LV10992B - 4- phenoxycoumarins as herbicidal agents - Google Patents

4- phenoxycoumarins as herbicidal agents Download PDF

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LV10992B
LV10992B LVP-95-226A LV950226A LV10992B LV 10992 B LV10992 B LV 10992B LV 950226 A LV950226 A LV 950226A LV 10992 B LV10992 B LV 10992B
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alkyl
dichlorophenoxy
halogen
haloalkyl
optionally substituted
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LVP-95-226A
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LV10992A (lv
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Sergio I Alvarado
Pierre Antoine Marc
Brian J Dahlke
Eileen M Reilly
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American Cyanamid Co
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/18—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with sulfur as the ring hetero atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/22—O-Aryl or S-Aryl esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/42—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4
    • C07D311/44—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3
    • C07D311/46—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3 unsubstituted in the carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/42—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4
    • C07D311/44—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3
    • C07D311/54—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3 substituted in the carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
    • C07D335/04—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D335/06—Benzothiopyrans; Hydrogenated benzothiopyrans

Claims (5)

  1. LV 10992 Izgudrojuma formula 1. Paņēmiens viengadīgo, daudzgadīgo un ūdenī augošu viendīgļlapju apkarošanai paredz apstrādāt augsni vai ūdeni, kas satur minēto augu sēklas vai citus vairošanās orgānus, ar herbicīdi aktīvu daudzumu savienojuma (I) X'
    kura formulā: X un X’, neatkarīgi viens no otra, ir halogēna atoms, C^-alkilgrupa vai C2-4-alkenilgrupa; W, Y un Z , neatkarīgi viens no otra, ir O vai S; R ir jebkura 1-3 tādu aizvietotāju kombinācija, kas ņemti no grupas: ūdeņraža atoms, halogēna atoms, C^-alkilgrupa, C3^-cikloalkil-grupa, CM-halogēnalkilgrupa vai CM-alkoksigrupa; Rļ ir jebkura 1-4 tādu aizvietotāju kombinācija, kas ņemti no grupas: ūdeņraža atoms, halogēna atoms, hidroksilgrupa, ciāngrupa, nitrogrupa, SH, C^-alkilgrupa, neobligāti aizvietota ar vienu vai 1 vairākiem halogēna atomiem vai grupām OR2, C3^-cikloalkil-grupa, C^g-alkiltiogrupa, C2^-alkenilgrupa, C2.6-halogēnalkenil-grupa, C2.6-alkinilgrupa, C2.6-halogēnalkinilgrupa, OR2i OCH2COOR3, OCH2OR4i OCOOR5i OCONHR6i OCOR7i S(0)nR8l COR9i CH(OR10)2, fenilgrupa, kas neobligāti aizvietota ar 1 -3 aizvietotājiem no grupas: halogēna atoms, ciāngrupa, C^-alkilgrupa, C^-halo-gēnalkilgrupa, CM-alkoksigrupa vai C^-halogēnalkoksigrupa, benzilgrupa, kas neobligāti aizvietota ar 1 -3 aizvietotājiem no grupas:halogēna atoms, ciāngrupa, C^-alkilgrupa, C^-halo-gēnalkilgrupa, C^-alkoksigrupa; R2 ir ūdeņraža atoms, C^-alkilgrupa, C^-halogēnalkilgrupa, C2.6-alkenilgrupa, C2.6-alkinilgrupa, C2.6-halogēnalkenilgrupa, C2^-halogēnalkinilgrupa; R3 » R4 . R5 , ^6 un ^7 &gt; neatkarīgi viens no otra, ir ūdeņraža atoms, C^-alkilgrupa, C^-halogēnalkilgrupa, C3.6-cikloalkilgrupa, fenilgrupa, neobligāti aizvietota ar 1 -3 aizvietotājiem no grupas: halogēna atoms, ciāngrupa, C^-alkilgrupa, C^-halogēnalkil-grupa, C^-alkoksigrupa, C^-halogēnalkoksigrupa vai arī benzilgrupa, neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, C^-alkilgrupa, C^-halogēnalkilgrupa, C^-alkoksigrupa; R8 ir C^-alkilgrupa, C,.4-halogēnalkilgrupa, vai fenilgrupa, kas neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, ciāngrupa, C1.4-alkilgrupa, C^-halogēnalkil-grupa, C^-alkoksigrupa, CM-halogēnalkoksigrupa; R9 ir ūdeņraža atoms, hidroksilgrupa, C-,.4-alkilgrupa, fenilgrupa, kas neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, ciāngrupa, C^-alkilgrupa, C^-halogēnalkil-grupa, C^-alkoksigrupa, C^-halogēnalkoksigrupa, vai benzilgrupa, kas neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, Ci.4-alkilgrupa, C^-halogēnalkil-grupa, C^-alkoksigrupa, C^-halogēnalkoksigrupa; vai NR^R^; R10 ir ūdeņraža atoms, C^-alkilgrupa vai -(CH2)m-; Rn un R12, neatkarīgi viens no otra, ir ūdeņraža atoms, C^-alkilgrupa, C2.4-alkenilgrupa, vai arī Rn un R12 abi kopā ar tiem atomiem, ar kuriem tie saistīti, veido 5 vai 6 locekļu ciklu, kurā neobligāti iestarpināts skābekļa atoms; n ir vesels skaitlis 0, 1 vai 2, un m ir vesels skaitlis 2 vai 3. 2 LV 10992 Paņēmiens pēc 1. punkta, kurā savienojums ar formulu (I) ir: 4-(2,6-dihlorfenoksi)-6-metoksikumarīns; 4-(2,6-dibromfenoksi)-8-metoksikumarins; 4-(2,6-dihlorfenoksi)-8-metoksikumarins; 4-(216-dihlorfenoksi)-6,7-dimetoksikumarins; 4-(2,6-d i b romf enoksi)-6,7-dimetoksikumarīns; 4-(2,6-dihlorfenoksi)-5,6,7-trimetoksikumarins; 4-(2,6-dibromfenoksi)-5,6,7-trimetoksikumarīns; 4-(2,6-dihlorfenoksi)-5-(trifluormetil)kumarīns; 4-(2,6-dibromfenoksi)-5-(trifluormetil)kumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-hlorkumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-(trifluormetil)kumarīns; 4-(2,6-dibromfenoksi)-5-hlorkumarins; 4-(2,6-dihlorfenoksi)-5-hlorkumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-fluorkumarins; 4-(2,6-dihlorfenoksi)-5-fluorkumarins; 4-(2,6-dihlorfenoksi)-5-metilkumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-metilkumarīns; vai 4-(2,6-dihlorfenoksi)-5-nitrokumarīns. Paņēmiens selektīvai viendīgļlapju nezāļu apkarošanai kultūraugu klātienē, kas paredz apstrādāt augsni vai ūdeni, kas satur minēto nezāļu sēklas vai citus vairošanās orgānus, un kur iestādīti vai pārstādīti kultūraugi, ar herbicīdi aktīvu daudzumu savienojuma (I) X'
    kura formulā X, X’, W, Y, Z, R un Rt nozīmes ir 1. punktā minētas. Paņēmiens pēc 3. punkta, kurā kultūraugs ir kvieši, auzas, mieži, rudzi, rīss vai kukurūza. Paņēmiens pēc 4. punkta, kurā savienojumu ar formulu (I) pielieto no 4,0 kg/ha līdz 0,06 kg/ha. 3 6. paņēmiens pēc 5. punkta, kurā savienojums ar formulu (I) ir: 4-(2,6-dihlorfenoksi)-6-metoksikumarins; 4-(2,6-dibromfenoksi)-8-metoksikumarīns; 4*(2,6-dihlorfenoksi)-8-metoksikumarins; 4-(2,6-dih!orfenoksi)-6,7-dimetoksikumarīns; 4-(2,6-dibromfenoksi)-6,7-dimetoksikumarīns; 4-(2,6-dihlorfenoksi)-5,6I7-trimetoksikumarīns; 4-(2,6-dibromfenoksi)-5,6,7-trimetok$ikumarīns; 4-[(2-hlor-6-metil)fenoksi]-5,6,7-trimetoksikumarīns; 4-(2,6-dibromfenoksi)-5-fluorkumarīns; 4-(2,6-dihlorfenoksi)-5-(trifluormetil)kumarins; 4-(2,6-dibromfenoksi)-5-(trifluormetil)kumarins; 4-[(2-hlor-6-metil)fenoksi]-5-hlorkumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-(trifluormetil)kumarins; 4-(2,6-dibromfenoksi)-5-hlorkumarins; 4-(2,6-dihlorfenoksi)-5-hlorkumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-fluorkumarins; 4-(2,6-dihlorfenoksi)-5-fluorkumarīns; 4-(2,6-dihlorfenoksi)-5-metilkumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-metilkumarīns; vai 4-(2,6-dihlorfenoksi)-5-nitrokumarīns.
  2. 7. Savienojums ar formulu (I) X’
    (i) kurā: X un X', neatkarīgi viens no otra, ir halogēna atoms, C^-alkilgrupa vai C2.4-alkenilgrupa; W, Y un Z , neatkarīgi viens no otra, ir O vai S; R ir jebkura 1-3 tādu aizvietotāju kombinācija, kas ņemti no grupas: ūdeņraža atoms, halogēna atoms, C^-alkilgrupa, C3.6-cikloalkil-grupa, C^-halogēnalkilgrupa vai C^-alkoksigrupa; R, ir jebkura 1-4 tādu aizvietotāju kombinācija, kas ņemti no grupas: 4 LV 10992 ūdeņraža atoms, halogēna atoms, hidroksilgrupa, ciāngrupa, nitrogrupa, SH, C^-alkilgrupa, neobligāti aizvietota ar vienu vai vairākiem halogēna atomiem vai grupām OR2, C3.6-cikloalkil-grupa, C^-alkiltiogrupa, C2.6-alkenilgrupa, C2.6-halogēnalkenil-grupa, C2.6-alkinilgrupa, C2.6-halogēnalkinilgrupa, OR2, OCH2COOR3, OCH2OR4i OCOOR5i OCONHR6, OCOR7, S(0)nR8, COR9, CH(OR10)2i fenilgrupa, kas neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, ciāngrupa, CM-alkilgrupa, CM-halo-gēnalkilgrupa, C^-alkoksigrupa vai C^-halogēnalkoksigrupa, benzilgrupa, kas neobligāti aizvietota ar 1 -3 aizvietotājiem no grupas:halogēna atoms, ciāngrupa, C^-alkilgrupa, C^-halo-gēnalkilgrupa, C^-alkoksigrupa; R2 ir ūdeņraža atoms, C^-alkilgrupa, C^-halogēnalkilgrupa, C2.6-alkenilgrupa, C2.6-alkinilgrupa, C2^-halogēnalkenilgrupa, C2.6-halogēnalkinilgrupa; R3 , R4 , R5 , R6 un R7 , neatkarīgi viens no otra, ir ūdeņraža atoms, Cļ^-alkilgrupa, C^-halogēnalkilgrupa, C3^-cikloālkilgrupa, fenilgrupa, neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, ciāngrupa, C^-alkilgrupa, C^-halogēnalkil-grupa, C^-alkoksigrupa, C^-halogēnalkoksigrupa vai ari benzilgrupa, neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, C,.4-alkilgrupa, C^-halogēnalkilgrupa, C^-alkoksigrupa; Re ir C^-alkilgrupa, C^-halogēnalkilgrupa, vai fenilgrupa, kas neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, ciāngrupa, C^-alkilgrupa, C^-halogēnalkil-grupa, C^-alkoksigrupa, C^-halogēnalkoksigrupa; Rg ir ūdeņraža atoms, hidroksilgrupa, C^-alkilgrupa, fenilgrupa, kas neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, ciāngrupa, C^-alkilgrupa, CM-halogēnalkil-grupa, C^-alkoksigrupa, C^-halogēnalkoksigrupa, vai benzilgrupa, kas neobligāti aizvietota ar 1-3 aizvietotājiem no grupas: halogēna atoms, C^-alkilgrupa, C^-halogēnalkil-grupa, C1.4-alkoksigrupa, C^-halogēnalkoksigrupa; vai NRnR12; R10 ir ūdeņraža atoms, C^-alkilgrupa vai -(CH2)m-; Rt1 un R12, neatkarīgi viens no otra, ir ūdeņraža atoms, C^-alkilgrupa, C2.4-alkenilgrupa, vai arī Rn un R12 abi kopā ar tiem atomiem, ar kuriem tie saistīti, veido 5 vai 6 locekļu ciklu, kurā neobligāti iestarpināts skābekļa atoms; 5 n ir vesels skaitlis 0, 1 vai 2, un m ir vesels skaitlis 2 vai 3.
  3. 8. Savienojums pēc 7. punkta, proti: 4-(2,6-dihlorfenoksi)-6-metoksikumarīns; 4-(2,6-dibromfenoksi)-8-metoksikumarīns; 4-(2,6-dihlorfenoksi)-8-metoksikumarins; 4-(2,6-dihlorfenoksi)-6I7-dimetoksikumarīns; 4-(2,6-dibromfenoksi)-6,7-dimetoksikumarīns; 4-(2l6-dihlorfenoksi)-5,6,7-trimetoksikumarins; 4-(2,6-dibromfenoksi)-5,6I7-trimetoksikumarīns; 4-(2,6-dihlorfenoksi)-5-(trifluormetil)kumarīns; 4-(2,6-dibromfenoksi)-5-(trifluormetil)kumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-hlorkumarins; 4-[(2-hlor-6-metil)fenoksi]-5-(trifluormetil)kumarīns; 4-(2,6-dibromfenoksi)-5-hlorkumarīns; 4-(2,6-dihlorfenoksi)-5-hlorkumarīns; 4-[(2-hlor-6-metil)fenoksi]-5-fluorkumarīns; 4-(2,6-dihlorfenoksi)-5-fluorkumarins; 4-(2,6-dihlorfenoksi)-5-metilkumarins; 4-[(2-hlor-6-metil)fenoksi]-5-metilkumarīns; vai 4-(2,6-dihlorfenoksi)-5-nitrokumarīns.
  4. 9. Herbicīda kompozīcija, kas satur agronomiski pieņemamu nesēju un savienojumu ar formulu (I) R x'
    X
    (I) kurā X, X’, W, Y, Z, R un R, nozīmes ir 7. punktā minētās. 6
  5. 10. Paņēmiens savienojuma ar formulu (la) X'
    kurā W, X, X’, R un Rļ nozīmes atbilst 7. punktā minētajām, iegūšanai, kas paredz apstrādāt savienojumu ar formulu (V) C1
    ar vismaz vienu ekvivalentu savienojuma (VI) X'
    (VI) šķīdinātāja un, optimāli, bāzes klātienē.
LVP-95-226A 1994-07-25 1995-07-25 4- phenoxycoumarins as herbicidal agents LV10992B (en)

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LV10992B true LV10992B (en) 1996-06-20

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CN102459277A (zh) * 2009-06-05 2012-05-16 巴斯夫欧洲公司 具有除草作用的取代吡嗪(硫代)吡喃
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JPH0873304A (ja) 1996-03-19
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US5563280A (en) 1996-10-08
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BR9503417A (pt) 1996-06-04
MD950364A (ro) 1997-01-31
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LV10992A (lv) 1996-02-20
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ZA956151B (en) 1997-01-24
HU9502218D0 (en) 1995-09-28
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TW318846B (lv) 1997-11-01
CA2154408A1 (en) 1996-01-26
IL114704A0 (en) 1995-11-27
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US5759959A (en) 1998-06-02
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