HRP20220140T1 - Herbicidni spojevi - Google Patents
Herbicidni spojevi Download PDFInfo
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- HRP20220140T1 HRP20220140T1 HRP20220140TT HRP20220140T HRP20220140T1 HR P20220140 T1 HRP20220140 T1 HR P20220140T1 HR P20220140T T HRP20220140T T HR P20220140TT HR P20220140 T HRP20220140 T HR P20220140T HR P20220140 T1 HRP20220140 T1 HR P20220140T1
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- phenyl
- substituents
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- 150000001875 compounds Chemical class 0.000 title claims 36
- 230000002363 herbicidal effect Effects 0.000 title claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 20
- 229910052739 hydrogen Inorganic materials 0.000 claims 14
- 239000001257 hydrogen Substances 0.000 claims 14
- 125000001424 substituent group Chemical group 0.000 claims 14
- 229910052736 halogen Inorganic materials 0.000 claims 10
- 150000002367 halogens Chemical group 0.000 claims 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 9
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 9
- 125000000623 heterocyclic group Chemical group 0.000 claims 9
- 150000002431 hydrogen Chemical group 0.000 claims 9
- 125000005842 heteroatom Chemical group 0.000 claims 8
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 2
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 2
- WVIMSFDSAWGNPE-UHFFFAOYSA-N 2-pyridazin-4-ylpyrazine Chemical compound C1=NC=CN=C1C1=CC=NN=C1 WVIMSFDSAWGNPE-UHFFFAOYSA-N 0.000 claims 2
- DBNKMEZCQQZZBD-UHFFFAOYSA-N 2-pyridazin-4-ylpyrimidine Chemical compound N1=CC=CN=C1C1=CC=NN=C1 DBNKMEZCQQZZBD-UHFFFAOYSA-N 0.000 claims 2
- PKILSTFBXYVVTA-UHFFFAOYSA-N 3-pyridazin-4-ylpyridazine Chemical compound C1=CN=NC(C=2C=NN=CC=2)=C1 PKILSTFBXYVVTA-UHFFFAOYSA-N 0.000 claims 2
- XXTYHAFSJIWNJN-UHFFFAOYSA-N 4-pyridazin-4-ylpyrimidine Chemical compound N1=CN=C(C=C1)C1=CN=NC=C1 XXTYHAFSJIWNJN-UHFFFAOYSA-N 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 239000012442 inert solvent Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229910052763 palladium Inorganic materials 0.000 claims 2
- 125000002577 pseudohalo group Chemical group 0.000 claims 2
- RFFQGKVABDVQQE-UHFFFAOYSA-N 4-pyridazin-4-ylpyridazine Chemical compound N1=NC=CC(C=2C=NN=CC=2)=C1 RFFQGKVABDVQQE-UHFFFAOYSA-N 0.000 claims 1
- -1 C 1 -C 6 alkoxy Chemical group 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000003905 agrochemical Substances 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Chemical group 0.000 claims 1
- 230000012010 growth Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 230000008635 plant growth Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 150000003536 tetrazoles Chemical class 0.000 claims 1
- DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical group CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing heterocyclic radicals
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/26—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-nitrogen bonds
- A01N57/32—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-nitrogen bonds containing heterocyclic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic 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
- C07D403/04—Heterocyclic 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (22)
1. Spoj formule (I) ili njegova agronomski prihvatljiva sol ili zwitterionske vrste:
[image]
naznačen time što
R1 je odabran iz skupine koju čine vodik, halogen, C1-C6alkil, C2-C6alkenil, C2-C6alkinil, C3-C6cikloalkil, C1-C6haloalkil, -OR7, -OR15a, -N(R6)S(O)2R15, -N(R6)C(O)R15, - N(R6)C(O)OR15, -N(R6)C(O)NR16R17, -N(R6)CHO, -N(R7a)2 i -S(O)rR15;
R2 je odabran iz skupine koju čine vodik, halogen, C1-C6alkil i C1-C6haloalkil;
i pri čemu kada je R1 odabran iz skupine koju čine -OR7, -OR15a, -N(R6)S(O)2R15, - N(R6)C(O)R15, -N(R6)C(O)OR15, -N(R6)C(O)NR16R17, -N(R6)CHO, -N(R7a)2 i -S(O)rR15, R2 je odabran iz skupine koju čine vodik i C1-C6alkil; ili
R1 i R2 zajedno s atomom ugljika na koji su vezani tvore C3-C6cikloalkilni prsten ili 3- do 6-eročlani heterociklil, koji sadrži 1 ili 2 heteroatoma pojedinačno odabrana od N i O;
Q je (CR1aR2b)m;
m je 0, 1, 2 ili 3;
svaki R1a i R2b su neovisno odabrani iz skupine koju čine vodik, halogen, C1-C6alkil, C1-C6haloalkil, -OH, -OR7, -OR15a, -NH2, -NHR7, -NHR15a, -N(R6)CHO, -NR7bR7c i -S(O)rR15; ili
svaki R1a i R2b zajedno s atomom ugljika na koji su vezani tvore C3-C6cikloalkilni prsten ili 3- do 6-eročlani heterociklil, koji sadrži 1 ili 2 heteroatoma pojedinačno odabrana od N i O; i
R3, R4 i R5 su neovisno odabrani iz skupine koju čine vodik, halogen, cijano, nitro, -S(O)rR15, C1-C6alkil, C1-C6fluoroalkil, C1-C6fluoroalkoksi, C1-C6alkoksi, C3-C6cikloalkil i -N(R6)2;
svaki R6 je neovisno odabran od vodika i C1-C6alkila;
svaki R7 je neovisno odabran iz skupine koja sadrži C1-C6alkil, -S(O)2R15, -C(O)R15, -C(O)OR15 i -C(O)NR16R17;
svaki R7a je neovisno odabran iz skupine koja sadrži -S(O)2R15, -C(O)R15, -C(O)OR15 -C(O)NR16R17 i -C(O)NR6R15a;
R7b i R7c su neovisno odabrani iz skupine koju čine C1-C6alkil, -S(O)2R15, - C(O)R15, -C(O)OR15, -C(O)NR16R17 i fenil, i pri čemu je navedeni fenil po izboru supstituiran s 1, 2 ili 3 R9 supstituenta, koji mogu biti isti ili različiti; ili R7b i R7c zajedno s atomom dušika na koji su oni vezani tvore 4- do 6-eročlani heterociklilni prsten koji po izboru sadrži jedan dodatni heteroatom pojedinačno odabran od N, O i S; i
A je 6-eročlani heteroaril, koji sadrži 1, 2, 3 ili 4 atoma dušika i pri čemu heteroaril može biti po izboru supstituiran s 1, 2, 3 ili 4 R8 supstituenta, koji mogu biti isti ili različiti,
i pri čemu kada je A supstituiran s 1 ili 2 supstituenta, svaki R8 je neovisno odabran iz skupine koja sadrži halogen, nitro, cijano, -NH2, -NHR7, -N(R7)2, -OH, -OR7, - S(O)rR15, -NR6S(O)2R15, -C(O)OR10, -C(O)R15, -C(O)NR16R17, -S(O)2NR16R17, C1-C6alkil, C1-C6haloalkil, C3-C6cikloalkil, C3-C6halocikloalkil, C3-C6cikloalkoksi, C2-C6alkenil, C2-C6haloalkenil, C2-C6alkinil, C1-C3alkoksiC1-C3alkil-, hidroksiC1-C6alkil-, C1-C3alkoksiC1-C3alkoksi-, C1-C6haloalkoksi, C1-C3haloalkoksiC1-C3alkil-, C3-C6alkeniloksi, C3-C6alkiniloksi, N-C3-C6cikloalkilamino, -C(R6)=NOR6, fenil, 3- do 6-eročlani heterociklil, koji sadrži 1 ili 2 heteroatoma pojedinačno odabrana od N i O, i 5- ili 6-eročlani heteroaril, koji sadrži 1, 2, 3 ili 4 heteroatoma pojedinačno odabrana od N, O i S, i pri čemu su navedeni fenil, heterociklil ili heteroaril po izboru supstituirani s 1, 2 ili 3 R9 supstituenta, koji mogu biti isti ili različiti;
i pri čemu kada je A supstituiran s 3 ili 4 supstituenta, svaki R8 je neovisno odabran iz skupine koja sadrži halogen, -NH2, -NHR7, -N(R7)2, -OH, -OR7, -C(O)NR16R17, - S(O)2NR16R17, C1-C6alkil i C1-C6haloalkil; i
svaki R9 je neovisno odabran iz skupine koju čine halogen, cijano, -OH, -N(R6)2, C1-C4alkil, C1-C4alkoksi, C1-C4haloalkil i C1-C4haloalkoksi;
X je odabran iz skupine koju čine C3-C6cikloalkil, fenil, 5- ili 6-eročlani heteroaril, koji sadrži 1, 2, 3 ili 4 heteroatoma pojedinačno odabrana od N, O i S, i 4- do 6-eročlani heterociklil, koji sadrži 1, 2 ili 3 heteroatoma pojedinačno odabrana od N, O i S, i pri čemu su navedeni cikloalkilni, fenilni, heteroarilni ili heterociklilni dijelovi po izboru supstituirani s 1 ili 2 R9 supstituenta, i pri čemu gore navedeni CR1R2, Q i Z dijelovi mogu biti vezani na bilo kojem položaju navedenih cikloalkilnih, fenilnih, heteroarilnih ili heterociklilnih ostataka;
n je 0 ili 1;
Z je odabran iz skupine koju čine -C(O)OR10, -CH2OH, -CHO, -C(O)NHOR11, - C(O)NHCN, -OC(O)NHOR11, -OC(O)NHCN, -NR6C(O)NHOR11, -NR6C(O)NHCN, - C(O)NHS(O)2R12, -OC(O)NHS(O)2R12, -NR6C(O)NHS(O)2R12, -S(O)2OR10, -OS(O)2OR10, - NR6S(O)2OR10, -NR6S(O)OR10, -NHS(O)2R14, -S(O)OR10, -OS(O)OR10, -S(O)2NHCN, - S(O)2NHC(O)R18, -S(O)2NHS(O)2R12, -OS(O)2NHCN, -OS(O)2NHS(O)2R12, - OS(O)2NHC(O)R18, -NR6S(O)2NHCN, -NR6S(O)2NHC(O)R18, -N(OH)C(O)R15, -ONHC(O)R15, -NR6S(O)2NHS(O)2R12, -P(O)(R13)(OR10), -P(O)H(OR10), -OP(O)(R13)(OR10), - NR6P(O)(R13)(OR10) i tetrazol;
R10 je odabran iz skupine koju čine vodik, C1-C6alkil, fenil i benzil, i pri čemu su navedeni fenil ili benzil po izboru supstituirani s 1, 2 ili 3 R9 supstituenta, koji mogu biti isti ili različiti;
R11 je odabran iz skupine koju čine vodik, C1-C6alkil i fenil, i pri čemu je navedeni fenil po izboru supstituiran s 1, 2 ili 3 R9 supstituenta, koji mogu biti isti ili različiti;
R12 je odabran iz skupine koju čine C1-C6alkil, C1-C6haloalkil, C1-C6alkoksi, -OH, - N(R6)2 i fenil, i pri čemu je navedeni fenil po izboru supstituiran s 1, 2 ili 3 R9 supstituenta, koji mogu biti isti ili različiti;
R13 se neovisno bira iz skupine koja sadrži -OH, C1-C6alkil, C1-C6alkoksi i fenil;
R14 je C1-C6haloalkil;
R15 je odabran iz skupine koju čine C1-C6alkil i fenil, i pri čemu je navedeni fenil po izboru supstituiran s 1, 2 ili 3 R9 supstituenta, koji mogu biti isti ili različiti;
R15a je fenil, pri čemu je navedeni fenil po izboru supstituiran s 1, 2 ili 3 R9 supstituenta, koji mogu biti isti ili različiti;
R16 i R17 su neovisno odabrani iz skupine koju čine vodik i C1-C6alkil; ili
R16 i R17 zajedno s atomom dušika na koji su oni vezani tvore 4- do 6-eročlani heterociklil prsten koji po izboru sadrži jedan dodatni heteroatom pojedinačno odabran od N, O i S; i
R18 je odabran iz skupine koju čine vodik, C1-C6alkil, C1-C6haloalkil, C1-C6alkoksi, -N(R6)2 i fenil, i pri čemu je navedeni fenil po izboru supstituiran s 1, 2 ili 3 R9 supstituenta, koji mogu biti isti ili različiti;
i
r je 0, 1 ili 2.
2. Spoj prema zahtjevu 1, naznačen time što su R1 i R2 neovisno odabrani iz skupine koju čine vodik i C1-C6alkyl.
3. Spoj prema zahtjevu 1 ili zahtjevu 2, naznačen time što su svaki R1a i R2b neovisno odabrani iz skupine koju čine vodik, C1-C6alkil, -OH i -NH2
4. Spoj prema bilo kojem od zahtjeva 1 do 3, naznačen time, da m je 1 ili 2.
5. Spoj prema bilo kojem od zahtjeva 1 do 4, naznačen time što R3, R4 i R5 su neovisno odabrani iz skupine koju čine vodik, C1-C6alkil i C1-C6alkoksi.
6. Spoj prema bilo kojem od zahtjeva 1 do 5, naznačen time što R3, R4 i R5 su vodik.
7. Spoj prema bilo kojem od zahtjeva 1 do 6, naznačen time što je A odabran iz skupine koju čine formula A-I do A-VII ispod
[image]
[image]
pri čemu nazubljena linija definira točku vezivanja za preostali dio spoja formule (I), p je 0, 1 ili 2 i R8 je kao što je definirano u zahtjevu 1.
8. Spoj prema bilo kojem od zahtjeva 1 do 7, naznačen time što je A je odabran iz skupine koju čine formula A-I do A-V ispod
[image]
[image]
pri čemu nazubljena linija definira točku vezivanja za preostali dio spoja formule (I), p je 0, 1, ili 2 i R8 je kao što je definirano u zahtjevu 1.
9. Spoj prema bilo kojem od zahtjeva 1 do 8, naznačen time što kada je A supstituiran s 1 ili 2 supstituenta, svaki R8 je neovisno odabran iz skupine koja sadrži halogen, nitro, cijano, - NH2, -NHR7, -N(R7)2, -OH, -OR7, -S(O)rR15, -NR6S(O)2R15, -C(O)OR10, -C(O)R15, -C(O)NR16R17, - S(O)2NR16R17, C1-C6alkil i C1-C6haloalkil.
10. Spoj prema bilo kojem od zahtjeva 1 do 9, naznačen time što kada je A supstituiran s 1 ili 2 supstituenta, svaki R8 je neovisno odabran iz skupine koja sadrži klor, fluor, cijano, -NH2, -N(Me)2, -OMe, -S(O)2Me, -C(O)NHMe, -C(O)N(Me)2, metil i trifluorometil.
11. Spoj prema bilo kojem od zahtjeva 1 do 10, naznačen time što je A odabran iz skupine koju čine formula A-I do A-V i p je 0.
12. Spoj prema bilo kojem od zahtjeva 1 do 11, naznačen time što je Z odabran iz skupine koju čine -C(O)OR10, -C(O)NHS(O)2R12, -S(O)2OR10, i -P(O)(R13)(OR10).
13. Spoj prema bilo kojem od zahtjeva 1 do 12, naznačen time što je Z -C(O)OH ili -S(O)2OH.
14. Spoj prema bilo kojem od zahtjeva 1 do 13, naznačen time što n je 0.
15. Agrokemijski pripravak naznačen time što sadrži herbicidno učinkovitu količinu spoja formule (I) kako je definirano u bilo kojem od zahtjeva 1 do 14 i agrokemijski prihvatljiv razrjeđivač ili nosač.
16. Postupak kontrole neželjenog rasta biljaka, naznačen time što se sastoji od primjene spoja formule (I) kako je definirano u bilo kojem od zahtjeva 1 do 14, ili herbicidnog pripravka prema zahtjevu 15, na neželjene biljke ili na mjesto njihovog rasta.
17. Postupak za pripravu spoja formule (I) kako je definiran u bilo kojem od zahtjeva 1 do 14, naznačen time što sadrži
(i) bilo
a) reakciju spoja formule (H)
A-Hal formula (H)
pri čemu
A je kako je definirano u bilo kojem od zahtjeva 1, 7 ili 8 i Hal je halogen ili pseudo halogen, sa spojem formule (J)
[image]
pri čemu
R3, R4 i R5 su kao što je definirano u bilo kojem od zahtjeva 1, 5 ili 6 i M' je organostanan ili organoboran, u prisutnosti paladijevog katalizatora, dajući spoj formule (X)
[image]
ili
(b) reakciju spoja formule (K)
[image]
pri čemu R3, R4 i R5 kako je definirano u bilo kojem od zahtjeva 1, 5 ili 6, a Hal je halogen ili pseudo halogen, sa spojem formule (L)
A-M' formula (L)
pri čemu
A je kako je definirano u bilo kojem od zahtjeva 1, 7 ili 8 i M' je organostanan ili organoboran, u prisutnosti paladijevog katalizatora, čime se dobiva spoj formule (X);
(ii) reakciju spoja formule (X) s alkilirajućim sredstvom formule (W)
[image]
pri čemu R1, R2, Q, X, Z i n su kao što je definirano u bilo kojem od zahtjeva 1, 2, 3, 4, 12, 13 ili 14, i LG je prikladna odlazeća skupina, u inertnom otapalu ili smjesi inertnih otapala, na temperaturi od -78 °C do 150 °C, da se dobije spoj formule (I);
(iii) po izboru,
djelomično ili potpuno hidroliziranje spoja formule (I) u prisutnosti prikladne kiseline.
18. Upotreba spoja formule (J) kako je definirana u zahtjevu 17, u postupku za proizvodnju spoja formule (I) kako je definirano u bilo kojem od zahtjeva 1 do 14.
19. Upotreba prema zahtjevu 18, naznačena time što za spoj formule (J), M' je tributilstanan.
20. Upotreba spoja formule (X) kako je definirana u zahtjevu 17, u postupku za proizvodnju spoja formule (I) kako je definirano u bilo kojem od zahtjeva 1 do 14.
21. Upotreba prema zahtjevu 20, naznačena time što je spoj formule (X) je odabran iz skupine koju čine 2-piridazin-4-ilpirimidin, 4-piridazin-4-ilpirimidin, 3-piridazin-4-ilpiridazin, 2-piridazin-4-ilpirazin i 4-piridazin-4-ilpiridazin.
22. Spoj formule (X) odabran iz skupine koju čine 2-piridazin-4-ilpirimidin, 4-piridazin-4-ilpirimidin, 3-piridazin-4-ilpiridazin i 2-piridazin-4-ilpirazin.
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| WO2020161209A1 (en) * | 2019-02-06 | 2020-08-13 | Syngenta Crop Protection Ag | Herbicidal fused pyridazine compounds |
| GB201901617D0 (en) * | 2019-02-06 | 2019-03-27 | Syngenta Crop Protection Ag | Herbicidal compounds |
| WO2020161208A1 (en) * | 2019-02-06 | 2020-08-13 | Syngenta Crop Protection Ag | Herbicidal fused pyridazine compounds |
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| GB201902064D0 (en) * | 2019-02-14 | 2019-04-03 | Syngenta Crop Protection Ag | Herbicidal compounds |
| BR112021015914A2 (pt) * | 2019-02-15 | 2021-10-05 | Syngenta Crop Protection Ag | Composições herbicidas |
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| GB201902107D0 (en) * | 2019-02-15 | 2019-04-03 | Syngenta Crop Protection Ag | Herbicidal compounds |
| BR112021016029A2 (pt) * | 2019-02-15 | 2021-10-05 | Syngenta Crop Protection Ag | Composições herbicidas |
| BR112021016003A2 (pt) * | 2019-02-15 | 2021-11-09 | Syngenta Crop Protection Ag | Composições herbicidas |
| JP2022520645A (ja) * | 2019-02-15 | 2022-03-31 | シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト | 除草組成物 |
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| CN111820225B (zh) * | 2019-04-22 | 2022-04-05 | 江苏清原农冠杂草防治有限公司 | 包含3-芳基-6-三氟甲基哒嗪醇类化合物的除草组合物及其应用 |
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| TW202214106A (zh) | 2020-08-14 | 2022-04-16 | 瑞士商先正達農作物保護公司 | 化學方法 |
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| BR8600161A (pt) | 1985-01-18 | 1986-09-23 | Plant Genetic Systems Nv | Gene quimerico,vetores de plasmidio hibrido,intermediario,processo para controlar insetos em agricultura ou horticultura,composicao inseticida,processo para transformar celulas de plantas para expressar uma toxina de polipeptideo produzida por bacillus thuringiensis,planta,semente de planta,cultura de celulas e plasmidio |
| EP0374753A3 (de) | 1988-12-19 | 1991-05-29 | American Cyanamid Company | Insektizide Toxine, Gene, die diese Toxine kodieren, Antikörper, die sie binden, sowie transgene Pflanzenzellen und transgene Pflanzen, die diese Toxine exprimieren |
| DK0427529T3 (da) | 1989-11-07 | 1995-06-26 | Pioneer Hi Bred Int | Larvedræbende lactiner og planteinsektresistens baseret derpå |
| UA48104C2 (uk) | 1991-10-04 | 2002-08-15 | Новартіс Аг | Фрагмент днк, який містить послідовність,що кодує інсектицидний протеїн, оптимізовану для кукурудзи,фрагмент днк, який забезпечує направлену бажану для серцевини стебла експресію зв'язаного з нею структурного гена в рослині, фрагмент днк, який забезпечує специфічну для пилку експресію зв`язаного з нею структурного гена в рослині, рекомбінантна молекула днк, спосіб одержання оптимізованої для кукурудзи кодуючої послідовності інсектицидного протеїну, спосіб захисту рослин кукурудзи щонайменше від однієї комахи-шкідника |
| US5530195A (en) | 1994-06-10 | 1996-06-25 | Ciba-Geigy Corporation | Bacillus thuringiensis gene encoding a toxin active against insects |
| US5466697A (en) | 1994-07-13 | 1995-11-14 | Syntex (U.S.A.) Inc. | 8-phenyl-1,6-naphthyridin-5-ones |
| DE10024938A1 (de) * | 2000-05-19 | 2001-11-22 | Bayer Ag | Substituierte Iminoazine |
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| PL2366699T3 (pl) | 2008-10-02 | 2013-12-31 | Asahi Kasei Pharma Corp | 8-podstawiona pochodna izochinoliny i jej zastosowanie |
| WO2015066371A1 (en) * | 2013-10-31 | 2015-05-07 | Forum Pharmaceuticals, Inc. | SPIRO-OXADIAZOLINE COMPOUNDS AS AGONISTS OF α-7-NICOTINIC ACETYLCHOLINE RECEPTORS |
| CN106459042B (zh) | 2014-04-02 | 2019-06-28 | 英特穆恩公司 | 抗纤维化吡啶酮类 |
| KR102164031B1 (ko) | 2014-05-22 | 2020-10-13 | 덕산네오룩스 주식회사 | 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치 |
| GB201419826D0 (en) * | 2014-11-07 | 2014-12-24 | Syngenta Participations Ag | Herbicidal compounds |
| CN104961686B (zh) * | 2015-05-18 | 2017-12-05 | 华中师范大学 | 1,6‑二氢哒嗪和哒嗪类化合物的合成方法及其在五种常见致病真菌生长活性抑制中的应用 |
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