RU1793876C - Гербицидна композици - Google Patents

Гербицидна композици

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Publication number
RU1793876C
RU1793876C SU3997351A SU3997351A RU1793876C RU 1793876 C RU1793876 C RU 1793876C SU 3997351 A SU3997351 A SU 3997351A SU 3997351 A SU3997351 A SU 3997351A RU 1793876 C RU1793876 C RU 1793876C
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Russia
Prior art keywords
methyl
hydrogen
oxygen
compound
alkyl
Prior art date
Application number
SU3997351A
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English (en)
Inventor
Хаяси Есихару
Мисуми Теруюки
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Асахи Касеи Когио Кабусики Кайся
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Priority claimed from JP26216584A external-priority patent/JPS61140546A/ja
Priority claimed from JP3160485A external-priority patent/JPS61191652A/ja
Priority claimed from JP12436585A external-priority patent/JPS61282353A/ja
Priority claimed from JP15428585A external-priority patent/JPS6216451A/ja
Application filed by Асахи Касеи Когио Кабусики Кайся filed Critical Асахи Касеи Когио Кабусики Кайся
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Publication of RU1793876C publication Critical patent/RU1793876C/ru

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
    • 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
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals
    • 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
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
    • A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/38—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to a carbon atom of a six-membered aromatic ring, e.g. nitrodiphenyl ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pest Control & Pesticides (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Claims (1)

  1. Формула изобретени  Гербицидна  композици , содержаща  активный ингредиент производное дифени- лового эфира, поверхностно-активное вещество и растворитель, отличающа с  тем, что, с целью повышени  избирательности действи , в качестве активного ингредиента она содержит производное дифенилового эфира общей формулы
    CF,где Y - кислород или группа N-OR2;
    а) при Y - N-OR2, R1 - метил, 1-меток- сикарбонилэтил или 1-этоксикарбонилэтил; R2 - водород, Ci-Сз-алкил или CHR5COR6, где R5- водород или метил: R6-BR7 или
    -NR R , где В - кислород или сера; при В - кислород, R - водород, катион натри  или катион метиламмони , Ci-Сз-алкил, аллил, 2-метил-2-пропенил, пропаргил, 2-хлорэтил, 2-метоксиэтил, З-метоксипропил-2, меток- сикарбонйлметил, этоксикарбонилметил, 1-метоксикарбонилэтил, 1-этоксикарбонилэтил , фенил или 4-метоксифенил, при R - 1-метоксикарбонилэтил или 1-этоксикарбонилэтил , R2 - водород, при В - сера, R - метил, этил, аллил, метоксикарбонилметил; R8 - водород или метил; R9 - водород, метил, метокси. С(СНз)2С СН;
    б) при Y - кислород, R - метил или
    -CHR3C(0)AR4, где R3 - водород или метил. А - кислород или сера; при А - кислород, R - водород, С-|-С4-алкил, 2-хлорэтил, 2- метоксиэтил, З-метоксипропил-2, метоксикарбонилметил , этоксикарбонилметил, 1-метоксикарбонилэтил, аллил, пропаргил, при А - сера, R4 - аллил или метоксикарбонилметил , в качестве поверхностно-активного вещества - вещество, выбранное из группы: полиоксиэтиленолеиловый простой эфир, полиоксиэтиленалкилфениловый простой эфир, полиоксиэтилендиалкилфениловый простой эфир, полиокеиэтиленстирилфенило- вый простой эфир, полистирилфениловый простой эфир, полиоксиэтиленалкиламино- вый простой эфир, продукт присоединени  касторового масла и этиленоксида, алкилаллилсульфонат , машинное масло, ксилол, на- трийалкилбетаинова  соль, или их комбинаци , в качестве растворител  - вещество, выбранное из группы: ксилол, циклогексанон,
    N-метилпирролидон, метилэтилкетон, ароматические углеводороды, н-бутанол. или их комбинации, при следующем соотношении ингредиентов, мае.%:
    Активный ингредиент5-30
    Поверхностно-активное
    вещество10-50 Растворитель 40-85 Приоритет по признакам: 12.12.84 при Y - - NOR2; R1 - метил; R2
    - водород, Ci-Сз-алкил, CHR5COBR7; R5 - водород; В - кислород; . р7-водород, на-. трий, метиламмоний, Ci-Сз-алкил, аллил,. при R - метил, R - Ci-Сз-алкил, при Y - кислород, R - метил.
    12.02.85 при Y - кислород, R1 - CHR3COAR4; при R3 - водород, А - кислород, R4 - водород или С1-С4-алкил, при R3 - метил , А - кислород, a R4 - С1-С4-алкил.
    10.06.85 при Y - NOR2, R1 - метил; R2
    - CHR5COBR7: В - кислород, при R5 - водород , R - 2-метил-2-пропенилпропаргил, 2-хлорэтил , 2-метоксиэтил, З-метоксипропил-2, метоксикарбонилметил, этоксикарбонилме- тил, 1-метоксикарбонилэтил, 1-этоксикарбонилэтил , фенил, 4-метоксифенил, при R5 - водород, а В - сера, R7 - Ci-Сз-алкил, аллил, метоксикарбонилметил. при R - CHR5CONR8R9. R5 - водород; R8 - водород, метил; R - водород, метил, метокси,
    С(СНзЬС СН, при R5 - метил, а В - кислород , R - аллил, 2-метил-2-пропенил, пропаргил , 2-метоксиэтил, метоксикарбонилметил, этоксикарбонилметил, 1 -метоксикарбони- лэтил, 1-этоксикарбонилэтил, при В - сера,
    R Ci-Сз-алкил, метоксикарбонилметил; при R2 - CHR5CONR8R9, R5 - метил: R8 t- ,4
    водород, метил; R - водород, метил, метокси .
    15.07.85 при Y - кислород. R1 - CHR3COAR 1;
    R3 водород; А - кислород; R4 - аллил, пропаргил , этоксикарбонилметил, 1-метоксикарбонилэтил , при R3 - метил, А - кислород, R - 2-хлорэтил, 2-метоксиэтил. З-метоксипропил-2 , аллил, пропаргил, метоксикарбонилметил . 1-метоксикарбонилэтил; при А - сера, R - аллил, метоксикарбонилметил.
    Продолжение табл.I
    Данные ЯМР-спектрального анализа:
    Соединение 12 2,39 (S, ЗН), 3,08 и 3,30 (S, ЗН), 4,22 и 4,53 (S, 2H), 4,33 (S, 2Н), 6,78 7,06 (m, 6H), 9,00 {б S. ЗН).
    Соединение 41 3,14 и 3,29 (S, ЗН), 4,20 и 4,52 (S, 2Н), 4,38 (S, 2Н), 5,97 (д , 2Н), 6,70 8,05 (т, 6Н). ..
    Соединение 43 1,63 (S, 6H). 3,19 и 3,32 (S, ЗН), 4,22 и 4,50 (S, 2H), 4,35 и 4,42 (S, 2H), 6,22 (д , 1Н), 6,80 -8,15 (т, 6Н).
    Соединение 44 2,83 и 2,90 (S, 6H), 3,16 и 3.28 (S, ЗН), 4,22 и 4.75(S, 2H), 4,48 и 4,58 (S. 2H), 6,76-8,09 (т, 6Н).
    Соединение 46 1,32 и 1,52 (d, ЗН), 3,17 и 3,30(S, ЗН), 4,23 и 4,44 (S, 2Н), 3,30 3,72 (т, 1Н), 5,88((5 ,2Н), 6,,13(т, 6Н).
    Соединение 47 1,32 и 1,51 (d, ЗН), 2,78 и 2,82 (d, ЗН), 3,22 и 3,33 (S, ЗН), 4,23 и 4,48(5. 2Н), 4,42 4,85 (т, 1 Н), 5,97 (d , 1 Н), 6,83 8,20 (т, 6Н).
    Соединение 48 1,23 и 1,44 (d, ЗН), 3.08 и 3,13 (S, ЗН), 3,13 и 3,25 (S, 2H), 3,63 (S, ЗН), 4,20 и 4,48 (S, 2Н), 4,83 5,27 (т, 1 Н), 6,78 8,08 (т, 6Н),
    CF,
    Данные ЯМР-спектрального анализа:
    Соединение 61 4,13 (S, 2Н), 4,44(5. 2Н), 4,53 6,21 (т; 5Н), 6,87 8,18 (т, 6Н),
    Соединение 63 1,25 (t, 3H), 4,17 (q. 2H). 4,22 (S, 2H). 4,50 (S, 2H). 4,60 (S, 2H), 6,90 8,17 (т( 6Н).
    Соединение 64 1,42 (d. ЗН). 3.63(S, 3H). 4.11 (S, 2H). 4,43 (S. 2H), 5,05 (q, 1H). 6,81 8,11 (т, 6Н)..
    Соединение 68 1,32 (d, ЗН), 4,03 (q, 1H), 4,41 (d, 2H), 4,58 (d, 2H), 5,08 6,22 (т, ЗН). 6,87 8,19 (т, 6Н).
    Соединение 73 1,30 (d. ЗН), 3,68 (S, ЗН), 3,73 (S, 2Н), 4,04 (q, 1Н), 4,46 (S, 2Н), 6,84 8,20 (т, 6Н).
    J1C-CHjO C -0- C9-NO,
    Та б л и ц а 2
    Таблица 3
    Продолжение таблицы 3
    Продолжение таблицы 3
    Продолжение таблицы 3
    Продолжение таблицы 3
    Продолжение таблицы 3
    23
    1793876
    2 It Продолжение таблицы 3
    Продолжение таблицы 3
SU3997351A 1984-12-12 1985-12-11 Гербицидна композици RU1793876C (ru)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP26216584A JPS61140546A (ja) 1984-12-12 1984-12-12 新規なα−メトキシアセトフエノン誘導体及びそれを有効成分とする除草剤
JP3160485A JPS61191652A (ja) 1985-02-21 1985-02-21 新規なα−置換アセトフエノン誘導体及びそれを有効成分とする除草剤
JP12436585A JPS61282353A (ja) 1985-06-10 1985-06-10 新規なα−メトキシアセトフエノンオキシム誘導体およびそれを有効成分とする除草剤
JP15428585A JPS6216451A (ja) 1985-07-15 1985-07-15 新規なα位に置換基を有するアセトフエノン誘導体およびそれを有効成分とする除草剤

Publications (1)

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RU1793876C true RU1793876C (ru) 1993-02-07

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EP (1) EP0186989B1 (ru)
AT (1) ATE56948T1 (ru)
CA (1) CA1276647C (ru)
DE (1) DE3579904D1 (ru)
RU (1) RU1793876C (ru)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997003948A1 (fr) * 1995-07-21 1997-02-06 Shionogi & Co., Ltd. Derives de benzohydroxymoyle substitues en 2, intermediaire pour la production de ces derives et pesticide utilisant ces derives comme ingredient actif
CN102458131B (zh) * 2009-06-12 2016-03-23 Upl有限公司 包含三氟羧草醚钠的除草组合物

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4344789A (en) * 1979-05-11 1982-08-17 Ppg Industries, Inc. Acids and esters of 5-(2-optionally substituted-4-trifluoromethyl-6-optionally substituted phenoxy)-2-nitro, -halo, or-cyano alpha substituted phenyl carboxy oximes, and method of controlling weeds with them

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EP0186989B1 (en) 1990-09-26
DE3579904D1 (de) 1990-10-31
CA1276647C (en) 1990-11-20
EP0186989A2 (en) 1986-07-09
ATE56948T1 (de) 1990-10-15
EP0186989A3 (en) 1988-02-03

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