发明名称 Chemical compounds
摘要 The invention relates to pyrrolone compounds of the formula (I); wherein X, R1, R2, R3 and A are as defined in the specification. Furthermore, the present invention relates to processes and intermediates for making compounds of formula (I), to herbicidal compositions comprising these compounds and to methods of using these compounds to control plant growth.
申请公布号 US9611248(B2) 申请公布日期 2017.04.04
申请号 US201314906138 申请日期 2013.08.05
申请人 Syngenta Limited;Syngenta Participations AG 发明人 Dowling Alan John;Clough John Martin;Boehmer Jutta Martin;Phadte Mangala;Sonawane Ravindra;Longstaff Adrian;Morris James Alan;Desson Timothy Robert;Hotson Matthew Brian;Russell Sally;Ling Kenneth;Barnett Susan Patricia;Bacon David Philip;Moseley Donn Warwick;Mound William Roderick
分类号 C07D401/04;A01N43/40;C07D403/04;C07D403/14;C07D407/14;C07D409/14;A01N43/42;A01N43/54;A01N43/58;A01N43/84;A01N55/00;C07D405/14;C07F7/08 主分类号 C07D401/04
代理机构 代理人 Cueva James
主权项 1. A herbicidal compound of the formula (I) wherein X is selected from S and O; A is selected from Ra is selected from hydrogen and halogen; Rb is selected from hydrogen, formyl, hydroxyl, halogen, nitro, cyano, C1-C6 alkyl, C1-C6 cyanoalkyl, C3-C6 cycloalkyl, C3-C6 cyanocycloalkyl, C1-C6 haloalkyl, C1-C6 alkylthio, C1-C6 alkoxy, C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkoxy C1-C6 alkoxy, C1-C6 alkthio C1-C6 alkyl, aryl C1-C6 alkylthio, C3-C6 cycloalkoxy, aryl C1-C6 alkoxy, aryl C1-C6 alkoxy C1-C6 alkoxy, C1-C6 cyanoalkoxy, C1-C6 haloalkoxy, C2-C6 alkenyl, C2-C6 alkynyl, C2-C6 cyanoalkenyl, C2-C6 cyanoalkynyl, C2-C6 alkenyloxy, C2-C6 alkynyloxy, C2-C6 haloalkenyl, C2-C6 haloalkynyl, C2-C6 haloalkenyloxy, C2-C6 haloalkynyloxy, C1-C6 alkoxy C2-C6 alkenyl, C1-C6 alkoxy C2-C6 alkynyl, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C1-C6 alkylsulfonyloxy, C1-C6 alkylcarbonyl, C1-C6 haloalkylcarbonyl, a group R10O(O)C—, C2-C6 alkenylcarbonyl, C2-C6 alkynylcarbonyl, C2-C6 haloalkenylcarbonyl, C2-C6 haloalkynylcarbonyl, C1-C6 alkoxycarbonyloxy, C1-C6 alkenyloxycarbonyloxy, C1-C6 alkynyloxycarbonyloxy, C1-C6 haloalkoxycarbonyloxy, tri C1-C6 alkylsilyl C2-C6 alkynyl, a group R5R6N—, a group R5C(O)N(R6)—, a group R5S(O2)N(R6)—, a group R5R6NC(O)—, a group R5R6NC(O)O—, a group R5R6NSO2—, a C6-C10 aryl group optionally substituted by from 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy and C1-C6 alkyl S(O2)— or any two groups on adjacent carbon atoms together with the carbon atoms to which they are attached form a 3-6 membered saturated or partially unsaturated ring optionally comprising from 1 to 3 heteroatoms independently selected from S, O and N; a C5-C10 heteroaryl group optionally substituted by from 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy; a C6-C10 aryloxy group optionally substituted by from 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy; a C6-C10 benzyl group optionally substituted by from 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy; a C6-C10 benzyloxy group optionally substituted by from 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy; a C3-C6 heterocyclyl group optionally substituted by from 1 to 3 groups independently selected from C1-C4 alkyl; a C5-C10 heteroaryl C1-C6 alkoxy group optionally substituted by from 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy; a heterocyclyl C1-C6 alkoxy group optionally substituted by from 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy; and a C3-C6 cycloalkyl ring optionally comprising from 1 to 3 heteroatoms independently selected from S, O and N and optionally substituted with from 1 to 3 groups independently selected from halogen or C1-C6 alkyl; or Rb and Rc together with the carbon atoms to which they are attached form a 3-6 membered saturated or partially unsaturated ring optionally comprising from 1 to 3 heteroatoms independently selected from S, O and N and optionally substituted with from 1 to 3 groups independently selected from halogen or C1-C6 alkyl; Rc is selected from hydrogen, formyl, halogen, cyano, C1-C6 alkyl, C1-C6 cyanoalkyl, C3-C6 cycloalkyl, C3-C6 cyanocycloalkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 cyanoalkoxy, C1-C6 haloalkoxy, C2-C6 alkenyl, C2-C6 alkynyl, C2-C6 cyanoalkenyl, C2-C6 cyanoalkynyl, C2-C6 alkenyloxy, C1-C6 alkoxy C1-C6 alkyl, C2-C6 alkynyloxy, C2-C6 haloalkenyl, C2-C6 haloalkynyl, C2-C6 haloalkenyloxy, C1-C6 alkthio C1-C6 alkyl, C2-C6 haloalkynyloxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C1-C6 alkylcarbonyl, C1-C6 haloalkylcarbonyl, a group R5R6N— and, when Rb is other than hydrogen or methyl, nitro; or Rb and Rc together with the carbon atoms to which they are attached form a 3-6 membered saturated or partially unsaturated ring optionally comprising from 1 to 3 heteroatoms independently selected from S, O and N and optionally substituted with from 1 to 3 groups independently selected from halogen or C1-C6 alkyl; Rd is selected from hydrogen, cyano and halogen; R1 is C1-C6 alkyl or C1-C3 alkoxy and R2 is chlorine or bromine, C2-C6 alkenyloxy, C1-C6 haloalkyloxy or C1-C3 alkoxy with the proviso that R1 and R2 are not both C1-C3 alkoxy; R3 is selected from halogen, hydroxyl, or any one of the following groups R5 and R6 are independently selected from hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, aryl C1-C6 alkyl, or R5 and R6 together with the carbon atoms to which they are attached form a 3-6 membered saturated or partially unsaturated ring optionally comprising from 1 to 3 heteroatoms independently selected from S, O and N and optionally substituted with from 1 to 3 groups independently selected from halogen or C1-C6 alkyl; R7 and R8 are independently selected from hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkynyl; 5 to 10 membered heteroaryl which can be mono- or bicyclic comprising from 1 to 4 heteroatoms independently selected from N, O and S, optionally substituted with 1 to 3 groups independently selected from halogen, C1-C3 alkyl, C1-C3 haloalkyl and C1-C3 alkoxy; C6-C10 aryl optionally substituted with 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy; or R7 and R8 together with the carbon atoms to which they are attached form a 3-6 membered saturated or partially unsaturated ring optionally comprising from 1 to 3 heteroatoms independently selected from S, O and N and optionally substituted with from 1 to 3 groups independently selected from halogen or C1-C6 alkyl; R9 is selected from C1-C6 alkyl or benzyl optionally substituted with 1 to 3 groups independently selected from halogen, nitro, cyano, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, and C1-C3 haloalkoxy; R10 is selected from hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl and C2-C6 alkynyl; with the provisos that (i) if Rb is methylthio, methoxy, methoxycarbonyl, fluorine or trifluoromethyl and R2 is chlorine or bromine, Rc cannot be hydrogen and (ii) if Rb is tri C1-C6 alkylsilyl C2-C6 alkynyl, R2 cannot be chlorine or bromine; or an N-oxide or salt form thereof.
地址 Guildford, Surrey GB