Substituted 6-aryl-3-thioxo-5-(thi) oxo-2,3,4,5-tetrahydro-1,2,4-triazinesThe invention relates to substituted 6-aryl-3-thioxo-5-(thi)oxo-2,3,4,5-tetrahydro-1,2,4-triazines of formula (I) and to their salts. In said formula, R is C1-C6-alkyl, C1-C6-halogen alkyl, and possibly substituted phenyl; R is NH2, C1-C6-alkyl, C1-C6-halogen alkyl, C2-C6-alkenyl, C3-C6-alkinyl, (C1-C6-alkoxy)carbonyl-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, C3-C6-cycloalkyl; Ar is a group corresponding to formula Ar, Ar, Ar or Ar; Y is O, S; Z is O, S, NH, N(C1-C6-alkyl) and R, R, R, R and R have the meaning given in the description. Said compounds are used as herbicides and for the desiccation/defoliation of plants.The 6-of the replacement of formula i aryl-3-sulfo--5-(sulfo-) oxo-2,3,4,5 tetrahydrochysenes-1,2, applicable salt on the agricultural of 4-triazine and chemical compounds i; wherein: x is oxygen or sulphur; r 1be c 1-c 6-alkyl, c 1-c 6-haloalkyl or as need to have one to three substituent phenyl, each substituting group is selected from following group: nitro, halogen, c 1-c 6-alkyl, c 1-c 6-haloalkyl and c 1-c 6-alkoxyl group; r 2be amino, c 1-c 6-alkyl, c 1-c 6-haloalkyl, c 2-c 6-alkenyl, c 3-c 6-alkynyl, (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkyl, c 1-c 6-alkoxy-c 1-c 6-alkyl, c 1-c 6-alkylthio-c 1-c 6-alkyl or c 3-c 6-cycloalkyl; ar is general formula ar 1-ar 4the aryl that replaces: r 3it is hydrogen or halogen; r 4be cyano group, halogen ,-cs-nh 2, hydroxyl, c 1-c 6-alkoxyl group, c 1-c 6-halogenated alkoxy, c 2-c 4-alkenyloxy, c 2-c 4-alkynyloxy group, (c 1-c 4-alkoxyl group) carbonyl-c 1-c 4-alkoxyl group or do not replace or phenyl ring on have one to three substituent benzyloxy, each substituting group is selected from following group: halogen, c 1-c 6-alkyl, c 1-c 6-alkoxyl group and c 1-c 6-halogenated alkoxy; r 5be hydrogen, nitro, cyano group, amino, hydroxylamino, halogen, c 1-c 6-alkyl, c 1-c 6-haloalkyl, formyl radical ,-ch=n-or 9,-ch (or 10) 2, r 11, r 12,-co-cl ,-co-or 13,-co-or 14-co-or 13,-co-n (r 15)-r 16,-co-or 14-co-n (r 15)-r 16,-ch 2-ch (r 17)-co-or 13,-ch=c (r 17)-co-or 13,-och (ch 3)-cooh ,-och (ch 3)-cooch 3,-n (r 20)-r 19,-so 2-cl ,-so 2-n (r 15)-r 16,-co-nh-or 15, -co-n (r 22)-or 15or and r 4represent chain o-ch together 2-ch 2-o wherein can have cyano group, halogen, c 1-c 6-alkyl, oxo, hydroxycarbonyl group or (c 1-c 6-alkoxyl group) carbonyl substituted base; r 6be hydrogen, hydroxyl, c 1-c 6-alkyl, c 1-c 6-alkoxyl group, (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkyl, c 1-c 6-alkoxyl group-(c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkyl, (c 1-c 6-alkoxyl group)-carbonyl-c 1-c 6-alkoxyl group, c 3-c 6-alkenyl, c 3-c 6-alkynyl, c 3-c 6-alkenyloxy or c 3-c 6-alkynyloxy group; r 7be hydrogen, c 1-c 6-alkyl or (c 1-c 6-alkoxyl group) carbonyl; r 8be hydrogen, hydroxyl, sulfydryl, halogen, c 1-c 6-alkyl, c 1-c 6-alkoxy-c 1-c 6-alkyl, hydroxycarbonyl group, hydroxycarbonyl group-c 1-c 6-alkyl, (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkyl, (c 1-c 6-alkoxyl group) carbonyl, c 1-c 6-alkoxyl group, c 1-c 6-alkoxy-c 1-c 6-alkoxyl group, c 3-c 6-alkenyloxy, c 3-c 6-alkynyloxy group, (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkoxyl group, c 1-c 6-alkylthio, (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkylthio, c 3-c 6-alkenyl thio, c 3-c 6-alkynes sulfenyl ,-n (r 23)-r 24,-ch 2-ch (r 17)-co-or 13or-ch=c (r 17)-co-or 13n is 0 or 1;y is oxygen or sulphur;z is an oxygen, sulphur or-n (r 23)-; r 9be hydrogen, c 1-c 6-alkyl or (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkyl; r 10be c 1-c 6-alkyl; r 11, r 12on 4 or 5 of dioxolane, be hydrogen independently of one another, c 1-c 6-alkyl, hydroxycarbonyl group or (c 1-c 6-alkoxyl group) carbonyl; r 13be hydrogen, c 1-c 6-alkyl, c 1-c 6-haloalkyl, c 1-c 6-alkoxy-c 1-c 6-alkyl, cyano group-c 1-c 6-alkyl, c 3-c 7-cycloalkyl, 3-oxetanyl, c 3-c 6-alkenyl, c 3-c 6-halogenated alkenyl or c 3-c 6-alkynyl; r 14be c 1-c 6-alkylidene group; r 15be hydrogen or c 1-c 6-alkyl; r 16be hydrogen, c 1-c 6-alkyl, c 3-c 7-cycloalkyl, (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkyl, c 1-c 6-alkyl sulphonyl or and r 15representative can be interrupted by oxo bridge and/or by (c together 1-c 6-alkoxyl group) tetramethylene of carbonyl substituted or five methene chain; r 17be hydrogen, halogen or c 1-c 6-alkyl; r 19be c 1-c 6-alkyl sulphonyl; r 20be hydrogen, c 1-c 6-alkyl or c 1-c 6-alkyl sulphonyl; r 21, r 22be c independently of one another 1-c 6-alkyl, (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkyl, c 3-c 6-alkenyl, c 3-c 6-alkynyl or benzyl; r 23be hydrogen or c 1-c 6-alkyl; r 24be hydrogen, c 1-c 6-alkyl, (c 1-c 6-alkoxyl group) carbonyl-c 1-c 6-alkyl, c 3-c 6-alkenyl, c 3-c 6-alkynyl or benzyl.
치환된 6 - 아릴 - 3 - 티옥소 - 5 - (티) 옥소 - 2, 3, 4, 5 - 테트라히드로 - 1, 2, 4 - 트리아진본 발명은 하기 화학식 Ⅰ의 치환된 6-아릴-3-티옥소-5-(티)옥소-2,3,4,5-테트라히드로-1,2,4-트리아진 및 그의 염에 관한 것이다. 상기 화합물은 제초제 및 식물의 건조제/고엽제로서 사용된다.＜화학식 I＞식 중, R1은 C1-C6-알킬, C1-C6-할로겐 알킬 및 가능하게는 치환된 페닐이고, R2는 NH2, C1-C6-알킬, C1-C6-할로겐알킬, C2-C6-알케닐, C3-C6-알키닐, (C1-C6-알콕시)카르보닐-C1-C6-알킬, C1-C6-알콕시-C1-C6-알킬, C1-C6-알킬티오-C1-C6-알킬, C3-C6-시클로알킬이며, Ar은 하기 화학식 Ar1, Ar2, Ar3 또는 Ar4에 상응하는 기이고, Y는 O, S이며, Z는 O, S, NH, N(C1-C6-알킬)이고, R3, R4, R5, R6, R7 및 R8은 명세서에 주어진 의미를 갖는다. ＜화학식 Ar1＞＜화학식 Ar2＞＜화학식 Ar3＞＜화학식 Ar4＞하기 화학식 Ⅰ의 치환된 6-아릴-3-티옥소-5-(티)옥소-2,3,4,5-테트라히드로-1,2,4-트리아진 및 화학식 I의 농업적으로 유용한 염. ＜화학식 I＞ [이미지] 식 중, X는 산소 또는 황이고, R1은 필요한 경우, 각 경우에 니트로, 할로겐, C1-C6-알킬, C1-C6-할로알킬 및 C1-C6-알콕시로 구성되는 군으로부터 선택된 한개 내지 세개의 치환체를 가질 수 있는 C1-C6-알킬, C1-C6-할로알킬 또는 페닐이고, R2는 아미노, C1-C6-알킬, C1-C6-할로알킬, C2-C6-알케닐, C3-C6-알키닐, (C1-C6-알콕시)카르보닐-C1-C6-알킬, C1-C6-알콕시-C1-C6-알킬, C1-C6-알킬티오-C1-C6-알킬 또는 C3-C6-시클로알킬이며, Ar은 하기 화학식 Ar1 내지 Ar4의 치환된 아릴 라디칼이고, ＜화학식 Ar1＞ [이미지] ＜화학식 Ar2＞ [이미지] ＜화학식 Ar3＞ [이미지] ＜화학식 Ar4＞ [이미지] R3은 수소 또는 할로겐이고, R4는 치환되지 않거나 각 경우에 할로겐, C1-C6-알킬, C1-C6-알콕시 및 C1-C6-할로알콕시로 구성되는 군으로부터 선택된 페닐 고리 상의 한개 내지 세개의 치환체를 가질 수 있는 시아노, 할로겐, -CS-NH2, 히드록실, C1-C6-알콕시, C1-C6-할로알콕시, C2-C4-알케닐옥시, C2-C4-알키닐옥시, (C1-C4-알콕시)카르보닐-C1-C4-알콕시 또는 벤질옥시이며, R5는 수소, 니트로, 시아노, 아미노, 히드록실아미노, 할로겐, C1-C6-알킬, C1-C6-할로알킬, 포르밀, -CH=N-OR9, [이미지] -CO-OR14-CO-OR13, -CO-N(R15)-R16, -CO-OR14-CO-N(R15)-R16, -CH2-CH(R17)-CO-OR13, -CH=C(R17)-CO-OR13, -OCH(CH3)-COOH, -OCH(CH3)-COOCH3, -N(R20)-R19, -SO2-Cl, -SO2-0N(R15)-R16, [이미지] R4와 함께 시아노, 할로겐, C1-C6-알킬, 옥소, 히드록시카르보닐 또는 (C1-C6-알콕시)카르보닐 치환체를 가질 수 있는 O-CH2-CH2-O 사슬이고, R6은 수소, 히드록실, C1-C6-알킬, C1-C6-알콕시, (C1-C6-알콕시)카르보닐-C1-C6-알킬, C1-C6-알콕시-(C1-C6-알콕시)카르보닐-C1-C6-알킬, (C1-C6-알콕시)카르보닐-C1-C6-알콕시, C3-C6-알케닐, C3-C6-알키닐, C3-C6-알케닐옥시 또는 C3-C6-알키닐옥시이며, R7은 수소, C1-C6-알킬 또는 (C1-C6-알콕시)카르보닐이고, R8은 수소, 히드록실, 머캡토, 할로겐, C1-C6-알킬, C1-C6-알콕시-C1-C6-알킬, 히드록시카르보닐, 히드록시카르보닐-C1-C6-알킬, (C1-C6-알콕시)카르보닐-C1-C6-알킬, (C1-C6-알콕시)카르보닐, C1-C6-알콕시, C1-C6-알콕시-C1-C6-알콕시, C3-C6-알케닐옥시, C3-C6-알키닐옥시, (C1-C6-알콕시)카르보닐-C1-C6-알콕시, C1-C6-알킬티오, (C1-C6-알콕시)카르보닐-C1-C6-알킬티오, C3-C6-알케닐티오, C3-C6-알키닐티오, -N(R23)-R24, -CH2-CH(R17)-CO-OR13 또는 -CH=C(R17)-CO-OR13이고, n은 0 또는 1이고, Y는 산소 또는 황이고, Z는 산소, 황 또는 -N(R23)-이며, R9는 수소, C1-C6-알킬 또는 (C1-C6-알콕시)카르보닐-C1-C6-알킬이고, R10은 C1-C6-알킬이고, 디옥솔란 고리의 4 또는 5 위치 상의 R11, R12는 서로 독립적으로 수소, C1-C6-알킬, 히드록시카르보닐 또는 (C1-C6-알콕시)카르보닐이고, R13은 수소, C1-C6-알킬, C1-C6-할로알킬, C1-C6-알콕시-C1-C6-알킬, 시아노-C1-C6-알킬, C3-C7-시클로알킬, 3-옥세타닐, C3-C6-알케닐, C3-C6-할로알케닐 또는 C3-C6-알키닐이고, R14는 C1-C6-알킬렌이고, R15는 수소 또는 C1-C6-알킬이고, R16은 수소, C1-C6-알킬, C3-C7-시클로알킬, (C1-C6-알콕시)카르보닐-C1-C6-알킬, C1-C6-알킬술포닐이거나, 또는 R15와 결합하여 산소 다리에 의해 차단될 수 있고(있거나) (C1-C6-알콕시)카르보닐기에 의해 치환될 수 있는 테트라메틸렌 또는 펜타메틸렌 사슬이며, R17은 수소, 할로겐 또는 C1-C6-알킬이고, R19는 C1-C6-알킬술포닐이며, R20은 수소, C1-C6-알킬 또는 C1-C6-알킬술포닐이고, R21, R22는 서로 독립적으로 C1-C6-알킬, (C1-C6-알콕시)카르보닐-C1-C6-알킬, C3-C6-알케닐, C3-C6-알키닐 또는 벤질이고, R23은 수소 또는 C1-C6-알킬이며, R24는 수소, C1-C6-알킬, (C1-C6-알콕시)카르보닐-C1-C6-알킬, C3-C6-알케닐, C3-C6-알키닐 또는 벤질이다.