JPH11508245A - ベンジル化シス−２，３−エポキシシクロアルカノール - Google Patents

ベンジル化シス−２，３−エポキシシクロアルカノール

Info

Publication number: JPH11508245A
Authority: JP; Japan
Prior art keywords: halogen; alkyl; general formula; alkenyl; compounds
Prior art date: 1995-07-03
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Pending

Application number

JP9503431A

Other languages

English (en)

Japanese (ja)

Inventor

フアン・アルムジツク，アンドレーアス

ヘムバーガー，ギユンター

ボジヤツク，ギードウ

ボーナー，ユルゲン

レース，リヒアルト

Original Assignee

ヘキスト・シエーリング・アグレボ・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1995-07-03

Filing date

1996-07-03

Publication date

1999-07-21

1996-07-03 Application filed by ヘキスト・シエーリング・アグレボ・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング filed Critical ヘキスト・シエーリング・アグレボ・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング

1999-07-21 Publication of JPH11508245A publication Critical patent/JPH11508245A/ja

Status Pending legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 claims description 32
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 19
241000196324 Embryophyta Species 0.000 claims description 12
230000002363 herbicidal effect Effects 0.000 claims description 11
-1 halogen-C2-6-Alkenyl Chemical group 0.000 claims description 10
239000000203 mixture Substances 0.000 claims description 10
229910052736 halogen Inorganic materials 0.000 claims description 9
150000002367 halogens Chemical class 0.000 claims description 9
238000002360 preparation method Methods 0.000 claims description 7
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 6
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 6
125000004093 cyano group Chemical group *C#N 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 4
238000009472 formulation Methods 0.000 claims description 4
125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
125000001188 haloalkyl group Chemical group 0.000 claims description 3
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
239000000126 substance Substances 0.000 claims description 3
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 2
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
125000001475 halogen functional group Chemical group 0.000 claims 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
239000004009 herbicide Substances 0.000 abstract description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
238000000034 method Methods 0.000 description 9
240000007594 Oryza sativa Species 0.000 description 8
239000004480 active ingredient Substances 0.000 description 7
235000007164 Oryza sativa Nutrition 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
241000209504 Poaceae Species 0.000 description 4
230000000694 effects Effects 0.000 description 4
239000000543 intermediate Substances 0.000 description 4
239000007788 liquid Substances 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
235000009566 rice Nutrition 0.000 description 4
238000009331 sowing Methods 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
244000299507 Gossypium hirsutum Species 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
239000000969 carrier Substances 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
239000008096 xylene Substances 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
241000219318 Amaranthus Species 0.000 description 2
235000016068 Berberis vulgaris Nutrition 0.000 description 2
241000335053 Beta vulgaris Species 0.000 description 2
235000011331 Brassica Nutrition 0.000 description 2
241000219198 Brassica Species 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
235000007516 Chrysanthemum Nutrition 0.000 description 2
241000207892 Convolvulus Species 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
241000208296 Datura Species 0.000 description 2
235000017896 Digitaria Nutrition 0.000 description 2
241001303487 Digitaria <clam> Species 0.000 description 2
241000202829 Eleocharis Species 0.000 description 2
241001290564 Fimbristylis Species 0.000 description 2
235000010469 Glycine max Nutrition 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
240000000178 Monochoria vaginalis Species 0.000 description 2
240000001090 Papaver somniferum Species 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
241000205407 Polygonum Species 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
244000184734 Pyrus japonica Species 0.000 description 2
241000780602 Senecio Species 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
235000021307 Triticum Nutrition 0.000 description 2
244000098338 Triticum aestivum Species 0.000 description 2
241000219422 Urtica Species 0.000 description 2
241001506766 Xanthium Species 0.000 description 2
240000008042 Zea mays Species 0.000 description 2
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
235000002017 Zea mays subsp mays Nutrition 0.000 description 2
239000000654 additive Substances 0.000 description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
229910052794 bromium Inorganic materials 0.000 description 2
235000013339 cereals Nutrition 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
238000004440 column chromatography Methods 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
235000005822 corn Nutrition 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical class C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 2
YMWUJEATGCHHMB-UHFFFAOYSA-N dichloromethane Natural products ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
239000003814 drug Substances 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000003921 oil Substances 0.000 description 2
235000019198 oils Nutrition 0.000 description 2
230000008635 plant growth Effects 0.000 description 2
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 2
230000001105 regulatory effect Effects 0.000 description 2
239000000741 silica gel Substances 0.000 description 2
229910002027 silica gel Inorganic materials 0.000 description 2
239000000243 solution Substances 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 2
229960000278 theophylline Drugs 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
KLJFQCCOAKPQHS-UHFFFAOYSA-N 1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-2-ol Chemical compound CC12C(CCC(C1O2)(C)C)O KLJFQCCOAKPQHS-UHFFFAOYSA-N 0.000 description 1
MJGOLNNLNQQIHR-UHFFFAOYSA-N 1-chloro-2-(chloromethyl)-3-fluorobenzene Chemical compound FC1=CC=CC(Cl)=C1CCl MJGOLNNLNQQIHR-UHFFFAOYSA-N 0.000 description 1
UZFMOKQJFYMBGY-UHFFFAOYSA-N 4-hydroxy-TEMPO Chemical compound CC1(C)CC(O)CC(C)(C)N1[O] UZFMOKQJFYMBGY-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
241000219144 Abutilon Species 0.000 description 1
241000743985 Alopecurus Species 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
241000404028 Anthemis Species 0.000 description 1
241001666377 Apera Species 0.000 description 1
235000005781 Avena Nutrition 0.000 description 1
244000075850 Avena orientalis Species 0.000 description 1
241000255789 Bombyx mori Species 0.000 description 1
241000611157 Brachiaria Species 0.000 description 1
240000002791 Brassica napus Species 0.000 description 1
235000006008 Brassica napus var napus Nutrition 0.000 description 1
241000209200 Bromus Species 0.000 description 1
241000132570 Centaurea Species 0.000 description 1
240000004385 Centaurea cyanus Species 0.000 description 1
235000005940 Centaurea cyanus Nutrition 0.000 description 1
241000219312 Chenopodium Species 0.000 description 1
235000000509 Chenopodium ambrosioides Nutrition 0.000 description 1
244000098897 Chenopodium botrys Species 0.000 description 1
235000005490 Chenopodium botrys Nutrition 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
240000005250 Chrysanthemum indicum Species 0.000 description 1
244000192528 Chrysanthemum parthenium Species 0.000 description 1
244000189548 Chrysanthemum x morifolium Species 0.000 description 1
241000132536 Cirsium Species 0.000 description 1
241000207199 Citrus Species 0.000 description 1
240000007154 Coffea arabica Species 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
241000234653 Cyperus Species 0.000 description 1
244000108484 Cyperus difformis Species 0.000 description 1
244000058871 Echinochloa crus-galli Species 0.000 description 1
235000001950 Elaeis guineensis Nutrition 0.000 description 1
244000127993 Elaeis melanococca Species 0.000 description 1
235000007351 Eleusine Nutrition 0.000 description 1
241000209215 Eleusine Species 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
241000748465 Galinsoga Species 0.000 description 1
241001101998 Galium Species 0.000 description 1
GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
235000009432 Gossypium hirsutum Nutrition 0.000 description 1
235000008694 Humulus lupulus Nutrition 0.000 description 1
241000700189 Hystrix <Rodentia> Species 0.000 description 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 description 1
235000021506 Ipomoea Nutrition 0.000 description 1
241000207783 Ipomoea Species 0.000 description 1
244000017020 Ipomoea batatas Species 0.000 description 1
235000002678 Ipomoea batatas Nutrition 0.000 description 1
241001327265 Ischaemum Species 0.000 description 1
241000520028 Lamium Species 0.000 description 1
241000801118 Lepidium Species 0.000 description 1
235000019738 Limestone Nutrition 0.000 description 1
241000209082 Lolium Species 0.000 description 1
241000219071 Malvaceae Species 0.000 description 1
235000017945 Matricaria Nutrition 0.000 description 1
235000007232 Matricaria chamomilla Nutrition 0.000 description 1
235000003990 Monochoria hastata Nutrition 0.000 description 1
240000005561 Musa balbisiana Species 0.000 description 1
235000011999 Panicum crusgalli Nutrition 0.000 description 1
235000011096 Papaver Nutrition 0.000 description 1
235000008753 Papaver somniferum Nutrition 0.000 description 1
241001043922 Pensacola Species 0.000 description 1
241000013557 Plantaginaceae Species 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
241000219295 Portulaca Species 0.000 description 1
244000234609 Portulaca oleracea Species 0.000 description 1
235000001855 Portulaca oleracea Nutrition 0.000 description 1
241000219492 Quercus Species 0.000 description 1
241001408202 Sagittaria pygmaea Species 0.000 description 1
240000009132 Sagittaria sagittifolia Species 0.000 description 1
244000085269 Scirpus juncoides Species 0.000 description 1
244000275012 Sesbania cannabina Species 0.000 description 1
235000005775 Setaria Nutrition 0.000 description 1
241000232088 Setaria <nematode> Species 0.000 description 1
240000003461 Setaria viridis Species 0.000 description 1
235000002248 Setaria viridis Nutrition 0.000 description 1
241000220261 Sinapis Species 0.000 description 1
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
241000208292 Solanaceae Species 0.000 description 1
235000002634 Solanum Nutrition 0.000 description 1
241000207763 Solanum Species 0.000 description 1
241000488874 Sonchus Species 0.000 description 1
244000062793 Sorghum vulgare Species 0.000 description 1
DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
244000269722 Thea sinensis Species 0.000 description 1
244000299461 Theobroma cacao Species 0.000 description 1
235000009470 Theobroma cacao Nutrition 0.000 description 1
241000208041 Veronica Species 0.000 description 1
241000405217 Viola <butterfly> Species 0.000 description 1
241001106476 Violaceae Species 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
125000005037 alkyl phenyl group Chemical group 0.000 description 1
125000000304 alkynyl group Chemical group 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
235000021015 bananas Nutrition 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
150000008107 benzenesulfonic acids Chemical class 0.000 description 1
235000021028 berry Nutrition 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
244000309464 bull Species 0.000 description 1
RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
235000016213 coffee Nutrition 0.000 description 1
235000013353 coffee beverage Nutrition 0.000 description 1
239000012230 colorless oil Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
150000002118 epoxides Chemical class 0.000 description 1
150000002168 ethanoic acid esters Chemical class 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
241001233957 eudicotyledons Species 0.000 description 1
238000000605 extraction Methods 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
238000001640 fractional crystallisation Methods 0.000 description 1
238000004508 fractional distillation Methods 0.000 description 1
229910052733 gallium Inorganic materials 0.000 description 1
230000035784 germination Effects 0.000 description 1
239000008187 granular material Substances 0.000 description 1
238000000227 grinding Methods 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
239000011630 iodine Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
239000006028 limestone Substances 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
235000019713 millet Nutrition 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
235000014571 nuts Nutrition 0.000 description 1
230000009965 odorless effect Effects 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000013616 tea Nutrition 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
235000014101 wine Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
- 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
- A01N43/20—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 three- or four-membered rings

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)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Epoxy Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

JP9503431A 1995-07-03 1996-07-03 ベンジル化シス−２，３−エポキシシクロアルカノール Pending JPH11508245A (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE19524143A DE19524143A1 (de)	1995-07-03	1995-07-03	Benzylierte cis-2,3-Epoxycycloalkanole
DE19524143.6		1995-07-03
PCT/EP1996/002918 WO1997002258A1 (fr)	1995-07-03	1996-07-03	Herbicides a base de cis-2,3-epoxycycloalcanols benzyles

Publications (1)

Publication Number	Publication Date
JPH11508245A true JPH11508245A (ja)	1999-07-21

Family

ID=7765849

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP9503431A Pending JPH11508245A (ja)	1995-07-03	1996-07-03	ベンジル化シス−２，３−エポキシシクロアルカノール

Country Status (12)

Country	Link
EP (1)	EP0842167A1 (fr)
JP (1)	JPH11508245A (fr)
KR (1)	KR19990028679A (fr)
AU (1)	AU6518096A (fr)
BR (1)	BR9609304A (fr)
CA (1)	CA2226165A1 (fr)
DE (1)	DE19524143A1 (fr)
MX (1)	MX9800053A (fr)
PL (1)	PL324381A1 (fr)
TR (1)	TR199600557A2 (fr)
WO (1)	WO1997002258A1 (fr)
ZA (1)	ZA965652B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19640351A1 (de) *	1996-09-23	1998-04-02	Hoechst Schering Agrevo Gmbh	Herbizide cis-1-Heteroaryloxy-2,3-epoxycycloalkanderivate
EP0976707A4 (fr) *	1997-04-07	2001-06-13	Nissan Chemical Ind Ltd	Composes cycloalkyle benzyle ether
JP2003171211A (ja) *	1999-08-30	2003-06-17	Kumiai Chem Ind Co Ltd	２−ベンジルオキシ−７−オキサビシクロ［４．１．０］ヘプタン誘導体及びそれを含有する農薬、特に除草剤

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4670041A (en) *	1981-12-16	1987-06-02	E. I. Du Pont De Nemours And Company	Oxabicycloalkane herbicides
DE3809765A1 (de) *	1988-03-23	1989-10-05	Basf Ag	Isoxazoline, verfahren zu ihrer herstellung und ihre verwendung als herbizide
BR9205717A (pt) *	1991-01-30	1994-05-17	Du Pont	Éteres biciclicos herbicidas

1995
- 1995-07-03 DE DE19524143A patent/DE19524143A1/de not_active Withdrawn
1996
- 1996-07-03 WO PCT/EP1996/002918 patent/WO1997002258A1/fr not_active Ceased
- 1996-07-03 KR KR1019970710002A patent/KR19990028679A/ko not_active Withdrawn
- 1996-07-03 JP JP9503431A patent/JPH11508245A/ja active Pending
- 1996-07-03 ZA ZA965652A patent/ZA965652B/xx unknown
- 1996-07-03 TR TR96/00557A patent/TR199600557A2/xx unknown
- 1996-07-03 BR BR9609304A patent/BR9609304A/pt not_active Application Discontinuation
- 1996-07-03 MX MX9800053A patent/MX9800053A/es unknown
- 1996-07-03 AU AU65180/96A patent/AU6518096A/en not_active Abandoned
- 1996-07-03 CA CA002226165A patent/CA2226165A1/fr not_active Abandoned
- 1996-07-03 PL PL96324381A patent/PL324381A1/xx unknown
- 1996-07-03 EP EP96924867A patent/EP0842167A1/fr not_active Withdrawn

Also Published As

Publication number	Publication date
PL324381A1 (en)	1998-05-25
AU6518096A (en)	1997-02-05
BR9609304A (pt)	1999-05-25
CA2226165A1 (fr)	1997-01-23
DE19524143A1 (de)	1997-01-09
TR199600557A2 (tr)	1997-01-21
ZA965652B (en)	1997-01-27
EP0842167A1 (fr)	1998-05-20
MX9800053A (es)	1998-03-29
KR19990028679A (ko)	1999-04-15
WO1997002258A1 (fr)	1997-01-23

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