KR830006907A - 신규 니코틴아마이드 유도체 제초제 - Google Patents
신규 니코틴아마이드 유도체 제초제 Download PDFInfo
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- KR830006907A KR830006907A KR1019810004489A KR810004489A KR830006907A KR 830006907 A KR830006907 A KR 830006907A KR 1019810004489 A KR1019810004489 A KR 1019810004489A KR 810004489 A KR810004489 A KR 810004489A KR 830006907 A KR830006907 A KR 830006907A
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- 150000005480 nicotinamides Chemical class 0.000 title claims 8
- 239000004009 herbicide Substances 0.000 title claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 28
- 150000001875 compounds Chemical class 0.000 claims 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 19
- 125000001153 fluoro group Chemical group F* 0.000 claims 16
- 229910052801 chlorine Inorganic materials 0.000 claims 15
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 14
- 239000011737 fluorine Substances 0.000 claims 14
- 229910052739 hydrogen Inorganic materials 0.000 claims 14
- 239000001257 hydrogen Substances 0.000 claims 14
- 125000004093 cyano group Chemical group *C#N 0.000 claims 12
- 238000000034 method Methods 0.000 claims 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 9
- 125000004429 atom Chemical group 0.000 claims 9
- 239000000460 chlorine Substances 0.000 claims 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 9
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical class NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 7
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims 7
- -1 methoxy, ethoxy Chemical group 0.000 claims 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
- 230000002363 herbicidal effect Effects 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 239000001301 oxygen Substances 0.000 claims 6
- 229910052717 sulfur Chemical group 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 150000001335 aliphatic alkanes Chemical group 0.000 claims 4
- 239000003960 organic solvent Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 4
- 125000004434 sulfur atom Chemical group 0.000 claims 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 239000011541 reaction mixture Substances 0.000 claims 3
- 238000010992 reflux Methods 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 2
- 240000004713 Pisum sativum Species 0.000 claims 2
- 235000010582 Pisum sativum Nutrition 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- 244000291564 Allium cepa Species 0.000 claims 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 claims 1
- 235000017060 Arachis glabrata Nutrition 0.000 claims 1
- 244000105624 Arachis hypogaea Species 0.000 claims 1
- 235000010777 Arachis hypogaea Nutrition 0.000 claims 1
- 235000018262 Arachis monticola Nutrition 0.000 claims 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 claims 1
- 240000002791 Brassica napus Species 0.000 claims 1
- 240000007124 Brassica oleracea Species 0.000 claims 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 claims 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 claims 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 claims 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 claims 1
- 229920000742 Cotton Polymers 0.000 claims 1
- 244000000626 Daucus carota Species 0.000 claims 1
- 235000002767 Daucus carota Nutrition 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 claims 1
- 244000068988 Glycine max Species 0.000 claims 1
- 235000010469 Glycine max Nutrition 0.000 claims 1
- 241000219146 Gossypium Species 0.000 claims 1
- 244000020551 Helianthus annuus Species 0.000 claims 1
- 235000003222 Helianthus annuus Nutrition 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- 235000004431 Linum usitatissimum Nutrition 0.000 claims 1
- 240000006240 Linum usitatissimum Species 0.000 claims 1
- 240000004658 Medicago sativa Species 0.000 claims 1
- 235000010624 Medicago sativa Nutrition 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 235000021536 Sugar beet Nutrition 0.000 claims 1
- HXELGNKCCDGMMN-UHFFFAOYSA-N [F].[Cl] Chemical compound [F].[Cl] HXELGNKCCDGMMN-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 235000013339 cereals Nutrition 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 150000008282 halocarbons Chemical class 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- 235000020232 peanut Nutrition 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 150000003462 sulfoxides Chemical class 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/83—Thioacids; Thioesters; Thioamides; Thioimides
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (28)
- 다음 일반구조식(I)의 니코틴아마이드 유도체 :상기식에서, X는 산소 또는 유황원자, R1은 수소원자 또는 메틸, 에틸 또는 알틸기, R2는 수소, 불소또는 염소원자, 시아노기 또는 불소원자 1이상으로 치환도리 수도 있는 메틸기 또는 에틸기, R3는 불소, 염소 또는 취소원자 또는 시아노, 트리플루오로메틸, 메톡시, 에톡시, 트리플루오로메톡시 또는 알칸설포닐기(여기에서 알칸설포닐기의 알칸잔기는 탄소수 1-4의 직쇄 또는 측쇄일수 있다), R4및 R5중 하나가 수소이면 다른 하나는 수소, 불소, 염소 또는 취소원자 또는 시아노, 트리플루오로메틸, 메톡시, 에톡시, 트리플루로로메톡시 또는 알칸설포닐기(여기에서 알칸설포닐기의 알칸잔기는 탄소수 1-4의 직쇄 또는 측쇄염수 있다), R6는 수소, 불소 또는 염소원자 또는 시아노 또는 에티닐기, R7은 불소 또는 염소원자, R8은 수소, 불소, 염소 또는 취소원자 또는 메틸 또는 에틸기이고은 0.1 또는 2이다(여기에서, R2와 R6가 각각 수소원자일때은 0인 조건하에이 2일때 R7이 나타내는 원자는 같거나 다르다).
- 제1항에서, R2가 트리플루오로메틸기이고, Q1,R3,R4,R5,R6,R7,R8및이 제 1항에서 정의된 바와 같은 니코틴산 아마이드 유도체.
- 제1항에서 X가 산소 또는 유황원자, R1이 수소원자 또는 메틸 또는 에틸기, R2가 수소원자, R3가 불소, 염소 또는 취소원자 또는 시아노, 트리플루오로메틸, 메톡시, 에톡시, 트리플루오로메톡시 또는 알칸설포닐기(여기에서 알칸설포닐기의 알칸잔기는 탄소수 1-4의 직쇄 또는 측쇄일수 있다), R4와 R5중 하나가 수소원자이고, 다른하나가 수소, 불소 염소 또는 취소원자 또는 시아노, 트리플루오로메틸, 메톡시, 에톡시, 트리플루오로메톡시 또는 알칸설포닐기(여기에서 알칸잔기는 탄소수 1-4의 직쇄 또는 측쇄 일수 있다), R6는 수소원자,은 0이고 R8은 제 1항에서 정의된 바와 같은 니코틴아마이드 유도체.
- 제1항에서, R2가 불소원자, 시아노기 또는 불소원자 1이상으로 치환될수도 있는 메틸 또는 에틸기,R6는 수소, 염소 또는 불소원자, R7은 염소 또는 불소원자,은 0 또는 1이고 X,R1,R3,R4및 R5는 제3항에서와 같고 R8은 제1항에서와 같은 니코틴산아마이드 유도체.
- 제1항에서 X가 산소 또는 유황, R1이 수소원자 또는 메틸, 에틸 또는 알킬기, R2가 수소, 불소 또는 염소원자 또는 시아노, 메틸 또는 트리플루오로메틸기, R3가 불소, 염소 또는 취소원자 또는 메톡시, 시아노, 트리플루오로메틸, 메탄설포닐 또는 에탄설포닐기, R4와 R5의 하나가 수소원자이고 다른 하나가 수소, 불소 또는 염소원자, R7이 불소 또는 염소원자, R8이 수소원자 또는 메틸기이고 R6와은 제1항에서와 같은 니코틴아마이드 유도체.
- 제1항 또는 5항에서, X가 산소 또는 유황원자 R1이 수소원자, R2가 수소 또는 불소원자, R3가 트리플루오로메틸기, R4및 R5가 각각 수소원자, R6가 수소 또는 불소원자 도는 시아노기, R7이 불소원자, R8이 수소원자 또는 메틸기이고이, (ⅰ) R2가 수소원자일때 R6가 수소원자 또는 시아노기이며이 0이고 (ⅱ)R2가 불소원자일때 (a)R6는 수소원자이고은 0이거나 또는은 1이며 R7이 페닐링의 2-(또는 6-)위치의 불소이거나 또는 (b) R6가 불소원자,이 0 또는이 1이고 R7이 페닐링의 6-위치의 불소인 조건하에 0또는 1인 니코틴산아마이드 유도체.
- 제1항 또는 5항에서, X가 산소 또는 유황, R1이 메틸기, R2가 수소 또는 불소원자, R3가 틀리플루오로메틸기, R4와 R5가 각각 수소워낮, R6가 수소 도는 불소원자 또는 시아노기, R7이 불소원자, R8이 수소원자 또는 메틸기이고,이 (ⅰ) R2가 수소원자일때 R6가 수소원자 또는 시아노기이고,이 0이며, (ⅱ)R2가 불소원자일때 (a) R6는 수소원자이고은 0이거나 또는 1이며 R7이 페닐링의 2-(또는 6-)위치의 불소이거나 또는 (b) R6가 불소원자,이 0도는 1이고, R7이 페닐링의 6-위치의 불소원자인 조건하에 0 또는 1인 니코틴산 아마이드 유도체.
- 제 6항 또는 7항에서, X가 산소원자인 니코틴산 아마이드 유도체.
- N-(4-플루오로페닐)-2-(3-트리플루오로메틸페녹시) 니코틴 아마이드.
- 다음 일반구조식(Ⅱ)의 화합물 또는 그 산부가염을 다음 구조식(Ⅲ)의 화합물과 반응시켜서 X가 산소원자이고 R1,R2,R3,R4,R5,R6,R7,R8및이 제1항에서와 같은 일반구조식(I)의 니코틴산 아마이드 유도체를 제조하는 방법.(Ⅱ)(Ⅱ)상기식에서, R1,R2,R3,R4,R5,R6,R7,R8및은 전술한 바와 같으며, Q는 다음 일반구조식(Ⅳ)의 기(Ⅳ)(여기에서, R3,R4,R5및 R8은 전술한 바와 같다)이며, T는 염소 또는 취소원자 또는 일반구조식(V)의 기(Ⅴ)[여기에서 W는 일반구조식(Ⅳ)의 기(여기에서 R3,R4,R5및 R8은 전술한 바와 같다] 또는 탄소수 1-4의 직쇄 또는 측쇄의 알킬기이다.
- 제10항에서, 일반구조식(Ⅱ) 화합물 또는 그 산부가염과 일반구조식(Ⅲ) 화합물을 적당한 불활성 유기용매 존재하에 주위온도 내지 반응혼합물의 환류온도에서 반응시키는 방법.
- 제10항 또는 11항에서, 반응을 벤젠, 톨루엔, 디클로로메탄 또는 테트라클로로에탄과 같은 방향족 탄화수소 또는 할로겐화 탄화수소의 존재하에 행하는 방법.
- 제10항 내지 12항에서, 반응을 트리에틸아민 또는 탄산칼륨과 같은 염기의 존재하에 행하는 방법.
- 다음 일반구조식(Ⅳ)화합물을 다음 일반구조식(Ⅶ) 화합물의 알카리금속염과 반응시켜서 X가 산소이고, R1,R2,R3,R4,R5,R6,R7,R8및이 제1항에서와 같은 일반구조식(I)의 니코틴 아마이드 유도체를 제조하는 방법 :상기식에서, R1,R2,R3,R4,R5,R6,R7,R8및은 제1항에서와 같으며, Z는 염소 또는 취소원자이다.
- 제14항에서, Z가 제14항에서와 같고, R1,R2,R6,R7,R8및이 제1항에서와 같은 제14항의 일반구조식(Ⅳ) 화합물을 R3,R4및 R5가 제1항에서와 같은 제14항의 일반구조식(Ⅶ) 화합물의 소디움 또는 포타슘염과 반응시키는 방법.
- 제14항 또는 15항에서, Z가 제14항에서와 같고, R1,R2,R6,R7,R8및이 제1항에서와 같은 제14항의 일반구조식(Ⅳ) 화합물을 R3,R4및 R5가 제1항에서와 같은 제14항의 일반구조식(Ⅶ)화합물의 소디움염과 적당한 불활성 유기용매중에서, 또는 R3,R4및 R5가 제1항에서와 같은 제14항의 일반구조식(Ⅶ) 화합물 존재하에 반응시키는 방법.
- 제14항에서, Z가 제14항에서와 같고, R1,R2,R6,R7,R8및이 제1항에서와 같은 제14항의 일반구조식(Ⅳ)화합물을, R3,R4및 R5가 제1항에서와 같은 제14항의 일반구조식(Ⅶ) 화합물과를 디메틸포름아마이드 중에서 가열하여 반응시키는 방법,
- 제14항 또는 15항에서, Z가 제14항에서와 같고, R1,R2,R6,R7,R8및이 제1항에서와 같은 제14항의 일반구조식(Ⅳ) 화합물을 R3,R4 및 R5가 제1항에서와 같은 제14항의 일반구조식(Ⅶ)화합물 및 탄산칼륨과, 디메틸포름아마이드 또는 디메틸설폭사이드와 같은 적다안 불활성 무극성 유기용매중에서 반응시키는 방법.
- 제14항 내지 18항에서, 반응을 100℃내지 반응혼합물의 환류온도에서 행하는 방법.
- X가 산소원자이고 R1,R2,R3,R4,R5,R6,R7,R8및이 제1항에서와 같은 제1항의 일반구조식(I) 화합물을 포스포러스 텐타설파이드와 반응시켜서, X가 유황원자이고, R1,R2,R3,R4,R5,R6,R7,R8및이 제1항에서와 같은 제1항의 일반구조식(I)의 니코틴아마이드 유도체를 제조하는 방법.
- 제20항에서, 반응을 벤젠 또는 톨루엔 또는 방향족 탄화수소, 피리딘 또는 퀴놀린과 같은 적당한 불활성 유기용매중에서 반응혼합물의 환류온도로 가열하여 행하는 방법.
- 활성 성분으로 X R1,R2,R3,R4,R5,R6,R7,R8및이 제1항에서와 같은 제1항의 일반구조식(I)의 니코틴아마이드 유도체 적어도 1종을, 제조적으로 사용가능한 희석제 또는 담체 1종이상과 함께 함유하는 제초제 조성물.
- 제22항에서, 니코틴아마이드 유도체를 0.05~90%(중량)를 함유하는 제초제 조성물.
- 제22항에서, 계면활성제 0.5~25%를 함유하는 제초제 조성물.
- 제22항 내지 24항에서, 분제, 입제 또는 수화제, 수용성, 유기 또는 수용성-유기액제, 현탁제 또는 유제형태의 제초제 조성물.
- 제1항 내지 9항에 청구된 니코틴아마이드 유도체의 제초적으로 유효량을 제22 내지 25항에 청구된 제초제 조성물의 형태로 지역에 적요하여 잡초의 생장을 조절하는 방법.
- 제26항에서, 작물이 곡물, 대두, 강남콩, 완두콩, 루세른(lucerne), 면화, 낙화생, 아마, 양파, 당근, 캐비지, 채종유채, 해바라기, 사탕무, 또는 영구 또는 이식초지인 방법.
- 제26항 내지 27항에서, 니코틴아마이드 유도체를 헥트아르당 0.2~2.0kg의 비율로 적용하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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| GB8037372 | 1980-11-21 |
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| KR880001314B1 KR880001314B1 (ko) | 1988-07-23 |
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| BR112017023244A2 (pt) | 2015-04-27 | 2018-08-07 | Bayer Cropscience Ag | uso de determinadas combinações de herbicida em plantas de raiz tuberosa. |
| CN107743360A (zh) | 2015-04-27 | 2018-02-27 | 拜耳作物科学股份公司 | 某些除草剂结合物在块根作物植物中的用途 |
| PT108561B (pt) | 2015-06-16 | 2017-07-20 | Sapec Agro S A | Mistura herbicida |
| WO2017068587A1 (en) | 2015-10-22 | 2017-04-27 | Adama Agan Ltd. | Herbicidal mixture and formulation for use on potatoes |
| EP3820866A4 (en) * | 2018-07-09 | 2022-04-06 | Lieber Institute, Inc. | PYRIDINE CARBOXAMIDE COMPOUNDS TO INHIBIT NAV1.8 |
| WO2022117515A1 (en) | 2020-12-01 | 2022-06-09 | Bayer Aktiengesellschaft | Compositions comprising iodosulfuron-methyl and tehp |
| CA3203568A1 (en) | 2020-12-01 | 2022-06-09 | Bayer Aktiengesellschaft | Compositions comprising mesosulfuron-methyl and tehp |
| CN113666868A (zh) * | 2021-08-11 | 2021-11-19 | 池州飞昊达化工有限公司 | 一种氟吡啶酰胺衍生物及其合成方法 |
| GB2611348A (en) * | 2021-10-01 | 2023-04-05 | Rotam Agrochem Int Co Ltd | A crystalline form of diflufenican, a process for its preparation and use of the same |
| WO2023062184A1 (en) | 2021-10-15 | 2023-04-20 | KWS SAAT SE & Co. KGaA | Als inhibitor herbicide tolerant beta vulgaris mutants |
| WO2024023035A1 (en) | 2022-07-25 | 2024-02-01 | Syngenta Crop Protection Ag | Herbicidal compositions |
| WO2024083834A1 (en) * | 2022-10-18 | 2024-04-25 | Upl Mauritius Limited | A method of controlling weeds |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2197872A1 (en) * | 1972-09-04 | 1974-03-29 | Dynachim Sarl | 2-Phenoxy nicotinic esters and amides - prepd. by reaction of nicotinic acid anhydride or halide with an alcohol or amine |
| GB1550574A (en) * | 1977-12-12 | 1979-08-15 | Ciba Geigy Ag | Pyridyloxy-phenoxy-propionic acid derivatives which are effective as herbicides and as agents regulating plant growth |
| US4270946A (en) * | 1979-10-01 | 1981-06-02 | Stauffer Chemical Company | N-Aryl,2-phenoxy nicotinamide compounds and the herbicidal use thereof |
| US4327218A (en) * | 1979-10-01 | 1982-04-27 | Stauffer Chemical Company | N-Aryl, 2-phenoxy nicotinamide compounds and the herbicidal use thereof |
-
1981
- 1981-11-05 IL IL64220A patent/IL64220A/xx not_active IP Right Cessation
- 1981-11-18 RO RO112516A patent/RO87037B/ro unknown
- 1981-11-18 RO RO105810A patent/RO83101B/ro unknown
- 1981-11-18 RO RO112517A patent/RO87038B/ro unknown
- 1981-11-19 BG BG054211A patent/BG47942A3/xx unknown
- 1981-11-19 EP EP81305475A patent/EP0053011B1/en not_active Expired
- 1981-11-19 NZ NZ199006A patent/NZ199006A/en unknown
- 1981-11-19 DE DE8181305475T patent/DE3169738D1/de not_active Expired
- 1981-11-19 CA CA000390462A patent/CA1229612A/en not_active Expired
- 1981-11-19 IE IE2713/81A patent/IE52802B1/en not_active IP Right Cessation
- 1981-11-19 PL PL1981233901A patent/PL132171B1/pl unknown
- 1981-11-19 PH PH26522A patent/PH18472A/en unknown
- 1981-11-19 ZA ZA818032A patent/ZA818032B/xx unknown
- 1981-11-19 DK DK513481A patent/DK171022B1/da not_active IP Right Cessation
- 1981-11-19 AT AT81305475T patent/ATE12491T1/de not_active IP Right Cessation
- 1981-11-19 AU AU77632/81A patent/AU557053B2/en not_active Expired
- 1981-11-19 JP JP56186089A patent/JPS57118568A/ja active Granted
- 1981-11-19 GB GB8134876A patent/GB2087887B/en not_active Expired
- 1981-11-20 HU HU813480A patent/HU188711B/hu unknown
- 1981-11-20 PT PT74020A patent/PT74020B/pt unknown
- 1981-11-20 BR BRPI8107585-5A patent/BR8107585A/pt not_active IP Right Cessation
- 1981-11-20 SU SU813424175A patent/SU1356950A3/ru active
- 1981-11-20 KR KR1019810004489A patent/KR880001314B1/ko active
- 1981-11-20 GR GR66584A patent/GR77297B/el unknown
- 1981-11-20 AR AR287523A patent/AR229801A1/es active
- 1981-11-20 ES ES507332A patent/ES507332A0/es active Granted
- 1981-11-20 TR TR7731/81A patent/TR22684A/xx unknown
- 1981-11-20 DD DD81235017A patent/DD200969A5/de not_active IP Right Cessation
- 1981-11-20 CS CS818553A patent/CS228525B2/cs unknown
- 1981-11-20 MA MA19541A patent/MA19337A1/fr unknown
- 1981-11-21 EG EG680/81A patent/EG15683A/xx active
- 1981-11-21 OA OA57552A patent/OA06956A/xx unknown
-
1982
- 1982-09-28 ES ES515995A patent/ES8400737A1/es not_active Expired
-
1983
- 1983-02-25 ES ES520104A patent/ES8407025A1/es not_active Expired
-
1984
- 1984-06-15 US US06/621,102 patent/US4618366A/en not_active Expired - Lifetime
-
1987
- 1987-12-30 MY MY515/87A patent/MY8700515A/xx unknown
-
1988
- 1988-02-05 SG SG86/88A patent/SG8688G/en unknown
- 1988-02-19 KE KE3798A patent/KE3798A/xx unknown
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