JPH0480024B2 - - Google Patents
Info
- Publication number
- JPH0480024B2 JPH0480024B2 JP57017858A JP1785882A JPH0480024B2 JP H0480024 B2 JPH0480024 B2 JP H0480024B2 JP 57017858 A JP57017858 A JP 57017858A JP 1785882 A JP1785882 A JP 1785882A JP H0480024 B2 JPH0480024 B2 JP H0480024B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- saturated
- cycloalkyl group
- group
- compound
- Prior art date
- 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.)
- Expired - Lifetime
Links
- 230000002363 herbicidal effect Effects 0.000 claims description 16
- 244000068988 Glycine max Species 0.000 claims description 10
- 235000010469 Glycine max Nutrition 0.000 claims description 10
- 239000004009 herbicide Substances 0.000 claims description 9
- 229920006395 saturated elastomer Polymers 0.000 claims description 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
- DKWWULOOUAZNGJ-UHFFFAOYSA-N 2-phenyl-4,5,6,7-tetrahydroisoindole Chemical class C1=C2CCCCC2=CN1C1=CC=CC=C1 DKWWULOOUAZNGJ-UHFFFAOYSA-N 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- XREDBMQNKAWFGA-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1h-isoindole Chemical class C1=CCC2CNCC2=C1 XREDBMQNKAWFGA-UHFFFAOYSA-N 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 28
- -1 sodium alkoxide Chemical class 0.000 description 15
- 239000000203 mixture Substances 0.000 description 12
- 241000196324 Embryophyta Species 0.000 description 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 238000009472 formulation Methods 0.000 description 8
- 238000011282 treatment Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 239000002689 soil Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 4
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical class OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 229910052814 silicon oxide Inorganic materials 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 240000001549 Ipomoea eriocarpa Species 0.000 description 2
- 235000005146 Ipomoea eriocarpa Nutrition 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 244000234609 Portulaca oleracea Species 0.000 description 2
- 235000001855 Portulaca oleracea Nutrition 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 2
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000008187 granular material 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
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- IHCCLXNEEPMSIO-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 IHCCLXNEEPMSIO-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- NULBYWMDELWFEN-UHFFFAOYSA-N 2-phenyl-1,3,3a,4-tetrahydroisoindole Chemical class C1C2CC=CC=C2CN1C1=CC=CC=C1 NULBYWMDELWFEN-UHFFFAOYSA-N 0.000 description 1
- UZTZKICRSWXRFQ-UHFFFAOYSA-N 3a,4,5,6-tetrahydroisoindole-1,3-dione Chemical compound C1CCC2C(=O)NC(=O)C2=C1 UZTZKICRSWXRFQ-UHFFFAOYSA-N 0.000 description 1
- 235000015701 Artemisia arbuscula Nutrition 0.000 description 1
- 235000002657 Artemisia tridentata Nutrition 0.000 description 1
- 235000003261 Artemisia vulgaris Nutrition 0.000 description 1
- 240000006891 Artemisia vulgaris Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000270722 Crocodylidae Species 0.000 description 1
- 241000237858 Gastropoda Species 0.000 description 1
- 241000219146 Gossypium 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
- 241000207890 Ipomoea purpurea Species 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 240000000249 Morus alba Species 0.000 description 1
- 235000008708 Morus alba Nutrition 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 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
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- IOJOTQBSYOJJAW-UHFFFAOYSA-N cyclopentyl 2-[2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)-4-fluorophenoxy]acetate Chemical compound C1=C(N2C(C3=C(CCCC3)C2=O)=O)C(F)=CC(Cl)=C1OCC(=O)OC1CCCC1 IOJOTQBSYOJJAW-UHFFFAOYSA-N 0.000 description 1
- UFCFYYIOOSQDDO-UHFFFAOYSA-N cyclopentyl 2-bromoacetate Chemical compound BrCC(=O)OC1CCCC1 UFCFYYIOOSQDDO-UHFFFAOYSA-N 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- LNNWVNGFPYWNQE-GMIGKAJZSA-N desomorphine Chemical compound C1C2=CC=C(O)C3=C2[C@]24CCN(C)[C@H]1[C@@H]2CCC[C@@H]4O3 LNNWVNGFPYWNQE-GMIGKAJZSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Landscapes
- Indole Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (32)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1785882A JPS58135864A (ja) | 1982-02-05 | 1982-02-05 | ２−フェニル−４，５，６，７−テトラヒドロ−２ｈ−イソインド−ル誘導体、その製造法およびそれを有効成分とする除草剤 |
| AU91035/82A AU557324B2 (en) | 1981-12-25 | 1982-12-01 | Tetrahydro phthalimide compounds |
| CA000417107A CA1181407A (en) | 1981-12-25 | 1982-12-06 | Tetrahydrophthalimide compounds, and their production and use |
| MX792382A MX155084A (es) | 1981-12-25 | 1982-12-07 | Procedimiento para producir compuestos de tetrahidroftalimida |
| EP82111841A EP0083055B1 (en) | 1981-12-25 | 1982-12-20 | Tetrahydrophthalimide compounds, and their production and use |
| DE8585103131T DE3278993D1 (en) | 1981-12-25 | 1982-12-20 | Tetrahydrophthalimide compounds, their production and use |
| DE8282111841T DE3273387D1 (en) | 1981-12-25 | 1982-12-20 | Tetrahydrophthalimide compounds, and their production and use |
| EP85103131A EP0172306B1 (en) | 1981-12-25 | 1982-12-20 | Tetrahydrophthalimide compounds, their production and use |
| HU824131A HU188525B (en) | 1981-12-25 | 1982-12-22 | Herbicidal preparations containing tetrahydrophthalimide derivatives and process for the production of the active substance |
| CS829544A CZ279697B6 (cs) | 1981-12-25 | 1982-12-22 | Tetrahydroftalimidové sloučeniny, způsob jejich výroby a herbicidní prostředek na jejich bázi |
| SK9544-82A SK954482A3 (en) | 1981-12-25 | 1982-12-22 | Tetrahydrophtalimide compounds, manufacturing process threof and herbicidal agent on their base |
| ES518547A ES518547A0 (es) | 1981-12-25 | 1982-12-23 | Un procedimiento para la preparacion de derivdados de tetrahidroftalimida. |
| PL1982239711A PL134968B1 (en) | 1981-12-25 | 1982-12-23 | Herbicide and method of manufacture of novel derivatives of tetrahydrophtalimide |
| DK573482A DK154703C (da) | 1981-12-25 | 1982-12-23 | Tetrahydrophthalimidforbindelser, herbicide praeparater indeholdende disse samt anvendelse deraf ved bekaempelse af ukrudt |
| BR8207478A BR8207478A (pt) | 1981-12-25 | 1982-12-23 | Composto, processo para producao do dito composto, composicao herbicida, processo para controle ou exterminio de ervas daninhas em um terreno arado, e uso de tal composto |
| BG059040A BG41995A3 (en) | 1981-12-25 | 1982-12-24 | Herbicide composition and method for control of weeds |
| UA3525700A UA7085A1 (uk) | 1981-12-25 | 1982-12-24 | Спосіб одержання тетрагідрофталімідних сполучень |
| SU823525700A SU1366054A3 (ru) | 1981-12-25 | 1982-12-24 | Способ получения тетрагидрофталимидных соединений |
| US06/473,755 US4670046A (en) | 1981-12-25 | 1983-03-09 | Tetrahydrophthalimide compounds, as post-emergence herbicides for use in soybean fields |
| ES524859A ES8502682A1 (es) | 1981-12-25 | 1983-08-10 | Un procedimiento para la preparacion de feniltetrahidroftalimidas |
| CA000452554A CA1186320A (en) | 1981-12-25 | 1984-04-19 | Tetrahydrophthalimide compounds, and their production and use |
| US06/887,970 US4770695A (en) | 1981-12-25 | 1986-07-21 | N-substituted phenyl tetrahydrophthalimide compounds, and their production and herbicidal use |
| US06/942,703 US4938795A (en) | 1981-12-25 | 1986-12-17 | Tetrahydrophthalimide compounds, and their production and use |
| MYPI87000999A MY101267A (en) | 1981-12-25 | 1987-07-14 | N-substituted phenyl tetrahydrophthalimide compounds, their production and herbicidal use |
| US07/102,615 US4826533A (en) | 1981-12-25 | 1987-09-30 | N-(substituted phenyl)-tetrahydrophthalimide compounds, and their production and herbicide use |
| US07/102,617 US4881970A (en) | 1981-12-25 | 1987-09-30 | Tetrahydropthalimide compounds, and their production and use as herbicides |
| DK237988A DK158262C (da) | 1981-12-25 | 1988-05-02 | Mellemprodukter til fremstilling af herbicide tetrahydrophthalimidforbindelser |
| MY90/88A MY8800090A (en) | 1981-12-25 | 1988-12-30 | Tetrahydropthalimide compounds and their production and use |
| LV930127A LV5089A3 (lv) | 1981-12-25 | 1993-02-17 | Tetrahidroftalimido savienojumu iegusanas panemiens |
| MD94-0030A MD56C2 (ro) | 1981-12-25 | 1993-11-08 | Procedeul de obţinere a compuşilor tetrahidroftalimizi |
| BG098553A BG61119B2 (bg) | 1981-12-25 | 1994-02-24 | N-заместени фенилтетрахидрофталимидни съединения,тяхното получаване и хербицидно използване |
| GEAP19941920A GEP19960465B (en) | 1981-12-25 | 1994-05-16 | Method of obtaining tetrahydrophthalimide compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1785882A JPS58135864A (ja) | 1982-02-05 | 1982-02-05 | ２−フェニル−４，５，６，７−テトラヒドロ−２ｈ−イソインド−ル誘導体、その製造法およびそれを有効成分とする除草剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58135864A JPS58135864A (ja) | 1983-08-12 |
| JPH0480024B2 true JPH0480024B2 (es) | 1992-12-17 |
Family
ID=11955350
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1785882A Granted JPS58135864A (ja) | 1981-12-25 | 1982-02-05 | ２−フェニル−４，５，６，７−テトラヒドロ−２ｈ−イソインド−ル誘導体、その製造法およびそれを有効成分とする除草剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58135864A (es) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5764671A (en) * | 1980-10-07 | 1982-04-19 | Mitsubishi Chem Ind Ltd | Tetrahydrophthlimides and herbicide containing said compound as active component |
-
1982
- 1982-02-05 JP JP1785882A patent/JPS58135864A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5764671A (en) * | 1980-10-07 | 1982-04-19 | Mitsubishi Chem Ind Ltd | Tetrahydrophthlimides and herbicide containing said compound as active component |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58135864A (ja) | 1983-08-12 |
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