DD209444A5 - Verfahren zur herstellung von carbamatderivaten - Google Patents

Verfahren zur herstellung von carbamatderivaten Download PDF

Info

Publication number: DD209444A5
Authority: DD; German Democratic Republic
Prior art keywords: methyl; carbon atoms; group; alkyl group; compounds
Prior art date: 1981-11-27

Application number

DD82244313A

Other languages

German (de)

English (en)

Inventor

Takeshi Goto

Hisashi Takao

Norio Yasudomi

Norio Osaki

Tadateru Murata

Original Assignee

Otsuka Chemical Co Ltd

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.)

1981-11-27

Filing date

1982-02-26

Publication date

1984-05-09

1982-02-26 Application filed by Otsuka Chemical Co Ltd filed Critical Otsuka Chemical Co Ltd

1984-05-09 Publication of DD209444A5 publication Critical patent/DD209444A5/de

Links

238000002360 preparation method Methods 0.000 title claims abstract description 13
238000000034 method Methods 0.000 title claims description 7
150000004657 carbamic acid derivatives Chemical class 0.000 title abstract description 6
-1 aminosulfenyl Chemical class 0.000 claims description 23
125000004432 carbon atom Chemical group C* 0.000 claims description 22
125000000217 alkyl group Chemical group 0.000 claims description 14
125000003545 alkoxy group Chemical group 0.000 claims description 7
125000000753 cycloalkyl group Chemical group 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
125000002947 alkylene group Chemical group 0.000 claims description 3
ZBVZOMFYISPWMD-UHFFFAOYSA-N amino thiohypochlorite Chemical class NSCl ZBVZOMFYISPWMD-UHFFFAOYSA-N 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
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
150000001875 compounds Chemical class 0.000 description 38
239000000047 product Substances 0.000 description 26
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
239000000203 mixture Substances 0.000 description 14
230000000749 insecticidal effect Effects 0.000 description 11
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
241000238631 Hexapoda Species 0.000 description 9
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
241001465754 Metazoa Species 0.000 description 7
241000238876 Acari Species 0.000 description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
241000196324 Embryophyta Species 0.000 description 6
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
239000000839 emulsion Substances 0.000 description 6
239000008187 granular material Substances 0.000 description 6
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
239000004480 active ingredient Substances 0.000 description 5
150000007514 bases Chemical class 0.000 description 5
238000009472 formulation Methods 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
231100000419 toxicity Toxicity 0.000 description 5
230000001988 toxicity Effects 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
239000005916 Methomyl Substances 0.000 description 4
241000244206 Nematoda Species 0.000 description 4
229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
UHXUZOCRWCRNSJ-QPJJXVBHSA-N methomyl Chemical compound CNC(=O)O\N=C(/C)SC UHXUZOCRWCRNSJ-QPJJXVBHSA-N 0.000 description 4
239000003960 organic solvent Substances 0.000 description 4
230000000704 physical effect Effects 0.000 description 4
239000002904 solvent Substances 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
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
241000243786 Meloidogyne incognita Species 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
241000358422 Nephotettix cincticeps Species 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
125000005907 alkyl ester group Chemical group 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
239000000725 suspension Substances 0.000 description 3
OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 2
241000251468 Actinopterygii Species 0.000 description 2
239000005995 Aluminium silicate Substances 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 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
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
241000255925 Diptera Species 0.000 description 2
YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
241000258937 Hemiptera Species 0.000 description 2
241001149911 Isopoda Species 0.000 description 2
241000255777 Lepidoptera Species 0.000 description 2
241000257226 Muscidae Species 0.000 description 2
244000061176 Nicotiana tabacum Species 0.000 description 2
235000002637 Nicotiana tabacum Nutrition 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
241000985245 Spodoptera litura Species 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
241001454293 Tetranychus urticae Species 0.000 description 2
241000243782 Tylenchida Species 0.000 description 2
235000012211 aluminium silicate Nutrition 0.000 description 2
230000015572 biosynthetic process Effects 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
239000000969 carrier Substances 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000013078 crystal Substances 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
239000006260 foam Substances 0.000 description 2
150000008282 halocarbons Chemical class 0.000 description 2
229910052739 hydrogen Inorganic materials 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
239000011707 mineral Substances 0.000 description 2
230000003129 miticidal effect Effects 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000003380 propellant Substances 0.000 description 2
238000010898 silica gel chromatography Methods 0.000 description 2
239000002689 soil 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
239000004563 wettable powder Substances 0.000 description 2
239000008096 xylene Substances 0.000 description 2
ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 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
BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-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
241000175828 Adoxophyes orana Species 0.000 description 1
241000590412 Agromyzidae Species 0.000 description 1
241000218473 Agrotis Species 0.000 description 1
241001124076 Aphididae Species 0.000 description 1
241001600408 Aphis gossypii Species 0.000 description 1
241000722823 Armadillidium Species 0.000 description 1
229910021532 Calcite Inorganic materials 0.000 description 1
241000426497 Chilo suppressalis Species 0.000 description 1
235000008733 Citrus aurantifolia Nutrition 0.000 description 1
241000098277 Cnaphalocrocis Species 0.000 description 1
241000255749 Coccinellidae Species 0.000 description 1
235000013162 Cocos nucifera Nutrition 0.000 description 1
244000060011 Cocos nucifera Species 0.000 description 1
241000254173 Coleoptera Species 0.000 description 1
241000254171 Curculionidae Species 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
241001466044 Delphacidae Species 0.000 description 1
241001183635 Echinocnemus Species 0.000 description 1
241000785585 Gryllotalpa africana Species 0.000 description 1
241001243087 Gryllotalpidae Species 0.000 description 1
229920000084 Gum arabic Polymers 0.000 description 1
241001299253 Henosepilachna vigintioctopunctata Species 0.000 description 1
241000243783 Heteroderidae Species 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241001470017 Laodelphax striatella Species 0.000 description 1
229920001732 Lignosulfonate Polymers 0.000 description 1
241000966204 Lissorhoptrus oryzophilus Species 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
241000699670 Mus sp. Species 0.000 description 1
241000257159 Musca domestica Species 0.000 description 1
241000721621 Myzus persicae Species 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
MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
241001521166 Nezara antennata Species 0.000 description 1
241001671709 Nezara viridula Species 0.000 description 1
241001556089 Nilaparvata lugens Species 0.000 description 1
241000256259 Noctuidae Species 0.000 description 1
241000238814 Orthoptera Species 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
241000346285 Ostrinia furnacalis Species 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
241000488581 Panonychus citri Species 0.000 description 1
241000320508 Pentatomidae Species 0.000 description 1
241001003957 Phytobia Species 0.000 description 1
241000500439 Plutella Species 0.000 description 1
241000500441 Plutellidae Species 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
241000254101 Popillia japonica Species 0.000 description 1
241000254062 Scarabaeidae Species 0.000 description 1
241000365764 Scirtothrips dorsalis Species 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
241001454295 Tetranychidae Species 0.000 description 1
241000189579 Thripidae Species 0.000 description 1
241000339374 Thrips tabaci Species 0.000 description 1
241001414989 Thysanoptera Species 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
241000255901 Tortricidae Species 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
241000607479 Yersinia pestis Species 0.000 description 1
239000000205 acacia gum Substances 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000007059 acute toxicity Effects 0.000 description 1
231100000403 acute toxicity Toxicity 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000005215 alkyl ethers Chemical class 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
239000007864 aqueous solution 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
239000001273 butane Substances 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000004927 clay Substances 0.000 description 1
239000008199 coating composition Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000005520 cutting process 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
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
HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 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
238000001035 drying Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
QQFIULJNMVXXQZ-UHFFFAOYSA-N ethyl 3-[chlorosulfanyl(propan-2-yl)amino]propanoate Chemical compound CCOC(=O)CCN(SCl)C(C)C QQFIULJNMVXXQZ-UHFFFAOYSA-N 0.000 description 1
LSSAEVJLHYSBLK-UHFFFAOYSA-N ethyl 3-[chlorosulfanyl-(3-ethoxy-3-oxopropyl)amino]propanoate Chemical compound C(C)OC(=O)CCN(SCl)CCC(=O)OCC LSSAEVJLHYSBLK-UHFFFAOYSA-N 0.000 description 1
239000010419 fine particle Substances 0.000 description 1
239000002316 fumigant Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
231100000086 high toxicity Toxicity 0.000 description 1
239000010903 husk Substances 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000004571 lime Substances 0.000 description 1
231100000053 low toxicity Toxicity 0.000 description 1
238000004519 manufacturing process 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
230000003020 moisturizing effect Effects 0.000 description 1
238000012544 monitoring process Methods 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
230000001069 nematicidal effect Effects 0.000 description 1
230000024121 nodulation Effects 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
229920001282 polysaccharide Polymers 0.000 description 1
229920000053 polysorbate 80 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
235000019422 polyvinyl alcohol Nutrition 0.000 description 1
239000001294 propane Substances 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000003222 pyridines Chemical class 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
238000000926 separation method Methods 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
239000001593 sorbitan monooleate Substances 0.000 description 1
235000011069 sorbitan monooleate Nutrition 0.000 description 1
229940035049 sorbitan monooleate Drugs 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000004646 sulfenyl group Chemical group S(*)* 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
229920002994 synthetic fiber Polymers 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
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof

Landscapes

Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Dentistry (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Plant Pathology (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

DD82244313A 1981-11-27 1982-02-26 Verfahren zur herstellung von carbamatderivaten DD209444A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP56189989A JPS5892655A (ja)	1981-11-27	1981-11-27	カ−バメイト系誘導体、その製造方法及びその誘導体を有効成分として含有する殺虫剤

Publications (1)

Publication Number	Publication Date
DD209444A5 true DD209444A5 (de)	1984-05-09

Family

ID=16250522

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
DD82244313A DD209444A5 (de)	1981-11-27	1982-02-26	Verfahren zur herstellung von carbamatderivaten
DD82237738A DD202095A5 (de)	1981-11-27	1982-02-26	Insektizide, antimilben- oder nematozide zusammensetzung

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
DD82237738A DD202095A5 (de)	1981-11-27	1982-02-26	Insektizide, antimilben- oder nematozide zusammensetzung

Country Status (30)

Country	Link
US (1)	US4444786A (fr)
JP (1)	JPS5892655A (fr)
KR (1)	KR890000369B1 (fr)
AR (1)	AR230987A1 (fr)
AU (1)	AU541842B2 (fr)
BE (1)	BE892302A (fr)
BR (1)	BR8201028A (fr)
CA (1)	CA1183548A (fr)
CH (1)	CH650250A5 (fr)
CS (1)	CS236670B2 (fr)
DD (2)	DD209444A5 (fr)
DE (1)	DE3206453C2 (fr)
ES (1)	ES8301910A1 (fr)
FR (1)	FR2517301B1 (fr)
GB (1)	GB2110206B (fr)
GR (1)	GR75510B (fr)
HU (1)	HU189564B (fr)
IL (1)	IL65142A (fr)
IT (1)	IT1147648B (fr)
MA (1)	MA19394A1 (fr)
MX (1)	MX6998E (fr)
MY (1)	MY8600702A (fr)
NL (1)	NL8200742A (fr)
NZ (1)	NZ199806A (fr)
OA (1)	OA07031A (fr)
PH (2)	PH18547A (fr)
SE (1)	SE453189B (fr)
SU (1)	SU1225484A3 (fr)
TR (1)	TR21248A (fr)
ZA (1)	ZA821219B (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5988461A (ja) *	1982-11-11	1984-05-22	Otsuka Chem Co Ltd	カ−バメイト系殺虫剤
US4605667A (en) *	1985-03-29	1986-08-12	Union Carbide Corporation	Pesticidal water-soluble aminoacid sulfenylated carbamates
US4686233A (en) *	1985-03-29	1987-08-11	Union Carbide Corporation	Pesticidal water-soluble aminoacid sulfenylated carbamates
JP3163461B2 (ja) *	1992-10-19	2001-05-08	大塚化学株式会社	殺虫、殺ダニ剤組成物
TW200640368A (en) *	2005-02-14	2006-12-01	Du Pont	Method for controlling insect pests on plants
RU2568611C2 (ru) *	2010-03-25	2015-11-20	Эббви Инк.	Средства, индуцирующие апоптоз, для лечения рака, иммунных и аутоиммунных заболеваний

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2254359A1 (de) *	1972-11-07	1974-05-16	Bayer Ag	N-sulfenylierte carbamate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide
US4382957A (en) *	1975-12-01	1983-05-10	Union Carbide Corporation	Symmetrical insecticidal bis-carbamate compounds
IT1082108B (it) *	1976-06-22	1985-05-21	Ciba Geigy Ag	Prodotti disinfestanti,procedimento per la loro preparazione e loro impiego
US4323578A (en) *	1979-08-10	1982-04-06	E. I. Du Pont De Nemours And Company	Fluorinated carbamate insecticides

1981
- 1981-11-27 JP JP56189989A patent/JPS5892655A/ja active Granted
1982
- 1982-02-18 CA CA000396578A patent/CA1183548A/fr not_active Expired
- 1982-02-23 NZ NZ199806A patent/NZ199806A/en unknown
- 1982-02-23 GB GB08205259A patent/GB2110206B/en not_active Expired
- 1982-02-23 DE DE3206453A patent/DE3206453C2/de not_active Expired - Fee Related
- 1982-02-23 AR AR288516A patent/AR230987A1/es active
- 1982-02-24 ZA ZA821219A patent/ZA821219B/xx unknown
- 1982-02-24 NL NL8200742A patent/NL8200742A/nl not_active Application Discontinuation
- 1982-02-25 CH CH1150/82A patent/CH650250A5/fr not_active IP Right Cessation
- 1982-02-25 IT IT47871/82A patent/IT1147648B/it active
- 1982-02-25 GR GR67416A patent/GR75510B/el unknown
- 1982-02-25 SE SE8201187A patent/SE453189B/xx not_active IP Right Cessation
- 1982-02-25 TR TR21248A patent/TR21248A/xx unknown
- 1982-02-26 CS CS821343A patent/CS236670B2/cs unknown
- 1982-02-26 DD DD82244313A patent/DD209444A5/de not_active IP Right Cessation
- 1982-02-26 BR BR8201028A patent/BR8201028A/pt not_active IP Right Cessation
- 1982-02-26 BE BE0/207430A patent/BE892302A/fr not_active IP Right Cessation
- 1982-02-26 HU HU82600A patent/HU189564B/hu not_active IP Right Cessation
- 1982-02-26 FR FR8203288A patent/FR2517301B1/fr not_active Expired
- 1982-02-26 MA MA19599A patent/MA19394A1/fr unknown
- 1982-02-26 ES ES510546A patent/ES8301910A1/es not_active Expired
- 1982-02-26 AU AU80930/82A patent/AU541842B2/en not_active Ceased
- 1982-02-26 DD DD82237738A patent/DD202095A5/de not_active IP Right Cessation
- 1982-02-26 MX MX829936U patent/MX6998E/es unknown
- 1982-02-26 US US06/352,927 patent/US4444786A/en not_active Expired - Lifetime
- 1982-02-26 KR KR8200864A patent/KR890000369B1/ko not_active Expired
- 1982-02-26 PH PH26923A patent/PH18547A/en unknown
- 1982-02-26 OA OA57627A patent/OA07031A/fr unknown
- 1982-03-01 IL IL65142A patent/IL65142A/xx not_active IP Right Cessation
- 1982-07-16 SU SU823464346A patent/SU1225484A3/ru active
1983
- 1983-06-03 PH PH29006A patent/PH18842A/en unknown
1986
- 1986-12-30 MY MY702/86A patent/MY8600702A/xx unknown

Also Published As

Publication number	Publication date
PH18547A (en)	1985-08-09
JPH0124144B2 (fr)	1989-05-10
IT8247871A0 (it)	1982-02-25
BE892302A (fr)	1982-06-16
MA19394A1 (fr)	1982-10-01
SU1225484A3 (ru)	1986-04-15
IT1147648B (it)	1986-11-19
DD202095A5 (de)	1983-08-31
GB2110206B (en)	1985-08-21
SE453189B (sv)	1988-01-18
MY8600702A (en)	1986-12-31
IL65142A0 (en)	1982-05-31
ES510546A0 (es)	1983-02-01
FR2517301A1 (fr)	1983-06-03
GB2110206A (en)	1983-06-15
TR21248A (tr)	1984-03-05
JPS5892655A (ja)	1983-06-02
KR890000369B1 (ko)	1989-03-14
SE8201187L (sv)	1983-05-28
BR8201028A (pt)	1983-10-25
DE3206453C2 (de)	1994-08-18
AU541842B2 (en)	1985-01-24
AU8093082A (en)	1983-06-02
CS236670B2 (en)	1985-05-15
DE3206453A1 (de)	1983-06-09
ZA821219B (en)	1982-12-29
CA1183548A (fr)	1985-03-05
US4444786A (en)	1984-04-24
AR230987A1 (es)	1984-08-31
NZ199806A (en)	1985-04-30
HU189564B (en)	1986-07-28
KR830009017A (ko)	1983-12-17
ES8301910A1 (es)	1983-02-01
GR75510B (fr)	1984-07-25
OA07031A (fr)	1983-12-31
PH18842A (en)	1985-10-10
CH650250A5 (fr)	1985-07-15
IL65142A (en)	1985-12-31
NL8200742A (nl)	1983-06-16
FR2517301B1 (fr)	1985-12-06
MX6998E (es)	1987-01-29

Legal Events

Date	Code	Title	Description
2001-11-08	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
EP0303570A2 (fr)	1989-02-15	Isothiourées substituées
DE2812622C2 (de)	1986-10-30	(2,3-Dihydro-2,2-dimethyl-benzofuran-7-yl-oxy-N-methyl-carbamoyl)-(N'-alkyl-carbamoyl)-sulfide, Verfahren zu deren Herstellung und diese Verbindungen enthaltende insektizide Mittel
DD209444A5 (de)	1984-05-09	Verfahren zur herstellung von carbamatderivaten
DE2654246A1 (de)	1977-06-23	Bis-carbamoylsulfide, deren herstellung und verwendung
DE1667979A1 (de)	1971-07-15	Schaedlingsbekaempfungsmittel,die bestimmte Benzodioxole enthalten,sowie Verfahren zu deren Herstellung
EP0191734A2 (fr)	1986-08-20	Agent pesticide
DE3134596C2 (fr)	1990-08-09
CA1170662A (fr)	1984-07-10	Derives de carbanate, leur preparation, et insecticides qui les renferment
DD206779A5 (de)	1984-02-08	Verfahren zur herstellung von carbamatderivaten
EP0007066B1 (fr)	1981-06-03	4-Alkyl- et 4-allyl-thio-, sulfinyl- et sulfonyl-méthyl-2-amino-6-N,N'-diméthylcarbamoyloxy-pyrimidines, procédé pour leur préparation, compositions les contenant et leur utilisation comme insecticides
DE2655212A1 (de)	1977-07-14	Aminothiocarbamate, verfahren zu ihrer herstellung und diese enthaltende pestizide
DE3211087C2 (de)	1994-09-08	Aminosulfenylchloridderivate, Verfahren zu deren Herstellung und deren Verwendung
DE3033358C2 (de)	1983-12-29	Isovaleriansäure-Derivate, Verfahren zu deren Herstellung und diese enthaltende insektizide und acarizide Mittel
CH636361A5 (de)	1983-05-31	Einen isoxazolinonring enthaltende mono- und dithiophosphorsaeureester.
EP0024257B1 (fr)	1983-12-14	N-(2-isobutyronitrilesulfényl)-N-méthyl carbamates d'oxime, procédé pour leur préparation et leur utilisation comme pesticides
DE3527305C2 (de)	1986-09-18	&gamma;-Pyronphosphorsäureesterderivate, Verfahren zu ihrer Herstellung, sowie diese enthaltende insektizide oder mitizide Zusammensetzung
DE1806120A1 (de)	1969-05-14	Neue Carbamoyloxime,Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekaempfung von Schaedlingen
DE3638631A1 (de)	1988-05-26	Pyrazoline, ihre herstellung und ihre verwendung als mittel mit insektizider und akarizider wirkung
AT362197B (de)	1981-04-27	Verfahren zur bekaempfung von insekten, milben und nematoden
EP0230863A2 (fr)	1987-08-05	Oxadiazinones
DE69119008T2 (de)	1996-09-12	2-tButyl-4-Chlor-5-(4-iButoxymethylcyclohexyl)-methylthio-3(H)-Pyridazinon mit insektizider und akarizider Aktivität
US4540708A (en)	1985-09-10	Sulfenyl carbamate derivatives and insecticidal compositions containing the same
EP0010515A2 (fr)	1980-04-30	Dérivés du sulfure de N.N'-(N-méthylcarbamoyl-(2,2-dimethyl-(2H,3H)-dihydrobenzofuran-7-yloxy)-(N'.N".N"-trialcoyle urée), procédé pour leur préparation, compositions contenant ces dérivés comme composants actifs et leur utilisation commme insecticides
EP0079537A1 (fr)	1983-05-25	Carbamoyloximes, procédé pour leur préparation, et leur utilisation comme herbicides
EP0025014A1 (fr)	1981-03-11	N-(2-Isobutyronitrilsulfénl)-N-méthylcarbamates, procédés pour leur préparation, leur utilisation dans la lutte contre les parasites, et parasiticides les contenant