BR9813613A - 3- (benzazol-4-yl) pyrimidinedione derivative, use of a 3- (benzazol-4-yl) pyrimidinedione derivative or an agriculturally useful salt thereof, herbicidal composition, processes for the preparation of herbicidally active and control compositions of indispensable vegetation, arylurea, arylanilide, and, substituted 2-aminophenol, -thiophenol or -aniline - Google Patents

3- (benzazol-4-yl) pyrimidinedione derivative, use of a 3- (benzazol-4-yl) pyrimidinedione derivative or an agriculturally useful salt thereof, herbicidal composition, processes for the preparation of herbicidally active and control compositions of indispensable vegetation, arylurea, arylanilide, and, substituted 2-aminophenol, -thiophenol or -aniline

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Publication number
BR9813613A
BR9813613A BR9813613-5A BR9813613A BR9813613A BR 9813613 A BR9813613 A BR 9813613A BR 9813613 A BR9813613 A BR 9813613A BR 9813613 A BR9813613 A BR 9813613A
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BR
Brazil
Prior art keywords
alkyl
halide
benzazol
alkoxy
halogen
Prior art date
Application number
BR9813613-5A
Other languages
Portuguese (pt)
Inventor
Robert Reinhard
Gerhard Hamprecht
Markus Menges
Olaf Menke
Peter Schofer
Cyrill Zagar
Elisabeth Heistracher
Martina Otten
Helmut Walter
Karl-Otto Westphalen
Original Assignee
Basf Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Application filed by Basf Ag filed Critical Basf Ag
Publication of BR9813613A publication Critical patent/BR9813613A/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6558Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
    • C07F9/65583Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom

Abstract

"DERIVADO 3-(BENZAZOL-4-IL)PIRIMIDINADIONA, USO DE UM DERIVADO I DE 3-(BENZAZOL-4-IL)PIRIMIDINADIONA OU UM SAL AGRICULTURALMENTE úTIL DO MESMO, COMPOSIçãO HERBICIDA, PROCESSOS PARA A PREPARAçãO DE COMPOSIçõES HERBICIDAMENTE ATIVAS E DE CONTROLE DE VEGETAçãO INDESEJáVEL, ARILURéIA, ARILANILIDA, E, 2-AMINOFENOL SUBSTITUìDO, -TIOFENOL OU -ANILINA". A invenção é relacionada a derivados 3-(benzazol-4il)pirimidina-diona de fórmula (I): e os sais dos mesmos, por meio do qual X = O, S; R¹ = H, NH~ 2~, C~ 1~-C~ 6~-alquila, haleto de C~ 1~-C~ 6~-alquila; R² = H, halogênio, C~ 1~-C~ 6~-alquila, haleto de C~ 1~-C~ 6~-alquila, C~1~-C~6-alquil~; C~ 1~-C~ 6~-alquilsulfinila, C~ 1~-C~ 6~-alquilsulfonila; R³ = H, halogênio, C~ 1~-C~ 6~-alquila; R^ 4^ = H, halogênio; R^ 5^ = CN, halogênio, C~ 1~-C~ 6~-alquila, haleto de C~ 1~-C~ 6~-alquila, C~ 1~-C~ 6~-alcoxila, haleto de C~ 1~-C~ 6~-alcoxila; = Y- = um grupo = N-N(R^ 6^)-, =C(ZR^ 7^)-N(R^ 6^)-, =C(ZR^ 7^)-O-, C(ZR^ 7^)-S-; R^ 6^ = C~ 1~-C~ 6~-alquila, haleto de C~ 1~-C~ 4~-alquila, C~ 3~-C~ 6~-cicloalquila; C~ 3~-C~ 6~-alquenila, C~ 3~-C~ 6~-alquinila, C~ 1~-C~ 6~-alquil-SO~ 2~, C~ 1~-C~ 6~-alquil-CO, haleto de C~ 1~-C~ 6~-alquila-CO, C~ 1~-C~ 6~-alquila-CS, C~ 1~-C~ 6~-alcoxila-CO, C~ 1~-C~ 6~-alcoxila-CS ou C~ 1~-C~ 6~-alquila opcionalmente substituído; Z = ligação química, O, S, -S(O) -,-SO~ 2~-, -NH-, -N(R^ 8^)-, R^ 7^, R^ 8^ = C~ 1~-C~ 6~-alquila, haleto de C~ 1~-C~ 6~-alquila; hidroxi-C~ 1~-C~ 4~-alquila, ciano-C~ 1~-C~ 4~-alquila, C~ 1~-C~ 4~-alcoxil-C~ 1~-C~ 4~-alquila, haleto de C~ 1~-C~ 4~-alcoxil-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 4~-alqueniloxil-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 4~-alquiniloxil-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 8~-cicloalcoxil-C~ 1~-C~ 4~-alquila, amino-C~ 1~-C~ 4~-alquila, C~ 1~-C~ 4~-alquilamino-C~ 1~-C~ 4~-alquila, di(C~ 1~-C~ 4~-alquil)amino-C~ 1~-C~ 4~-alquila, C~ 1~-C~ 4~-alquiltio-C~ 1~-C~ 4~-alquila, haleto de C~ 1~-C~ 4~-alquiltio-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 4~-alqueniltio-C~ 1~-C~ 4~alquila, C~ 3~-C~ 4~-alquiniltio-C~ 1~-C~ 4~-alquila, C~ 1~-C~ 4~-alquilsulfinil-C~ 1~-C~ 4~-alquila, haleto de C~ 1~-C~ 4~-alquilsulfinil-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 4~-alquenilsulfinil-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 4~-alquinilsulfinil-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 6~-alquenila, ciano-C~ 3~-C~ 6~-alquenila, haleto de C~ 3~-C~ 6~-alquenila, C~ 3~-C~ 6~-alquinila, ciano C~ 3~-C~ 6~-alquinila, haleto de C~ 3~-C~ 6~-alquinila, HO-CO-C~ 1~-C~ 4~-alquila, (C~ 1~-C~ 4~-alcoxil)CO-C~ 1~-C~ 4~-alquila, (C~ 1~-C~ 4~-alquil)CS-C~ 1~-C~ 4~-alquila, H~ 2~N-CO-C~ 1~-C~ 4~-alquila, C~ 1~-C~ 4~-alqui-NHCO-C~ 1~-C~ 4~-alquila, di(C~ 1~-C~ 4~-alquil)NCO-C~ 1~-C~ 4~-alquila, di(C~ 1~-C~ 4~-alquil)fosfonil-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 8~-cicloalquila opcionalmente substituído, C~ 3~-C~ 8~-cicloalquil-C~ 1~-C~ 4~-alquila, fenila, fenil-C~ 1~-C~ 4~-alquila, heterociclila 3- a 7-ligado ou heterociclil-C~ 1~-C~ 4~-alquila, por meio do qual cada anel heterociclila pode conter um elo com o anel-CO ou elo com o anel-CS, ou contanto que Z = ligação química, R^ 7^ também H, OH, CN, SH, NH~ 2~, halogênio, -CH(OH)-CH~ 2~-R^ 9^, -CH(halogênio)-CH~ 2~-R^ 9^, -CH~ 2~-CH(halogênio)-R^ 9,^ -CH=CH-R^ 9^ ou -CH=C(halogênio)-R^ 9^, por meio do qual R^ 9^ = COOH, (C~ 1~-C~ 4~-alcoxil)carbonila, (C~ 1~-C~ 4~-alquiltio)carbonila, CONH~ 2~, C~ 1~-C~ 4~-alquil-NHCO ou di(C~ 1~-C~ 4~-alquil)NCO, ou R^ 7^ + R^ 8^ = uma cadeia opcionalmente substituída de 1,3-propileno-, tetrametileno-, pentametileno- ou etileno oxietileno-."PYRIMIDINATION DERIVATIVE 3- (BENZAZOL-4-IL), USE OF A PYRIMIDINATION DERIVATIVE I OF 3- (BENZAZOL-4-IL) OR AGRICULTURALLY USEFUL SALT OF THE SAME, HERBICIDAL COMPOSITION, PROCESSES FOR THE PREPARATION OF HERITIC COMPOUND CONTROL OF UNDESIRABLE VEGETATION, ARYLUREA, ARYLANILIDE, AND, 2-AMINOPHENOL REPLACED, -THIOPHENOL OR -ANILINE ". The invention relates to 3- (benzazol-4yl) pyrimidine-dione derivatives of formula (I): and the salts thereof, whereby X = O, S; R¹ = H, NH ~ 2 ~, C ~ 1 ~ -C ~ 6 ~ -alkyl, C ~ 1 ~ -C ~ 6 ~ -alkyl halide; R² = H, halogen, C ~ 1 ~ -C ~ 6 ~ -alkyl, C ~ 1 ~ -C ~ 6 ~ -alkyl halide, C ~ 1 ~ -C ~ 6-alkyl ~; C ~ 1 ~ -C ~ 6 ~ -alkylsulfinyl, C ~ 1 ~ -C ~ 6 ~ -alkylsulfonyl; R³ = H, halogen, C ~ 1 ~ -C ~ 6 ~ -alkyl; R ^ 4 ^ = H, halogen; R ^ 5 ^ = CN, halogen, C ~ 1 ~ -C ~ 6 ~ -alkyl, C ~ 1 ~ -C ~ 6 ~ -alkyl halide, C ~ 1 ~ -C ~ 6 ~ -alkoxy, C halide ~ 1 ~ -C ~ 6 ~ -alkoxy; = Y- = a group = NN (R ^ 6 ^) -, = C (ZR ^ 7 ^) - N (R ^ 6 ^) -, = C (ZR ^ 7 ^) - O-, C (ZR ^ 7 ^) - S-; R ^ 6 ^ = C ~ 1 ~ -C ~ 6 ~ -alkyl, C ~ 1 ~ -C ~ 4 ~ -alkyl halide, C ~ 3 ~ -C ~ 6 ~ -cycloalkyl; C ~ 3 ~ -C ~ 6 ~ -alkenyl, C ~ 3 ~ -C ~ 6 ~ -alkynyl, C ~ 1 ~ -C ~ 6 ~ -alkyl-SO ~ 2 ~, C ~ 1 ~ -C ~ 6 ~ -C-alkyl, C ~ 1 ~ -C ~ 6 ~ halide-CO, C ~ 1 ~ -C ~ 6 ~ -alkyl-CS, C ~ 1 ~ -C ~ 6 ~ -alkoxy-CO, C ~ 1 ~ -C ~ 6 ~ -alkoxy-CS or C ~ 1 ~ -C ~ 6 ~ -alkyl optionally substituted; Z = chemical bond, O, S, -S (O) -, - SO ~ 2 ~ -, -NH-, -N (R ^ 8 ^) -, R ^ 7 ^, R ^ 8 ^ = C ~ 1 ~ -C ~ 6 ~ -alkyl, C ~ 1 ~ -C ~ 6 ~ -alkyl halide; hydroxy-C ~ 1 ~ -C ~ 4 ~ -alkyl, cyano-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 1 ~ -C ~ 4 ~ -alkoxy-C ~ 1 ~ -C ~ 4 ~ - alkyl, C ~ 1 ~ -C ~ 4 ~ -alkoxy-C ~ 1 ~ -C ~ 4 ~ -alkyl halide, C ~ 3 ~ -C ~ 4 ~ -alkenyloxy-C ~ 1 ~ -C ~ 4 ~ - alkyl, C ~ 3 ~ -C ~ 4 ~ -alkynyloxy-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 3 ~ -C ~ 8 ~ -cycloalkoxy-C ~ 1 ~ -C ~ 4 ~ -alkyl, amino-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 1 ~ -C ~ 4 ~ -C-alkylamino-C ~ 1 ~ -C ~ 4 ~ -alkyl, di (C ~ 1 ~ -C ~ 4 ~ - alkyl) amino-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 1 ~ -C ~ 4 ~ -alkylthio-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 1 ~ -C ~ 4 halide ~ -Alkylthio-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 3 ~ -C ~ 4 ~ -alkenylthio-C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 3 ~ -C ~ 4 ~ -alkynylthio -C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 1 ~ -C ~ 4 ~ -alkylsulfinyl-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 1 ~ -C ~ 4 ~ -alkylsulfinyl halide -C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 3 ~ -C ~ 4 ~ -alkenylsulfinyl-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 3 ~ -C ~ 4 ~ -alkynylsulfinyl-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 3 ~ -C ~ 6 ~ -alkenyl, cyan-C ~ 3 ~ -C ~ 6 ~ -alkenyl, C ~ 3 ~ -C ~ 6 ~ -alkenyl halide , C ~ 3 ~ -C ~ 6 ~ -alkynyl, C ~ 3 ~ -C ~ 6 ~ -alkynyl, C ~ 3 ~ -C ~ 6 ~ -alkynyl halide, HO-CO-C ~ 1 ~ -C ~ 4 ~ -alkyl, (C ~ 1 ~ -C ~ 4 ~ -alkoxy) CO-C ~ 1 ~ -C ~ 4 ~ -alkyl, (C ~ 1 ~ -C ~ 4 ~ -alkyl) CS-C ~ 1 ~ -C ~ 4 ~ -alkyl, H ~ 2 ~ N-CO-C ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 1 ~ -C ~ 4 ~ -alkyl-NHCO-C ~ 1 ~ -C ~ 4 ~ -alkyl, di (C ~ 1 ~ -C ~ 4 ~ -alkyl) NCO-C ~ 1 ~ -C ~ 4 ~ -alkyl, di (C ~ 1 ~ -C ~ 4 ~ -alkyl) phosphonyl-C ~ 1 ~ -C ~ 4 ~ - alkyl, C ~ 3 ~ -C ~ 8 ~ -cycloalkyl optionally substituted, C ~ 3 ~ -C ~ 8 ~ -cycloalkyl-C ~ 1 ~ -C ~ 4 ~ -alkyl, phenyl, phenyl-C ~ 1 ~ -C ~ 4 ~ -alkyl, 3- to 7-linked heterocyclyl or C ~ 1 ~ -C ~ 4 ~ -alkyl heterocyclyl, whereby each heterocyclyl ring may contain a link with the CO-ring or link with the- CS, or as long as Z = chemical bond, R ^ 7 ^ also H, OH, CN, SH, NH ~ 2 ~, halogen, -CH (OH) -CH ~ 2 ~ -R ^ 9 ^, -CH (halogen ) -CH ~ 2 ~ -R ^ 9 ^, -CH ~ 2 ~ -CH (halogen) -R ^ 9, ^ -CH = CH-R ^ 9 ^ or -CH = C (halogen) -R ^ 9 ^ , whereby R ^ 9 ^ = COOH, (C ~ 1 ~ -C ~ 4 ~ -alkoxy) carbonyl, (C ~ 1 ~ -C ~ 4 ~ -alkylthio) carbonyl, CONH ~ 2 ~, C ~ 1 ~ -C ~ 4 ~ -alkyl-NHCO or di (C ~ 1 ~ -C ~ 4 ~ -alkyl) NCO, or R ^ 7 ^ + R ^ 8 ^ = an optionally substituted 1,3-propylene- chain, tetramethylene-, pentamethylene- or ethylene oxyethylene-.

BR9813613-5A 1997-12-17 1998-12-11 3- (benzazol-4-yl) pyrimidinedione derivative, use of a 3- (benzazol-4-yl) pyrimidinedione derivative or an agriculturally useful salt thereof, herbicidal composition, processes for the preparation of herbicidally active and control compositions of indispensable vegetation, arylurea, arylanilide, and, substituted 2-aminophenol, -thiophenol or -aniline BR9813613A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19755926A DE19755926A1 (en) 1997-12-17 1997-12-17 Herbicidal 3- (benzazol-4-yl) pyrimidinedione derivatives
PCT/EP1998/008098 WO1999031091A1 (en) 1997-12-17 1998-12-11 Herbicides 3-(benzazol-4-yl)pyrimidine-dione-derivatives

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BR9813613A true BR9813613A (en) 2000-10-10

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BR9813613-5A BR9813613A (en) 1997-12-17 1998-12-11 3- (benzazol-4-yl) pyrimidinedione derivative, use of a 3- (benzazol-4-yl) pyrimidinedione derivative or an agriculturally useful salt thereof, herbicidal composition, processes for the preparation of herbicidally active and control compositions of indispensable vegetation, arylurea, arylanilide, and, substituted 2-aminophenol, -thiophenol or -aniline

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EP (1) EP1047693A1 (en)
JP (1) JP2002508369A (en)
KR (1) KR20010033195A (en)
CN (1) CN1282331A (en)
AR (1) AR017885A1 (en)
AU (1) AU1878599A (en)
BG (1) BG104546A (en)
BR (1) BR9813613A (en)
CA (1) CA2312703A1 (en)
DE (1) DE19755926A1 (en)
IL (1) IL136309A0 (en)
PL (1) PL341306A1 (en)
SK (1) SK7502000A3 (en)
WO (1) WO1999031091A1 (en)
ZA (1) ZA9811490B (en)

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HUP0105063A2 (en) * 1998-11-16 2002-04-29 Basf Ag 3-{benz(ox/th1)azol-7-yl}-1h-pyrimidine-2,4-diones
DE19937772A1 (en) * 1999-08-10 2001-02-15 Bayer Ag Substituted heterocyclyl-2GH-chromenes
WO2001012625A2 (en) * 1999-08-12 2001-02-22 Basf Aktiengesellschaft Substituted benzoxazoles
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CN100398523C (en) * 2005-06-13 2008-07-02 上海师范大学 2,4-dichlor phenoxyacetic amide pyrimidine derivative and its preparation method and agricultural composition
CN102762552B (en) 2009-11-13 2016-04-06 巴斯夫欧洲公司 As 3-(3,4-dihydro-2H-benzo [Isosorbide-5-Nitrae] * piperazine-6-base)-1H-pyrimidine-2, the 4-dione compounds of weedicide
CN105294671B (en) * 2014-06-10 2018-03-20 华中师范大学 A kind of hybar X class compound and its application
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KR20010033195A (en) 2001-04-25
BG104546A (en) 2001-08-31
IL136309A0 (en) 2001-05-20
JP2002508369A (en) 2002-03-19
AU1878599A (en) 1999-07-05
DE19755926A1 (en) 1999-06-24
ZA9811490B (en) 2000-06-15
CN1282331A (en) 2001-01-31
CA2312703A1 (en) 1999-06-24
EP1047693A1 (en) 2000-11-02
AR017885A1 (en) 2001-10-24
SK7502000A3 (en) 2001-01-18
WO1999031091A1 (en) 1999-06-24

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