JPS6049637B2 - カ−バメイト系殺虫剤 - Google Patents
カ−バメイト系殺虫剤Info
- Publication number
- JPS6049637B2 JPS6049637B2 JP8509381A JP8509381A JPS6049637B2 JP S6049637 B2 JPS6049637 B2 JP S6049637B2 JP 8509381 A JP8509381 A JP 8509381A JP 8509381 A JP8509381 A JP 8509381A JP S6049637 B2 JPS6049637 B2 JP S6049637B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- formula
- dimethylbenzofuran
- dihydro
- formulas
- 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
Links
- 239000000073 carbamate insecticide Substances 0.000 title 1
- -1 2,3-dihydro-2 ,2-dimethylbenzofuran-7-yl Chemical group 0.000 claims description 28
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 6
- UFEJKYYYVXYMMS-UHFFFAOYSA-N methylcarbamic acid Chemical compound CNC(O)=O UFEJKYYYVXYMMS-UHFFFAOYSA-N 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 3
- 239000002917 insecticide Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 description 34
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- 239000000203 mixture Substances 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 241001465754 Metazoa Species 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- 230000000749 insecticidal effect Effects 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 7
- 150000007514 bases Chemical class 0.000 description 7
- 239000008187 granular material Substances 0.000 description 7
- 238000001816 cooling Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 241000607479 Yersinia pestis Species 0.000 description 5
- 231100000419 toxicity Toxicity 0.000 description 5
- 230000001988 toxicity Effects 0.000 description 5
- 239000004563 wettable powder Substances 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 4
- DUEPRVBVGDRKAG-UHFFFAOYSA-N carbofuran Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2 DUEPRVBVGDRKAG-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- YOSCIBHNIINXGQ-UHFFFAOYSA-N (2,2-dimethyl-3H-1-benzofuran-7-yl) N-methylcarbamate Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2.CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2 YOSCIBHNIINXGQ-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose 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
- 238000000921 elemental analysis Methods 0.000 description 2
- ATJAIVKHTGMHPH-UHFFFAOYSA-N ethyl 4-[(2-ethoxy-2-oxoethyl)amino]butanoate Chemical compound CCOC(=O)CCCNCC(=O)OCC ATJAIVKHTGMHPH-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 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 2
- 238000000034 method Methods 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000010898 silica gel chromatography Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- HEGTYIZZOGMHBX-UHFFFAOYSA-N (2,2-dimethyl-3h-1-benzofuran-7-yl) n-[bis(2-cyanoethyl)amino]sulfanyl-n-methylcarbamate Chemical compound N#CCCN(CCC#N)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 HEGTYIZZOGMHBX-UHFFFAOYSA-N 0.000 description 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- SBAJRGRUGUQKAF-UHFFFAOYSA-N 3-(2-cyanoethylamino)propanenitrile Chemical compound N#CCCNCCC#N SBAJRGRUGUQKAF-UHFFFAOYSA-N 0.000 description 1
- AVRDIJCEUYHYLW-UHFFFAOYSA-N 3-[(3-ethoxy-3-oxopropyl)amino]propanoic acid Chemical compound CCOC(=O)CCNCCC(O)=O AVRDIJCEUYHYLW-UHFFFAOYSA-N 0.000 description 1
- LBHSYLSNJGLKSG-UHFFFAOYSA-N 3-[(3-methoxy-3-oxopropyl)amino]propanoic acid Chemical compound COC(=O)CCNCCC(O)=O LBHSYLSNJGLKSG-UHFFFAOYSA-N 0.000 description 1
- LLFVAAHKBGBQTM-UHFFFAOYSA-N 4-[(4-ethoxy-4-oxobutyl)amino]butanoic acid Chemical compound CCOC(=O)CCCNCCCC(O)=O LLFVAAHKBGBQTM-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- 241000258920 Chilopoda Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 241000336797 Eoeurysa flavocapitata Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 244000017020 Ipomoea batatas Species 0.000 description 1
- 235000002678 Ipomoea batatas Nutrition 0.000 description 1
- 240000007049 Juglans regia Species 0.000 description 1
- 235000009496 Juglans regia Nutrition 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 241000244206 Nematoda Species 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 241000233855 Orchidaceae Species 0.000 description 1
- 241000238814 Orthoptera Species 0.000 description 1
- 240000007594 Oryza sativa Species 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
- 239000004113 Sepiolite Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 241000256248 Spodoptera Species 0.000 description 1
- 241000985245 Spodoptera litura Species 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 231100000460 acute oral toxicity Toxicity 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000003945 anionic surfactant Substances 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
- 239000011230 binding agent Substances 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- AQZNBAIWDZHJNK-UHFFFAOYSA-N ethanimidoyl cyanide Chemical compound CC(=N)C#N AQZNBAIWDZHJNK-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- NRFJCCAMPBEXEC-UHFFFAOYSA-N ethyl 5-[(2-ethoxy-2-oxoethyl)amino]pentanoate Chemical compound CCOC(=O)CCCCNCC(=O)OCC NRFJCCAMPBEXEC-UHFFFAOYSA-N 0.000 description 1
- 239000004503 fine granule Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Furan Compounds (AREA)
Priority Applications (29)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8509381A JPS6049637B2 (ja) | 1981-06-02 | 1981-06-02 | カ−バメイト系殺虫剤 |
| IL63622A IL63622A0 (en) | 1980-09-01 | 1981-08-20 | Carbamate derivatives of benzofuran,their preparation and their use as insecticides,miticides and nematocides |
| IN940/CAL/81A IN155624B (cs) | 1980-09-01 | 1981-08-24 | |
| AR286539A AR230276A1 (es) | 1980-09-01 | 1981-08-25 | Derivados de 2,3-dihidro-2,2-dimetilbenzofuran-7-il-n-aminosulfenil-n-metil carbamato,composiciones insecticidas,acaricidas y nematocidas que los contienen y procedimiento para su preparacion |
| ES504983A ES8204432A1 (es) | 1980-09-01 | 1981-08-26 | Procedimiento de preparar derivados carbamato |
| IT8149193A IT1209892B (it) | 1980-09-01 | 1981-08-28 | Derivati di carbammato composizioni insetticide acaricide o nematocide che li contengono e procedimento per la loro preparazione ed applicazione |
| GB8126286A GB2084134B (en) | 1980-09-01 | 1981-08-28 | Insecticidal miticidal and nematocidal dihydrobenzfuran aminosulphenylcarbamates |
| MX964581U MX6931E (es) | 1980-09-01 | 1981-08-31 | Procedimiento para preparar derivados de carbamato |
| KR1019810003238A KR850000743B1 (ko) | 1980-09-01 | 1981-08-31 | 카바메이트유도체의 제조방법 |
| SE8105139A SE8105139L (sv) | 1980-09-01 | 1981-08-31 | Karbamatderivat, insekticida, miticida eller nematocida kompositioner innehallande dessa samt forfarande for framstellning derav |
| GR65910A GR74353B (cs) | 1980-09-01 | 1981-08-31 | |
| NZ198211A NZ198211A (en) | 1980-09-01 | 1981-08-31 | Benzofuran derivatives and insecticidal compositions |
| HU812514A HU188690B (en) | 1980-09-01 | 1981-08-31 | Insecticide, miticide and nematocide compositions and process for producing carbamate derivatives active agents |
| BR8105523A BR8105523A (pt) | 1980-09-01 | 1981-08-31 | Derivados de carbamato e processo para sua preparacao;composicao inseticida,acaricida ou nematocida;e processo para controle de insetos acaros ou nematoides nocivos |
| EG495/81A EG15897A (en) | 1980-09-01 | 1981-08-31 | Carbamate insecticides |
| FR8116654A FR2489329A1 (fr) | 1980-09-01 | 1981-09-01 | Derives de type carbamate, compositions insecticides, acaricides ou nematocides les contenant, procede de preparation de ces derives et procede de lutte contre les insectes, les acariens ou les nematodes nuisibles utilisant ces derives |
| CH5610/81A CH649765A5 (fr) | 1980-09-01 | 1981-09-01 | Derives de carbamate, compositions insecticides, miticides ou nematocides contenant ces derives et procede pour la preparation de ceux-ci. |
| MA19460A MA19260A1 (fr) | 1980-09-01 | 1981-09-01 | Derives de carbamates ,compositions insectecides ,acaricides ou nematicides les contenant et procede pour leur preparation . |
| AU74812/81A AU539995B2 (en) | 1980-09-01 | 1981-09-01 | 2,3-dihydro-2,2-dimethylbenzofuran derivatives |
| NL8104052A NL191691C (nl) | 1980-09-01 | 1981-09-01 | Carbamaten en preparaten die deze als werkzame stoffen bevatten. |
| DE19813134596 DE3134596A1 (de) | 1980-09-01 | 1981-09-01 | Carbamatderivate, insektizide, antimilben- oder nematozide zusammensetzungen, welche diese enthalten, und verfahren zu deren herstellung |
| TR20962A TR20962A (tr) | 1981-06-02 | 1981-09-24 | Karbamat tuerevleri,bunlari ihtive eden ensektisid,midisid veya nematosid bilesimler ve bunlari hazirlamaya mahsus usul |
| OA57507A OA06912A (fr) | 1981-06-02 | 1981-10-01 | Dérivés de carbamates, compositions insecticides, miticides ou nématocides en contenant et leur procédé de préparation. |
| DD81235784A DD201968A5 (de) | 1981-06-02 | 1981-12-15 | Carbamatderivate enthaltende insektizide, antimilben- oder nematozide zusammensetzungen |
| DD81244667A DD206779A5 (de) | 1981-06-02 | 1981-12-15 | Verfahren zur herstellung von carbamatderivaten |
| CS933481A CS227026B2 (en) | 1981-06-02 | 1981-12-15 | Insecticide,acaricide and nematocide compositions and method of preparing active components thereof |
| US06/352,862 US4413005A (en) | 1981-06-02 | 1982-02-26 | Carbamate derivatives and insecticidal, miticidal or nematocidal compositions containing the same |
| PH27390A PH19110A (en) | 1980-09-01 | 1982-06-01 | Carbamate derivatives,insecticidal,miticidal or nematicidal compositions and method of use thereof |
| MY15/86A MY8600015A (en) | 1980-09-01 | 1986-12-30 | Insecticidal, miticidal and nematocidal dihydrobenzochiran amino sulphenylcarbonates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8509381A JPS6049637B2 (ja) | 1981-06-02 | 1981-06-02 | カ−バメイト系殺虫剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57200376A JPS57200376A (en) | 1982-12-08 |
| JPS6049637B2 true JPS6049637B2 (ja) | 1985-11-02 |
Family
ID=13848985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8509381A Expired JPS6049637B2 (ja) | 1980-09-01 | 1981-06-02 | カ−バメイト系殺虫剤 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS6049637B2 (cs) |
| CS (1) | CS227026B2 (cs) |
-
1981
- 1981-06-02 JP JP8509381A patent/JPS6049637B2/ja not_active Expired
- 1981-12-15 CS CS933481A patent/CS227026B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57200376A (en) | 1982-12-08 |
| CS227026B2 (en) | 1984-04-16 |
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