JPWO2021191035A5

JPWO2021191035A5 -

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Publication number: JPWO2021191035A5
Authority: JP; Japan
Prior art keywords: alkyl; hydrogen; alkoxy; cyano; fluorine
Prior art date: 2024-03-27
Legal status : Pending

Application number

JP2022557685A

Other languages

English (en)

Japanese (ja)

Other versions

JP2023518512A (ja

Publication date

2024-03-27

2021-03-18 Application filed filed Critical

2021-03-18 Priority claimed from PCT/EP2021/056897 external-priority patent/WO2021191035A1/fr

2023-05-01 Publication of JP2023518512A publication Critical patent/JP2023518512A/ja

2024-03-27 Publication of JPWO2021191035A5 publication Critical patent/JPWO2021191035A5/ja

Status Pending legal-status Critical Current

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150000001875 compounds Chemical class 0.000 claims description 378
239000001257 hydrogen Substances 0.000 claims description 274
229910052739 hydrogen Inorganic materials 0.000 claims description 274
239000011737 fluorine Substances 0.000 claims description 188
229910052731 fluorine Inorganic materials 0.000 claims description 188
-1 nitro, hydroxyl Chemical group 0.000 claims description 163
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 158
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 156
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 155
239000000460 chlorine Substances 0.000 claims description 155
229910052801 chlorine Inorganic materials 0.000 claims description 154
125000004093 cyano group Chemical group *C#N 0.000 claims description 144
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 132
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 132
229910052794 bromium Inorganic materials 0.000 claims description 132
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 124
229910052736 halogen Inorganic materials 0.000 claims description 95
150000002367 halogens Chemical class 0.000 claims description 95
150000002431 hydrogen Chemical class 0.000 claims description 92
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 91
239000000203 mixture Substances 0.000 claims description 91
230000002363 herbicidal effect Effects 0.000 claims description 81
125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims description 76
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 70
125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims description 68
125000006536 (C1-C2)alkoxy group Chemical group 0.000 claims description 66
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 61
239000004009 herbicide Substances 0.000 claims description 56
125000004432 carbon atom Chemical group C* 0.000 claims description 50
238000009472 formulation Methods 0.000 claims description 49
125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 46
125000001424 substituent group Chemical group 0.000 claims description 46
229920006395 saturated elastomer Polymers 0.000 claims description 39
125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 claims description 38
125000006592 (C2-C3) alkenyl group Chemical group 0.000 claims description 36
238000000034 method Methods 0.000 claims description 36
125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 32
125000001153 fluoro group Chemical group F* 0.000 claims description 32
125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 31
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 31
125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims description 28
125000004430 oxygen atom Chemical group O* 0.000 claims description 27
125000006593 (C2-C3) alkynyl group Chemical group 0.000 claims description 24
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 21
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 20
125000003545 alkoxy group Chemical group 0.000 claims description 20
125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims description 18
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 18
125000000217 alkyl group Chemical group 0.000 claims description 18
229910052799 carbon Inorganic materials 0.000 claims description 17
125000006595 (C1-C3) alkylsulfinyl group Chemical group 0.000 claims description 15
125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims description 15
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
125000003118 aryl group Chemical group 0.000 claims description 14
125000006660 (C3-C4) halocycloalkyl group Chemical group 0.000 claims description 12
125000004043 oxo group Chemical group O=* 0.000 claims description 12
125000004434 sulfur atom Chemical group 0.000 claims description 12
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125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 11
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 11
125000004433 nitrogen atom Chemical group N* 0.000 claims description 11
125000006526 (C1-C2) alkyl group Chemical group 0.000 claims description 9
125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 9
125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 9
125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 9
125000006711 (C2-C12) alkynyl group Chemical group 0.000 claims description 7
125000004438 haloalkoxy group Chemical group 0.000 claims description 7
239000012752 auxiliary agent Substances 0.000 claims description 3
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239000000194 fatty acid Substances 0.000 description 16
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
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150000001408 amides Chemical class 0.000 description 8
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YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
235000003222 Helianthus annuus Nutrition 0.000 description 6
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
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240000007594 Oryza sativa Species 0.000 description 6
235000007164 Oryza sativa Nutrition 0.000 description 6
240000006394 Sorghum bicolor Species 0.000 description 6
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
150000001298 alcohols Chemical class 0.000 description 6
125000003342 alkenyl group Chemical group 0.000 description 6
238000000576 coating method Methods 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
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QWWHRELOCZEQNZ-UHFFFAOYSA-N 2,2-dichloro-1-(1-oxa-4-azaspiro[4.5]decan-4-yl)ethanone Chemical compound ClC(Cl)C(=O)N1CCOC11CCCCC1 QWWHRELOCZEQNZ-UHFFFAOYSA-N 0.000 description 5
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YNQSILKYZQZHFJ-UHFFFAOYSA-N R-29148 Chemical compound CC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 YNQSILKYZQZHFJ-UHFFFAOYSA-N 0.000 description 5
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
235000010749 Vicia faba Nutrition 0.000 description 5
240000006677 Vicia faba Species 0.000 description 5
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IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 4
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240000007817 Olea europaea Species 0.000 description 4
235000010617 Phaseolus lunatus Nutrition 0.000 description 4
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DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
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JP2022557685A 2020-03-25 2021-03-18 ジオキサゾリン及びその除草剤としての使用 Pending JP2023518512A (ja)