno: =N-O-R10, okso (=O), C1-C4alkoksi, C1-C2haloalkoksi, 2-(C1-C3alkoksi)-etoksi, C3-C5cikloalkiloksi, (C3-C5cikloalkil)metoksi, C2-C3alkenil-CH2-oksi, C1-C3alkil ili C1-C2fluoroalkil; ili benziloksi u kojem je fenilni prsten proizvoljno supstituiran s jednim ili dva supstituenata koji su neovisno metil, metoksi, C1fluoroalkoksi, fluor ili klor; ili R6 je benzil proizvoljno supstituiran na njegovom fenilom prstenu s jednim ili dva supstituenta koji su neovisno: cijano, -C≡C-R6A, -C(R6B)=C(R6C)(R6CC), -C(O)-R6D, -S(O)2-R6E, -N(R6F)(R6G), C1-C3alkoksi, C1-C2fluoroalkoksi, ciklopropiloksi, CH2=CH-CH2-O-, HC=C-CH2-O-, halogen, C1-C2alkil, ili C1fluoroalkil; ili R3 i R4 uzeti zajedno su -(CH2)n1- ili -(CH2)n2-X1-(CH2)n3- i R5 i R6 su kako je ovdje definirano, ili R5 i R6 uzeti zajedno su -(CH2)n1- ili -(CH2)n2-X1-(CH2)n3- i R3 i R4 su kako je ovdje definirano; ili R4 i Rs uzeti zajedno su -C(R11)(R12)-C(R13)(R14)-C(R15)(R16)-C(R17)(R18)-, -C(R11)(R12)-C(R13)=C(R15)-C(R17)(R18)-, ili -CH(R19)-C(R20)(R21)-CH(R22)-; pri čemu Q je 4 do 7 člani monociklički ili 8 do 11 člani kondenzirani biciklički heterociklil, koji ima jedan ili dva prstenska heteroatoma koji su neovisno odabrani iz skupa koji čine kisik, sumpor i dušik; te pri čemu heterociklil Q je proizvoljno supstituiran s 1 ili 2 prstenska ugljikova supstituenta koji su neovisno C1-C3alkil, C1-C2fluoroalkil ili okso (=O), i/ili je proizvoljno supstituiran s jednim C1-C4alkilom, C1-C2fluoroalkilom, C1-C4alkoksi, C1-C2fluoroalkoksi, R9-C(O)- ili C1-C2alkil-S(O)2- supstituentom na prstenskom dušiku ako je prisutan, i/ili je proizvoljno supstituiran s jednim ili dva okso (=O) supstituenata na prstenskom sumporu ako je prisutan; pri čemu Het je heteroaril, vezan na ugljik u prstenu, koji je proizvoljno supstituiran s 1, 2 ili 3 prstenska ugljikova supstituenta koji su neovisno C1-C3alkil, C1-C2fluoroalkil, C1-C3alkil-C(O)-, C1-C2fluoroalkil-C(O)-, -C(O)-N(R6H)(R6J), -S(O)2-R6E, -N(R6F)(R6G), hidroksi (uključujući bilo koji okso tautomer), C2-C3alkenil, -C(R6BB)=C(R6C1)(R6C2), C2-C3alkinil, -C≡C-R6AA, C1-C3alkoksi, C1-C2fluoroalkoksi, ciklopropiloksi, CH2=CH-CH2-O-, HC=C-CH2-O-, halogen, cijano ili nitro; pod uvjetom da bilo koji halogen koji nije fluor, alkoksi, fluoroalkoksi, ciklopropiloksi, CH2=CH-CH2-O- ili HC=C-CH2-O- nije supstituiran na bilo kojem prstenskom ugljiku vezanom izravno na prstenski dušik u heteroarilu; i/ili, u slučaju 5-članog heteroarilnog prstena koji sadrži atom prstenskog dušika koji ne sudjeluje u C=N prstenskoj dvostrukoj vezi, heteroaril je proizvoljno supstituiran na prstenskom dušikovom atomu koji ne sudjeluje u C=N prstenskoj dvostrukoj vezi s jednim supstituentom C1-C3alkil, C1-C2fluoroalkil, C1-C3alkil-C(O)-, C1-C2fluoroalkil-C(O)- ili C1-C2alkil-S(O)2-; pri čemu: R6A je vodik, metil, C1fluoroalkil, fluor, klor ili brom; R6AA je C1fluoroalkil, fluor, klor ili brom; R6B , R6C i R6CC neovisno su vodik, metil, C1fluoroalkil, fluor ili klor; pod uvjetom da R6B, R6C i R6CC ukupno sadrže ne više od jednog ugljikovog atoma, i R6B, R6C i R6CC ukupno sadrže ne više od jednog klora; i R6BB , R6C1 i R6C2 neovisno su vodik, metil, C1fluoroalkil, fluor ili klor; pod uvjetom da R6BB, R6C1 i R6C2 ukupno sadrže ne više od jednog ugljikovog atoma, te R6BB, R6C1 i R6C2 ukupno sadrže ne više od jednog klora; te pod uvjetom da -C(R6BB)=C(R6C1)(R6C2) nije C2-C3alkenil; i R6D i R6E neovisno su C1-C3alkil, C1fluoroalkil, ili -N(R6H)(R6J); R6F je -C(O)-C1-C2alkil, -C(O)-C1fluoroalkil, -S(O)2-C1-C2alkil, -S(O)2-C1fluoroalkil, C1-C2alkil, ili C1fluoroalkil; R6G i R6J neovisno su vodik, metil ili C1fluoroalkil; i R6H je vodik, C1-C2alkil (npr. metil), ili C1fluoroalkil; i pri čemu R9 je C1-C4alkil, C2-C4alkenil vezan na ugljikov atom koji sudjeluje u dvostrukoj vezi C=C, C1-C2fluoroalkil, C1-C2alkoksimetil-, C1-C3alkoksi, ciklopropil, furanil, morpholin-4-il, izoksazol-3-il, 5-metil-izoksazol-3-il, pirazol-5-il, 3-metilpirazol-5-il, 1-metilpirazol-5-il, 1,3-dimetilpirazol-5-il; ili fenil ili fenil supstituiran s 1 ili 2 supstituenata koji su neovisno metil, etil, C1fluoroalkil, metoksi, C1fluoroalkoksi, fluor ili klor; pri čemu R10 i R23 su neovisno vodik, C1-C4alkil, C1-C2fluoroalkil, 2-(C1-C3alkoksi)-etil, C3-C5cikloalkil ili (C3-C5cikloalkil)metil; pri čemu X1 je O, S, S(O), S(O)2, NH, N(C1-C3alkil), N(C1-C3alkoksi), C(H)(C1-C2alkil), C(C1-C2alkil)2, C(H)(C1-C3alkoksi) ili C(Me)(C1-C2alkoksi); i n1 je 2, 3, 4 ili 5; i n2 i n3 su neovisno 1, 2 ili 3 pod uvjetom da n2 + n3 je 2, 3 ili 4; pri čemu: R11 i R18 su oba vodik, ili R11 i R18 uzeti su zajedno i tvore -O- ili -C1-C2alkilenski- most; i R12 i R17 su neovisno vodik, C1-C3alkil ili C1-C2alkoksiC1-C2alkil; R13, R14 i R15 su neovisno vodik, C1-C3alkil ili C1-C2alkoksiC1-C2alkil, pod uvjetom da jedan, dva ili svi R13, R14 i R15 su vodik; i R16 je vodik; C1-C3alkil; C1-C2alkoksiC1-C2alkil; fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži metil, C1fluoroalkil, metoksi, C1fluoroalkoksi, metiltio, fluor, klor, cijano ili nitro; ili piridinil vezan na ugljik u prstenu i proizvoljno supstituiran s 1, 2 ili 3 prstenska-ugljikova supstituenta koji su neovisno metil, C1fluoroalkil, metoksi, C1fluoroalkoksi, hidroksi (uključujući bilo koji okso tautomer), fluor, klor, cijano ili nitro, pod uvjetom da bilo koji klor, metoksi ili C1fluoroalkoksi nije supstituiran na bilo kojem prstenskom ugljiku vezanom izravno na prstenski dušik u piridinilu; i pri čemu: R19 i R22 su neovisno vodik, C1-C3alkil ili C1-C2alkoksiC1-C2alkil; i R20 i R21 su neovisno vodik, C1-C3alkil ili C1-C2alkoksiC1-C2alkil; ili R20 i R21 uzeti zajedno su okso (=O), =N-O-R23, ili =CH2; ili R20 i R21, zajedno s ugljikovim atomom na koji su vezani, tvore 5, 6 ili 7 člani zasićeni heterociklil, pri čemu heterociklil ima dva prstenska heteroatoma koji su neovisno kisik ili sumpor i koji nisu međusobno izravno vezani, te pri čemu heterociklil je proizvoljno supstituiran s 1, 2 ili 3 prstenska-ugljikova supstituenta koji su neovisno C1-C2alkil; i pri čemu: G je vodik; poljoprivredno prihvatljiv metal, ili poljoprivredno prihvatljiva sulfonijeva ili amonijeva skupina; ili G je C1-C8alkil, C2-C8fluoroalkil, fenilC1-C8alkil (pri čemu je fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano ili nitro), heteroarilC1-C8alkil (pri čemu heteroaril je proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3 alkilsulfonil, halogen, cijano ili nitro), C2-C7alkenil-CH2-, C2-C7alkenil-CH(Me)-, C2-C7alkenil-CMe2-, C2-C4fluoroalkenil-CH2-, C2-C7alkinil-CH2-, -C(Xa)-Ra, -C(Xb)-Xc-Rb, -C(Xd)-N(Rc)-Rd, -SO2-Re, -P(Xe)(Rf)-Rg ili-CH2-Xf-Rh; pri čemu Xa, Xb, Xc, Xd, Xe i Xf su međusobno neovisno kisik ili sumpor; te pri čemu Ra je H, C1-C21alkil, C2-C21alkenil, C2-C18alkinil, C1-C10fluoroalkil, C1-C10cijanoalkil, C1-C10nitroalkil, C1-C10aminoalkil, C1-C5alkilamino(C1-C5)alkil, C2-C8dialkilamino(C1-C5)alkil, C3-C7cikloalkil(C1-C5)alkil, C1-C5alkoksi(C1-C5)alkil, C3-C5alkeniloksi(C1-C5)alkil, C3-C5alkiniloksi (C1-C5)alkil, C1-C5alkiltio(C1-C5)alkil, C1-C5alkilsulfinil(C1-C5)alkil, C1-C5alkilsulfonil(C1-C5)alkil, C2-C8alkilideneaminoksi(C1-C5)alkil, C1-C5alkilkarbonil(C1-C5)alkil, C1-C5alkoksikarbonil(C1-C5)alkil, aminokarbonil(C1-C5)alkil, C1-C5alkilaminokarbonil(C1-C5)alkil, C2-C8dialkilaminokarbonil(C1-C5)alkil, C1-C5alkilkarbonilamino(C1-C5)alkil, N-(C1-C5)alkilkarbonil-N-(C1-C5)alkilamino(C1-C5)alkil, C3-C6trialkilsilil(C1-C5)alkil, fenil(C1-C5)alkil (pri čemu je fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), heteroaril(C1-C5)alkil (pri čemu heteroaril je proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), C2-C5fluoroalkenil, C3-C8cikloalkil; fenil ili fenil supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; ili heteroaril ili heteroaril supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3 alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; Rb je C1-C18alkil, C3-C18alkenil, C3-C18alkinil, C2-C10fluoroalkil, C1-C10cijanoalkil, C1-C10 nitroalkil, C2-C10aminoalkil, C1-C5alkilamino(C1-C5)alkil, C2-C8dialkilamino(C1-C5)alkil, C3-C7cikloalkil(C1-C5)alkil, C1-C5alkoksi(C1-C5)alkil, C3-C5alkeniloksi(C1-C5)alkil, C3-C5alkiniloksi(C1-C5)alkil, C1-C5alkiltio(C1-C5)alkil, C1-C5alkilsulfinil(C1-C5)alkil, C1-C5alkilsulfonil(C1-C5)alkil, C2-C8alkilideneaminoksi(C1-C5)alkil, C1-C5alkilkarbonil(C1-C5)alkil, C1-C5alkoksikarbonil(C1-C5)alkil, aminokarbonil(C1-C5)alkil, C1-C5alkilaminokarbonil(C1-C5)alkil, C2-C8dialkilaminokarbonil(C1-C5)alkil, C1-C5alkilkarbonilamino(C1-C5)alkil, N-(C1-C5)alkilkarbonil-N-(C1-C5)alkilamino(C1-C5)alkil, C3-C6trialkilsilil(C1-C5)alkil, fenil(C1-C5)alkil (pri čemu je fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), heteroarilC1-C5alkil (pri čemu heteroaril je proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkil-tio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), C3-C5fluoroalkenil, C3-C8cikloalkil; fenil ili fenil supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; ili heteroaril ili heteroaril supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3 alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; i Rc i Rd su svaki međusobno neovisno vodik, C1-C10alkil, C3-C10alkenil, C3-C10alkinil, C2-C10fluoroalkil, C1-C10cijanoalkil, C1-C10nitroalkil, C1-C10aminoalkil, C1-C5alkilamino(C1-C5)alkil, C2-C8dialkilamino(C1-C5)alkil, C3-C7cikloalkil(C1-C5)alkil, C1-C5alkoksi(C1-C5)alkil, C3-C5alkeniloksi(C1-C5)alkil, C3-C5alkiniloksi(C1-C5)alkil, C1-C5alkiltio(C1-C5)alkil, C1-C5alkilsulfinil(C1-C5)alkil, C1-C5alkilsulfonil(C1-C5)alkil, C2-C8alkilideneaminoksi(C1-C5)alkil, C1-C5alkilkarbonil(C1-C5)alkil, C1-C5alkoksikarbonil(C1-C5)alkil, aminokarbonil(C1-C5)alkil, C1-C5alkilaminokarbonil(C1-C5)alkil, C2-C8dialkilaminokarbonil(C1-C5)alkil, C1-C5alkilkarbonilamino(C1-C5)alkil, N-(C1-C5)alkilkarbonil-N-(C2-C5)alkilaminoalkil, C3-C6trialkilsilil(C1-C5)alkil, fenil(C1-C5)alkil (pri čemu je fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), heteroaril(C1-C5)alkil (pri čemu heteroaril je proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), C2-C5fluoroalkenil, C3-C8cikloalkil; fenil ili fenil supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; heteroaril ili heteroaril supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; heteroarilamino ili heteroarilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; diheteroarilamino ili diheteroarilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; fenilamino ili fenilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili s nitro; difenilamino ili difenilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; ili C3-C7cikloalkilamino, di(C3-C7cikloalkil)amino ili C3-C7cikloalkoksi; ili Rc i Rd, zajedno s dušikom na koji su oni vezani, tvore nesupstituirani 4, 5, 6 ili 7 člani prsten, koji proizvoljno sadrži jedan heteroatom odabran od O ili S; i Re je C1-C10alkil, C2-C10alkenil, C2-C10alkinil, C1-C10fluoroalkil, C1-C10cijanoalkil, C1-C10nitroalkil, C1-C10aminoalkil, C1-C5alkilamino(C1-C5)alkil, C2-C8dialkilamino(C1-C5)alkil, C3-C7cikloalkil(C1-C5)alkil, C1-C5alkoksi(C1-C5)alkil, C3-C5alkeniloksi(C1-C5)alkil, C3-C5alkiniloksi(C1-C5)alkil, C1-C5alkiltio(C1-C5)alkil, C1-C5alkilsulfinil(C1-C5)alkil, C1-C5alkilsulfonil(C1-C5)alkil, C2-C8alkilideneaminoksi(C1-C5)alkil, C1-C5alkilkarbonil(C1-C5)alkil, C1-C5alkoksikarbonil(C1-C5)alkil, aminokarbonil(C1-C5)alkil, C1-C5alkilaminokarbonil(C1-C5)alkil, C2-C8dialkilaminokarbonil(C1-C5)alkil, C1-C5alkilkarbonilamino(C1-C5)alkil, N-(C1-C5)alkilkarbonil-N-(C1-C5)alkilamino(C1-C5)alkil, C3-C6trialkilsilil(C1-C5)alkil, fenil(C1-C5)alkil (pri čemu je fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), heteroaril(C1-C5)alkil (pri čemu je heteroaril proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), C2-C5fluoroalkenil, C3-C8cikloalkil; fenil ili fenil supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; heteroaril ili heteroaril supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; heteroarilamino ili heteroarilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3 alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; diheteroarilamino ili diheteroarilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; fenilamino ili fenilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; difenilamino ili difenilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; ili C3-C7cikloalkilamino, di(C3-C7cikloalkil)amino, C3-C7cikloalkoksi, C1-C10alkoksi, C1-C10fluoroalkoksi, C1-C5alkilamino ili di(C1-C4alkil)amino; Rf i Rg su svaki međusobno neovisno C1-C10alkil, C2-C10alkenil, C2-C10alkinil, C1-C10alkoksi, C1-C10fluoroalkil, C1-C10cijanoalkil, C1-C10nitroalkil, C1-C10aminoalkil, C1-C5alkilamino(C1-C5)alkil, C2-C8dialkilamino(C1-C5)alkil, C3-C7cikloalkil(C1-C5)alkil, C1-C5alkoksi(C1-C5)alkil, C3-C5alkeniloksi(C1-C5)alkil, C3-C5alkiniloksi(C1-C5)alkil, C1-C5alkiltio(C1-C5)alkil, C1-C5alkilsulfinil(C1-C5)alkil, C1-C5alkilsulfonil(C1-C5)alkil, C2-C8alkilideneaminoksi(C1-C5)alkil, C1-C5alkilkarbonil(C1-C5)alkil, C1-C5alkoksikarbonil(C1-C5)alkil, aminokarbonil(C1-C5)alkil, C1-C5alkilaminokarbonil(C1-C5)alkil, C2-C8dialkilaminokarbonil(C1-C5)alkil, C1-C5alkilkarbonilamino(C1-C5)alkil, N-(C1-C5)alkilkarbonil-N-(C2-C5)alkilaminoalkil, C3-C6trialkilsilil(C1-C5)alkil, fenil(C1-C5)alkil (pri čemu je fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), heteroaril(C1-C5)alkil (pri čemu je heteroaril proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3alkilsulfonil, halogen, cijano, ili nitro), C2-C5fluoroalkenil, C3-C8cikloalkil; fenil ili fenil supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; heteroaril ili heteroaril supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3 alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; heteroarilamino ili heteroarilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3 alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; diheteroarilamino ili diheteroarilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3 alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; fenilamino ili fenilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; difenilamino ili difenilamino supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; ili C3-C7cikloalkilamino, di(C3-C7cikloalkil)amino, C3-C7cikloalkoksi, C1-C10fluoroalkoksi, C1-C5alkilamino ili di(C1-C4alkil)amino; ili benziloksi ili fenoksi, pri čemu benzil i fenil skupine su zauzvrat proizvoljno supstituirane s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; i Rh je C1-C10alkil, C3-C10alkenil, C3-C10alkinil, C1-C10fluoroalkil, C1-C10cijanoalkil, C1-C10nitroalkil, C2-C10aminoalkil, C1-C5alkilamino(C1-C5)alkil, C2-C8dialkilamino(C1-C5)alkil, C3-C7cikloalkil(C1-C5)alkil, C1-C5alkoksi(C1-C5)alkil, C3-C5alkeniloksi(C1-C5)alkil, C3-C5alkiniloksi(C1-C5)alkil, C1-C5alkiltio(C1-C5)alkil, C1-C5alkilsulfinil(C1-C5)alkil, C1-C5alkilsulfonil(C1-C5)alkil, C2-C8alkilideneaminoksi(C1-C5)alkil, C1-C5alkilkarbonil(C1-C5)alkil, C1-C5alkoksikarbonil(C1-C5)alkil, aminokarbonil(C1-C5)alkil, C1-C5alkilamino karbonil(C1-C5)alkil, C2-C8dialkilaminokarbonil(C1-C5)alkil, C1-C5alkilkarbonilamino(C1-C5)alkil, N-(C1-C5)alkilkarbonil-N-(C1-C5)alkilamino(C1-C5)alkil, C3-Cstrialkilsilil(C1-C5)alkil, fenil(C1-C5)alkil (pri čemu je fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3 alkilsulfonil, halogen, cijano ili nitro), heteroaril(C1-C5)alkil (pri čemu je heteroaril proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3 alkilsulfonil, halogen, cijano ili nitro), fenoksi(C1-C5)alkil (pri čemu je fenil proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3 alkilsulfonil, halogen, cijano ili nitro), heteroariloksi(C1-C5)alkil (pri čemu je heteroaril proizvoljno supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, C1-C3alkiltio, C1-C3alkilsulfinil, C1-C3 alkilsulfonil, halogen, cijano ili nitro), C3-C5fluoroalkenil, C3-C8cikloalkil; fenil ili fenil supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen ili nitro; heteroaril ili heteroaril supstituiran s neovisno 1, 2 ili 3 supstituenta, iz skupa koji sadrži C1-C3alkil, C1-C3fluoroalkil, C1-C3alkoksi, C1-C3fluoroalkoksi, halogen, cijano ili nitro; ili fenil-C(O)- ili C1-C6alkil-C(O)-; pri čemu "heteroaril" znači aromatski prstenski sustav koji sadrži barem jedan heteroatom u prstenu i koji se sastoji ili od jednog prstena ili dva kondenzirana prstena; i pri čemu je spoj s formulom (I) proizvoljno prisutan kao njegova agrokemijski prihvatljiva sol.
2. Spoj prema zahtjevu 1, naznačen time da G je vodik; poljoprivredno prihvatljiv metal, ili poljoprivredno prihvatljiva sulfonijeva ili amonijeva skupina; ili G je -C(Xa)-Ra ili -C(Xb)-Xc-Rb, pri čemu Xa, Ra, Xb, Xc i Rb su kako je definirano u zahtjevu 1.
3. Spoj prema zahtjevu 1 ili 2, naznačen time da, kada G je -C(Xa)-Ra ili -C(Xb)-Xc-Rb, tada Xa, Xb i Xc su kisik, Ra je C1-C10alkil, C2-C6alkenil, C2-C6alkinil, C3-C6cikloalkil ili C1-C4alkoksiC1-C4alkil; i Rb je C1-C10alkil, C2-C5alkenil-CH2-, C2-C4alkenil-CH(Me)-, C2-C5alkinil-CH2-, C2-C4alkinil-CH(Me)-, C3-C6cikloalkil ili C1-C4alkoksiC1-C4alkil.
4. Spoj prema zahtjevu 1, 2 ili 3, naznačen time da X je metil.
5. Spoj prema bilo kojem od zahtjeva 1 do 4, naznačen time da R1 je metil.
6. Spoj prema bilo kojem od zahtjeva 1 do 5, naznačen time da R2 je metil.
7. Spoj prema bilo kojem od prethodnih zahtjeva, naznačen time da: R6 je Q-CH(R7)- ili Het-CH(R8)-; i R7 i R8 su vodik.
8. Spoj prema bilo kojem od prethodnih zahtjeva, naznačen time da Het je proizvoljno supstituiran monociklički heteroaril, vezan na ugljik u prstenu, koji je: piridinil, pirazolil, imidazolil, pirazinil, pirimidinil, piridazinil, triazolil, tetrazol-5-il, oksazolil, tiazolil, izoksazolil, izotiazolil ili oksadiazolil; koji je proizvoljno prisutan kao njegova agrokemijski prihvatljiva sol.
9. Spoj prema bilo kojem od zahtjeva 1 do 7, naznačen time da Het je proizvoljno supstituiran monociklički heteroaril, vezan na ugljik u prstenu, koji je: piridin-2-il, piridin-3-il, pirazol-3-il, pirazol-4-il, pirazol-5-il, imidazol-2-il, pirazinil, pirimidin-4-il, ili piridazin-3-il; koji je proizvoljno prisutan kao njegova agrokemijski prihvatljiva sol.
10. Spoj prema bilo kojem od zahtjeva 1 do 7, naznačen time da Het je proizvoljno supstituiran monociklički heteroaril, vezan na ugljik u prstenu, koji je: piridin-2-il ili pirazol-3-il; koji je proizvoljno prisutan kao njegova agrokemijski prihvatljiva sol.
11. Spoj prema bilo kojem od prethodnih zahtjeva, naznačen time da, u Het, svaki prstenasti atom ugljika, koji je izravno vezan na prstenski atom koji je točka vezanja na -CH(R8)- skupinu, je nesupstituiran.
12. Spoj prema bilo kojem od zahtjeva 1 do 11, koji je spoj s formulom (IC): [image] naznačen time da X, R1, R2, R3, R4, R5, R6 i G su kako je definirano u jednom ili više od zahtjeva 1 do 11, te pri čemu više od 50% po molarnosti spoja s formulom (IC) ima naznačenu stereokemiju na prstenskom ugljikovom atomu vezanom na R5 i R6.
13. Herbicidni pripravak naznačen time da sadrži: (i) spoj s formulom (I), kako je definirano u bilo kojem od zahtjeva 1 do 12, i (ii) agrokemijski prihvatljiv nosač, razrjeđivač i/ili otapalo; te (iii) proizvoljno jedan ili više dodatnih herbicida i/ili proizvoljno zaštitno sredstvo.
14. Herbicidni pripravak prema zahtjevu 13, koji sadrži zaštitno sredstvo, naznačen time da zaštitno sredstvo sadrži benoksakor, klokvintocet-meksil, klokvintocetnu kiselinu njihovu agrokemijski prihvatljivu sol, ciprosulfamid, mefenpir-dietil i/ili N-(2-metoksibenzoil)-4-[(metilaminokarbonil)amino]benzenesulfonamid.
15. Postupak za kontroliranje travnatog monokotiledonskog korova u kulturama korisnih biljaka, naznačen time da obuhvaća primjenu spoja s formulom (I), kako je definirano u bilo kojem od zahtjeva 1 do 12, ili herbicidnog pripravka koji sadrži takav spoj kako je definirano u zahtjevu 13 ili 14, na biljke ili njihov lokus.
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CA2857236A1 (en) 2013-06-06
RS55269B1 (sr) 2017-02-28
CN103974618A (zh) 2014-08-06
HUE031437T2 (en) 2017-07-28
UY34480A (es) 2013-06-28
JP2015500222A (ja) 2015-01-05

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