IL34314A - O-alkyl(or cycloalkyl)-s-(n,n-dialkylaminocarbamylmethyl)esters of alkyl-and aryl-thiolphosphonic and-thionothiolphosphonic acids,their preparation and use as insecticides and acaricides - Google Patents
O-alkyl(or cycloalkyl)-s-(n,n-dialkylaminocarbamylmethyl)esters of alkyl-and aryl-thiolphosphonic and-thionothiolphosphonic acids,their preparation and use as insecticides and acaricidesInfo
- Publication number
- IL34314A IL34314A IL7034314A IL3431470A IL34314A IL 34314 A IL34314 A IL 34314A IL 7034314 A IL7034314 A IL 7034314A IL 3431470 A IL3431470 A IL 3431470A IL 34314 A IL34314 A IL 34314A
- Authority
- IL
- Israel
- Prior art keywords
- alkyl
- stands
- compound
- formula
- compound according
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 title claims description 5
- 150000002148 esters Chemical class 0.000 title claims 2
- 238000002360 preparation method Methods 0.000 title description 18
- 230000000895 acaricidal effect Effects 0.000 title description 6
- 239000002917 insecticide Substances 0.000 title description 5
- 239000000642 acaricide Substances 0.000 title description 3
- 150000007513 acids Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 64
- 239000002904 solvent Substances 0.000 claims description 20
- -1 alkali metal salt Chemical class 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 239000003085 diluting agent Substances 0.000 claims description 11
- 241000238631 Hexapoda Species 0.000 claims description 10
- 241000607479 Yersinia pestis Species 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 230000006378 damage Effects 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000004480 active ingredient Substances 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 230000000749 insecticidal effect Effects 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005864 Sulphur Substances 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- IFQMTQSXPWHEEG-UHFFFAOYSA-N thiophen-2-ylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CS1 IFQMTQSXPWHEEG-UHFFFAOYSA-N 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 241000238876 Acari Species 0.000 description 13
- 239000003995 emulsifying agent Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 241000255925 Diptera Species 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 244000046052 Phaseolus vulgaris Species 0.000 description 10
- 241001454295 Tetranychidae Species 0.000 description 10
- 241001454293 Tetranychus urticae Species 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 240000007124 Brassica oleracea Species 0.000 description 6
- 241000254173 Coleoptera Species 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 241000257159 Musca domestica Species 0.000 description 5
- 241000488583 Panonychus ulmi Species 0.000 description 5
- 241001414989 Thysanoptera Species 0.000 description 5
- 239000000969 carrier Substances 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 241000256118 Aedes aegypti Species 0.000 description 4
- 241001124076 Aphididae Species 0.000 description 4
- 241000257163 Calliphora vicina Species 0.000 description 4
- 241000254137 Cicadidae Species 0.000 description 4
- 241000256059 Culex pipiens Species 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 4
- 239000004606 Fillers/Extenders Substances 0.000 description 4
- 241000721621 Myzus persicae Species 0.000 description 4
- 241001608567 Phaedon cochleariae Species 0.000 description 4
- 241001396980 Phytonemus pallidus Species 0.000 description 4
- 241000952063 Polyphagotarsonemus latus Species 0.000 description 4
- 241001494115 Stomoxys calcitrans Species 0.000 description 4
- 125000002877 alkyl aryl group Chemical group 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 235000011303 Brassica alboglabra Nutrition 0.000 description 3
- 235000011302 Brassica oleracea Nutrition 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 3
- 241000500437 Plutella xylostella Species 0.000 description 3
- 235000001537 Ribes X gardonianum Nutrition 0.000 description 3
- 235000001535 Ribes X utile Nutrition 0.000 description 3
- 235000016919 Ribes petraeum Nutrition 0.000 description 3
- 244000281247 Ribes rubrum Species 0.000 description 3
- 235000002355 Ribes spicatum Nutrition 0.000 description 3
- 241000254179 Sitophilus granarius Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- YYJNOYZRYGDPNH-MFKUBSTISA-N fenpyroximate Chemical compound C=1C=C(C(=O)OC(C)(C)C)C=CC=1CO/N=C/C=1C(C)=NN(C)C=1OC1=CC=CC=C1 YYJNOYZRYGDPNH-MFKUBSTISA-N 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000006072 paste Substances 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 241001143309 Acanthoscelides obtectus Species 0.000 description 2
- 241000238818 Acheta domesticus Species 0.000 description 2
- 241000426834 Aegina Species 0.000 description 2
- 241001414900 Anopheles stephensi Species 0.000 description 2
- 241001425390 Aphis fabae Species 0.000 description 2
- 241000387321 Aspidiotus nerii Species 0.000 description 2
- 241001510109 Blaberus giganteus Species 0.000 description 2
- 241000238657 Blattella germanica Species 0.000 description 2
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 2
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 2
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 2
- 241001444260 Brassicogethes aeneus Species 0.000 description 2
- 241001221118 Cecidophyopsis ribis Species 0.000 description 2
- 241000255579 Ceratitis capitata Species 0.000 description 2
- 241001327638 Cimex lectularius Species 0.000 description 2
- 241001581006 Dysaphis plantaginea Species 0.000 description 2
- 241000239245 Euscelis Species 0.000 description 2
- 241000255896 Galleria mellonella Species 0.000 description 2
- 241001659688 Hercinothrips femoralis Species 0.000 description 2
- 241001251909 Hyalopterus pruni Species 0.000 description 2
- 241000257303 Hymenoptera Species 0.000 description 2
- 241000256602 Isoptera Species 0.000 description 2
- 241000810465 Myzus cerasi cerasi Species 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 241000238887 Ornithodoros Species 0.000 description 2
- 241001481099 Ornithodoros turicata Species 0.000 description 2
- 241000257149 Phormia Species 0.000 description 2
- 241000257186 Phormia regina Species 0.000 description 2
- 241000255969 Pieris brassicae Species 0.000 description 2
- 241000500439 Plutella Species 0.000 description 2
- 241000722238 Pseudococcus maritimus Species 0.000 description 2
- 241000125167 Rhopalosiphum padi Species 0.000 description 2
- 241001510241 Rhyparobia Species 0.000 description 2
- 241000254154 Sitophilus zeamais Species 0.000 description 2
- 241000256251 Spodoptera frugiperda Species 0.000 description 2
- 241001177161 Stegobium paniceum Species 0.000 description 2
- 241001238451 Tortrix viridana Species 0.000 description 2
- 241000267822 Trogoderma granarium Species 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 238000007098 aminolysis reaction Methods 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 238000010410 dusting Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 230000002045 lasting effect Effects 0.000 description 2
- 201000004792 malaria Diseases 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 150000003738 xylenes Chemical class 0.000 description 2
- RXXCIBALSKQCAE-UHFFFAOYSA-N 3-methylbutoxymethylbenzene Chemical compound CC(C)CCOCC1=CC=CC=C1 RXXCIBALSKQCAE-UHFFFAOYSA-N 0.000 description 1
- 241000253994 Acyrthosiphon pisum Species 0.000 description 1
- 241001136265 Agriotes Species 0.000 description 1
- 241001136249 Agriotes lineatus Species 0.000 description 1
- 241000449794 Alabama argillacea Species 0.000 description 1
- 241000238805 Blaberus Species 0.000 description 1
- 241000238788 Blaberus craniifer Species 0.000 description 1
- 241000238659 Blatta Species 0.000 description 1
- 241000238662 Blatta orientalis Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- 241000256593 Brachycaudus schwartzi Species 0.000 description 1
- 241000907225 Bruchidius Species 0.000 description 1
- 241000042459 Byturus aestivus Species 0.000 description 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- 241001415288 Coccidae Species 0.000 description 1
- 241001465977 Coccoidea Species 0.000 description 1
- 241001479447 Coccus hesperidum Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241001094913 Cryptomyzus Species 0.000 description 1
- 241001641895 Dermestes Species 0.000 description 1
- 241001513837 Dermestes maculatus Species 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- 241001425477 Dysdercus Species 0.000 description 1
- 241000630736 Ephestia Species 0.000 description 1
- 241000122098 Ephestia kuehniella Species 0.000 description 1
- 241001331999 Euproctis Species 0.000 description 1
- 241000483001 Euproctis chrysorrhoea Species 0.000 description 1
- 241000953886 Fannia canicularis Species 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 241001659689 Hercinothrips Species 0.000 description 1
- 241000256686 Lasius <genus> Species 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 241000258916 Leptinotarsa decemlineata Species 0.000 description 1
- 241000012186 Litura Species 0.000 description 1
- 241000721703 Lymantria dispar Species 0.000 description 1
- 241000721715 Macrosiphum Species 0.000 description 1
- 241000721714 Macrosiphum euphorbiae Species 0.000 description 1
- 241000254071 Melolontha Species 0.000 description 1
- 241000254099 Melolontha melolontha Species 0.000 description 1
- 241001508687 Mustela erminea Species 0.000 description 1
- 241000721623 Myzus Species 0.000 description 1
- 241000359016 Nephotettix Species 0.000 description 1
- 241001491877 Operophtera brumata Species 0.000 description 1
- 241000238814 Orthoptera Species 0.000 description 1
- 241000131102 Oryzaephilus Species 0.000 description 1
- 241000131101 Oryzaephilus surinamensis Species 0.000 description 1
- 241001548358 Parapiesma quadratum Species 0.000 description 1
- 241000238675 Periplaneta americana Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241000690748 Piesma Species 0.000 description 1
- 235000005805 Prunus cerasus Nutrition 0.000 description 1
- 241001097374 Pselliopus cinctus Species 0.000 description 1
- 241000722249 Rhodnius prolixus Species 0.000 description 1
- 241001510236 Rhyparobia maderae Species 0.000 description 1
- 241000254105 Tenebrio Species 0.000 description 1
- 241000254109 Tenebrio molitor Species 0.000 description 1
- 241001454294 Tetranychus Species 0.000 description 1
- 241001414831 Triatoma infestans Species 0.000 description 1
- 241000254113 Tribolium castaneum Species 0.000 description 1
- 240000006677 Vicia faba Species 0.000 description 1
- 235000010749 Vicia faba Nutrition 0.000 description 1
- 241000289690 Xenarthra Species 0.000 description 1
- 241001466337 Yponomeuta Species 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 230000005923 long-lasting effect Effects 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
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- UEWYUCGVQMZMGY-UHFFFAOYSA-N phenyl 2-bromoacetate Chemical compound BrCC(=O)OC1=CC=CC=C1 UEWYUCGVQMZMGY-UHFFFAOYSA-N 0.000 description 1
- AGUWUIVKDXDKBT-UHFFFAOYSA-N phenyl 2-chloroacetate Chemical compound ClCC(=O)OC1=CC=CC=C1 AGUWUIVKDXDKBT-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000001119 rodenticidal effect Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4075—Esters with hydroxyalkyl compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691920504 DE1920504A1 (de) | 1969-04-23 | 1969-04-23 | Alkyl- und Aryl-(thiono)-thiolphosphon-saeure-O-alkyl-S-(N,N-dialkylamino-carbamyl)-methylester und Verfahren zu ihrer Herstellung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL34314A0 IL34314A0 (en) | 1970-06-17 |
| IL34314A true IL34314A (en) | 1972-12-29 |
Family
ID=5731988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL7034314A IL34314A (en) | 1969-04-23 | 1970-04-14 | O-alkyl(or cycloalkyl)-s-(n,n-dialkylaminocarbamylmethyl)esters of alkyl-and aryl-thiolphosphonic and-thionothiolphosphonic acids,their preparation and use as insecticides and acaricides |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3705927A (xx) |
| AT (1) | AT299616B (xx) |
| AU (1) | AU1402270A (xx) |
| BE (1) | BE749408A (xx) |
| CH (1) | CH530165A (xx) |
| DE (1) | DE1920504A1 (xx) |
| DK (1) | DK125329B (xx) |
| ES (1) | ES378901A1 (xx) |
| FR (1) | FR2039415A1 (xx) |
| GB (1) | GB1302782A (xx) |
| IL (1) | IL34314A (xx) |
| NL (1) | NL7005858A (xx) |
| ZA (1) | ZA702653B (xx) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1920506A1 (de) * | 1969-04-23 | 1970-11-05 | Bayer Ag | Phosphorylierte bzw. phosphonylierte Derivate von in 2-Stellung alkyl-und/oder aryl-substituierten 2-Mercaptoessigsaeure-N',N' -dialkylhydraziden und Verfahren zu ihrer Herstellung |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3518327A (en) * | 1967-04-10 | 1970-06-30 | Stauffer Chemical Co | Phosphoro and phosphono acetylhydrazides |
-
1969
- 1969-04-23 DE DE19691920504 patent/DE1920504A1/de active Pending
-
1970
- 1970-04-14 IL IL7034314A patent/IL34314A/en unknown
- 1970-04-15 CH CH561870A patent/CH530165A/de not_active IP Right Cessation
- 1970-04-17 AU AU14022/70A patent/AU1402270A/en not_active Expired
- 1970-04-20 US US30311A patent/US3705927A/en not_active Expired - Lifetime
- 1970-04-21 ZA ZA702653A patent/ZA702653B/xx unknown
- 1970-04-22 NL NL7005858A patent/NL7005858A/xx unknown
- 1970-04-22 GB GB1932470A patent/GB1302782A/en not_active Expired
- 1970-04-22 ES ES378901A patent/ES378901A1/es not_active Expired
- 1970-04-22 DK DK203870AA patent/DK125329B/da unknown
- 1970-04-22 AT AT366570A patent/AT299616B/de not_active IP Right Cessation
- 1970-04-23 FR FR7014918A patent/FR2039415A1/fr not_active Withdrawn
- 1970-04-23 BE BE749408D patent/BE749408A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU1402270A (en) | 1971-10-21 |
| BE749408A (fr) | 1970-10-23 |
| US3705927A (en) | 1972-12-12 |
| DE1920504A1 (de) | 1970-11-05 |
| FR2039415A1 (xx) | 1971-01-15 |
| CH530165A (de) | 1972-11-15 |
| IL34314A0 (en) | 1970-06-17 |
| ZA702653B (en) | 1971-01-27 |
| ES378901A1 (es) | 1972-08-01 |
| DK125329B (da) | 1973-02-05 |
| NL7005858A (xx) | 1970-10-27 |
| GB1302782A (xx) | 1973-01-10 |
| AT299616B (de) | 1972-06-26 |
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