2-(PHENYLOXY OR PHENYLTHIO)PYRIMIDINE DERIVATIVES AS HERBICIDESDisclosed are compounds of Formula (1), including all stereoisomers, N-oxides, and salts thereof, wherein A, Z, R1, R2, R3 and m are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula (1) and methods for controlling undesired vegetation comprising contacting the undesired vegetation or its environment with an effective amount of a compound or a composition of the invention.A kind of compound, the compound is selected from chemical formula 1, its n- oxide and salt,whereina isb is o or s；r1it is h, c1-c6alkyl, c2-c6alkenyl, c2-c6alkynyl, c1-c6haloalkyl, c2-c6haloalkenyl group, c2-c6halo alkynyl, c3-c6cycloalkyl, c3-c6halogenated cycloalkyl, c3-c6halogenated cycloalkyl alkyl, c4-c8alkyl-cycloalkyl, c4-c8cycloalkyl-alkyl, c1-c6alkyl amino, c1-c6haloalkylamino, c2-c10dialkyl amido, c2-c10halo dialkyl amido, c3-c6ring ammonia base, c1-c6alkoxy, c3-c6alkenyloxy group, c3-c6alkynyloxy group, c1-c6halogenated alkoxy, c3-c6halo alkenyloxy group, c3-c6halo alkynyloxy group, c3-c6cycloalkyloxy, c3-c6halocycloalkoxy, c4-c8cycloalkyl alkoxy, c4-c8halocycloalkylalkoxy, c2-c6alkoxyalkyl, c2-c6halogenated alkoxy alkyl, c2-c6alkoxyhaloalkyl groups, c2-c6alkyloxy-alkoxy, c2-c6 cyanoalkyl, c2-c6cyano alkoxy, c3-c7cyano alkoxy alkyl, c1-c6hydroxy alkyl, c1-c64-nitro alkyl, c1-c6alkane sulfenyl, c1-c6halogenated alkylthio, c3-c8cycloalkylthio, c1-c6enylsulfanyl, c1-c6alkyl sulphinyl, c1-c6haloalkyl sulfinyl, c1-c6alkyl sulphonyl, c1-c6halogenated alkyl sulfonyl, c3-c8naphthene sulfamide base, c2-c6alkylthio alkyl, c2-c6haloalkylthioalkyl, benzyl ,-n (r7)or8、-on(r9a)(r9b) or-n (r7)n(r9a)(r9b)；z is o or s；r2it is halogen, cyano group, nitro, c1-c6alkoxy, c1-c6alkyl, c2-c6alkenyl, c2-c6alkynyl, c1-c6haloalkyl, c3-c6cycloalkyl or-sonr10；each r3it is independently halogen, cyano group, nitro, cho, c (=o) nh2, (=s) nh2、so2nh2、c1-c4alkyl, c2-c4alkene base, c2-c4alkynyl, c1-c4haloalkyl, c2-c4haloalkenyl group, c2-c4halo alkynyl, c3-c6cycloalkyl, c3-c6halo cycloalkanes base, c4-c8alkyl-cycloalkyl, c4-c8cycloalkyl-alkyl, c2-c6alkyl-carbonyl, c2-c6halogenated alkyl carbonyl, c2-c6alkoxy carbonyl base, c3-c7naphthene base carbonyl, c2-c4alkoxy, c3-c4alkenyloxy group, c3-c4alkynyloxy group, c1-c4halogenated alkoxy, c3-c6cycloalkanes epoxide, c3-c6halocycloalkoxy, c4-c8cycloalkyl alkoxy, c2-c6alkoxyalkyl, c2-c6halogenated alkoxy alkyl, c2- c6alkoxyhaloalkyl groups, c2-c6alkyloxy-alkoxy, c2-c4alkyl carbonyl epoxide, c2-c6cyanoalkyl, c2-c6cyano group alcoxyl base, c2-c4alkylthio alkyl ,-c (=o) n (r11a)(r11b) ,-c (=nor12) h ,-c (=n (r13)) h or-sonr14；m is 0,1,2 or 3；each n is independently 0,1 or 2；r4it is h, c1-c6alkyl or c1-c6haloalkyl；r5it is h, c1-c6alkyl, c2-c6alkenyl, c2-c6alkynyl, c1-c6haloalkyl, c2-c6haloalkenyl group, c2-c6halo alkynyl, c3-c6cycloalkyl, c3-c6halogenated cycloalkyl, c4-c8alkyl-cycloalkyl, c4-c8cycloalkyl-alkyl, c2-c6alkoxyalkyl, c2-c6 halogenated alkoxy alkyl, c2-c6alkoxyhaloalkyl groups, c2-c6cyanoalkyl, c3-c7cyano alkoxy alkyl, c1-c6hydroxyl alkane base, c1-c64-nitro alkyl, c2-c6alkylthio alkyl, c2-c6haloalkylthioalkyl or benzyl；each r6aand r6bit is independently h, c1-c6alkyl or c1-c6haloalkyl；r7it is h, c1-c6alkyl or c1-c6haloalkyl；r8it is h, c1-c6alkyl, c1-c6haloalkyl, c2-c6alkoxyalkyl, c2-c6halogenated alkoxy alkyl or c2-c6cyano group alkyl；each r9aand r9bit is independently h, c1-c6alkyl or c1-c6haloalkyl；r10it is independently c1-c6alkyl, c1-c6haloalkyl, c1-c6alkyl amino or c2-c10dialkyl amido；each r11ait is independently c1-c4alkyl or c1-c4haloalkyl；each r11bit is independently h, c1-c4alkyl or c1-c4haloalkyl；each r12it is independently h or c1-c4alkyl；each r13it is independently h, amino, c1-c4alkyl or c1-c4alkyl amino；each r14it is independently c1-c6alkyl, c1-c6haloalkyl, c1-c6alkyl amino or c2-c10dialkyl amido；andr15it is h or c1-c6alkyl；its condition is(i) when a is a-1, then r1it is not h, c1-c6alkyl or c2-c6alkenyl；(ii) when a is a-6, then r1it is not c1-c6alkyl sulphonyl；(iii) when a is a-1, r2it is cl and r3when being 3-br, then r1it is not c2alkylthio group, c2alkyl sulphinyl or c2alkane base sulfonyl；and(iv) compound with chemical formula 1 is not methyl 2- [(the chloro- 2- pyrimidine radicals of 5-) epoxide] benzoate, methyl 2- [(5- bromo- 2- pyrimidine radicals) epoxide] [(the bromo- 2- of 5- are phonetic by benzoate, 1- [2- [(the bromo- 2- pyrimidine radicals of 5-) epoxide] phenyl]-ethyl ketones and 2- piperidinyl) epoxide]-benzene acetonitrile.
제초제로서의 2-(페닐옥시 또는 페닐티오)피리미딘 유도체모든 입체 이성질체를 포함하는, 화학식 1의 화합물, 이들의 N-옥사이드, 및 염이 개시된다. 여기서, A, Z, R1, R2, R3 및 m은 본 명세서에 정의된 바와 같다. 또한, 화학식 1의 화합물을 함유하는 조성물, 및 불필요한 초목 또는 그 환경을 본 발명의 화합물 또는 조성물의 유효량과 접촉시키는 단계를 포함하는, 불필요한 초목을 방제하는 방법이 개시된다. [화학식 1][이미지]화학식 1로부터 선택되는 화합물, 이의 N-옥사이드 및 염.[화학식 1][이미지]여기서,A는[이미지]이고;B는 O 또는 S이고; R1은 H, C1-C6 알킬, C2-C6 알케닐, C2-C6 알키닐, C1-C6 할로알킬, C2-C6 할로알케닐, C2-C6 할로알키닐, C3-C6 시클로알킬, C3-C6 할로시클로알킬, C3-C6 할로시클로알킬알킬, C4-C8 알킬시클로알킬, C4-C8 시클로알킬알킬, C1-C6 알킬아미노, C1-C6 할로알킬아미노, C2-C10 디알킬아미노, C2-C10 할로디알킬아미노, C3-C6 시클로아미노, C1-C6 알콕시, C3-C6 알케닐옥시, C3-C6 알키닐옥시, C1-C6 할로알콕시, C3-C6 할로알케닐옥시, C3-C6 할로알키닐옥시, C3-C6 시클로알콕시, C3-C6 할로시클로알콕시, C4-C8 시클로알킬알콕시, C4-C8 할로시클로알킬알콕시, C2-C6 알콕시알킬, C2-C6 할로알콕시알킬, C2-C6 알콕시할로알킬, C2-C6 알콕시알콕시, C2-C6 시아노알킬, C2-C6 시아노알콕시, C3-C7 시아노알콕시알킬, C1-C6 하이드록시알킬, C1-C6 니트로알킬, C1-C6 알킬티오, C1-C6 할로알킬티오, C3-C8 시클로알킬티오, C1-C6 알케닐티오, C1-C6 알킬설피닐, C1-C6 할로알킬설피닐, C1-C6 알킬설포닐, C1-C6 할로알킬설포닐, C3-C8 시클로알킬설포닐, C2-C6 알킬티오알킬, C2-C6 할로알킬티오알킬, 벤질, -N(R7)OR8, -ON(R9a)(R9b) 또는 -N(R7)N(R9a)(R9b)이고;Z는 O 또는 S이고;R2는 할로겐, 시아노, 니트로, C1-C6 알콕시, C1-C6 알킬, C2-C6 알케닐, C2-C6 알키닐, C1-C6 할로알킬, C3-C6 시클로알킬 또는 -SOnR10이고;각각의 R3은 독립적으로 할로겐, 시아노, 니트로, CHO, C(=O)NH2, C(=S)NH2, SO2NH2, C1-C4 알킬, C2-C4 알케닐, C2-C4 알키닐, C1-C4 할로알킬, C2-C4 할로알케닐, C2-C4 할로알키닐, C3-C6 시클로알킬, C3-C6 할로시클로알킬, C4-C8 알킬시클로알킬, C4-C8 시클로알킬알킬, C2-C6 알킬카보닐, C2-C6 할로알킬카보닐, C2-C6 알콕시카보닐, C3-C7 시클로알킬카보닐, C2-C4 알콕시, C3-C4 알케닐옥시, C3-C4 알키닐옥시, C1-C4 할로알콕시, C3-C6 시클로알콕시, C3-C6 할로시클로알콕시, C4-C8 시클로알킬알콕시, C2-C6 알콕시알킬, C2-C6 할로알콕시알킬, C2-C6 알콕시할로알킬, C2-C6 알콕시알콕시, C2-C4 알킬카보닐옥시, C2-C6 시아노알킬, C2-C6 시아노알콕시, C2-C4 알킬티오알킬, -C(=O)N(R11a)(R11b), -C(=NOR12)H, -C(=N(R13))H 또는 -SOnR14이고;m은 0, 1, 2 또는 3이고;각각의 n은 독립적으로 0, 1 또는 2이고;R4는 H, C1-C6 알킬 또는 C1-C6 할로알킬이고;R5는 H, C1-C6 알킬, C2-C6 알케닐, C2-C6 알키닐, C1-C6 할로알킬, C2-C6 할로알케닐, C2-C6 할로알키닐, C3-C6 시클로알킬, C3-C6 할로시클로알킬, C4-C8 알킬시클로알킬, C4-C8 시클로알킬알킬, C2-C6 알콕시알킬, C2-C6 할로알콕시알킬, C2-C6 알콕시할로알킬, C2-C6 시아노알킬, C3-C7 시아노알콕시알킬, C1-C6 하이드록시알킬, C1-C6 니트로알킬, C2-C6 알킬티오알킬, C2-C6 할로알킬티오알킬 또는 벤질이고;각각의 R6a 및 R6b는 독립적으로 H, C1-C6 알킬 또는 C1-C6 할로알킬이고;R7은 H, C1-C6 알킬 또는 C1-C6 할로알킬이고;R8은 H, C1-C6 알킬, C1-C6 할로알킬, C2-C6 알콕시알킬, C2-C6 할로알콕시알킬 또는 C2-C6 시아노알킬이고;각각의 R9a 및 R9b는 독립적으로 H, C1-C6 알킬 또는 C1-C6 할로알킬이고;R10은 독립적으로 C1-C6 알킬, C1-C6 할로알킬, C1-C6 알킬아미노 또는 C2-C10 디알킬아미노이고;각각의 R11a는 독립적으로 C1-C4 알킬 또는 C1-C4 할로알킬이고; 각각의 R11b는 독립적으로 H, C1-C4 알킬 또는 C1-C4 할로알킬이고; 각각의 R12는 독립적으로 H 또는 C1-C4 알킬이고;각각의 R13은 독립적으로 H, 아미노, C1-C4 알킬 또는 C1-C4 알킬아미노이고; 각각의 R14는 독립적으로 C1-C6 알킬, C1-C6 할로알킬, C1-C6 알킬아미노 또는 C2-C10 디알킬아미노이고;R15는 H 또는 C1-C6 알킬이며;단, (i) A가 A-1인 경우, R1은 H, C1-C6 알킬 또는 C2-C6 알케닐이 아니고; (ii) A가 A-6인 경우, R1은 C1-C6 알킬설포닐이 아니고;(iii) A가 A-1이고, R2가 Cl이고, R3이 3-Br인 경우, R1은 C2 알킬티오, C2 알킬설피닐 또는 C2 알킬설포닐이 아니고; (iv) 화학식 1의 화합물은 메틸 2-[(5-클로로-2-피리미디닐)옥시]벤조에이트, 메틸 2-[(5-브로모-2-피리미디닐)옥시]벤조에이트, 1-[2-[(5-브로모-2-피리미디닐)옥시]페닐]-에탄온 및 2-[(5-브로모-2-피리미디닐)옥시]-벤젠아세토니트릴이 아님.