DD141408A5 - Pestizides mittel - Google Patents

Pestizides mittel Download PDF

Info

Publication number: DD141408A5
Authority: DD; German Democratic Republic
Prior art keywords: alkyl; methyl; phenyl; alkylthio; carbon atoms
Prior art date: 1978-01-03

Application number

DD79210303A

Other languages

German (de)

English (en)

Inventor

Janet Ollinger

Horst O Bayer

Original Assignee

Rohm & Haas

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.)

1978-01-03

Filing date

1979-01-02

Publication date

1980-04-30

1979-01-02 Application filed by Rohm & Haas filed Critical Rohm & Haas

1980-04-30 Publication of DD141408A5 publication Critical patent/DD141408A5/de

Links

239000000575 pesticide Substances 0.000 title abstract description 4
230000000361 pesticidal effect Effects 0.000 claims abstract description 10
239000003795 chemical substances by application Substances 0.000 claims abstract description 9
239000004480 active ingredient Substances 0.000 claims abstract description 7
241000233866 Fungi Species 0.000 claims abstract description 4
-1 phenoxy, naphthoxy, phenylthio, naphthylthio, phenylsulfinyl Chemical group 0.000 claims description 117
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 50
150000001875 compounds Chemical class 0.000 claims description 43
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 42
125000004093 cyano group Chemical group *C#N 0.000 claims description 22
125000001424 substituent group Chemical group 0.000 claims description 22
229910052739 hydrogen Inorganic materials 0.000 claims description 20
239000001257 hydrogen Substances 0.000 claims description 20
125000004432 carbon atom Chemical group C* 0.000 claims description 19
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
239000000203 mixture Substances 0.000 claims description 15
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
125000000217 alkyl group Chemical group 0.000 claims description 12
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 12
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 12
241000238631 Hexapoda Species 0.000 claims description 11
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 10
229910052717 sulfur Inorganic materials 0.000 claims description 10
125000003545 alkoxy group Chemical group 0.000 claims description 9
229910052736 halogen Inorganic materials 0.000 claims description 9
150000002367 halogens Chemical class 0.000 claims description 9
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 9
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 8
125000003342 alkenyl group Chemical group 0.000 claims description 8
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 8
125000001475 halogen functional group Chemical group 0.000 claims description 8
238000000034 method Methods 0.000 claims description 8
125000001624 naphthyl group Chemical group 0.000 claims description 8
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
229910052760 oxygen Inorganic materials 0.000 claims description 5
239000001301 oxygen Substances 0.000 claims description 5
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 5
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 4
125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 4
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
125000005146 naphthylsulfonyl group Chemical group C1(=CC=CC2=CC=CC=C12)S(=O)(=O)* 0.000 claims description 4
125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 3
125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 3
125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims description 3
125000005092 alkenyloxycarbonyl group Chemical group 0.000 claims description 3
125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 3
125000003282 alkyl amino group Chemical group 0.000 claims description 3
125000004448 alkyl carbonyl group Chemical group 0.000 claims description 3
125000004414 alkyl thio group Chemical group 0.000 claims description 3
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 3
125000006678 phenoxycarbonyl group Chemical group 0.000 claims description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 2
125000003118 aryl group Chemical group 0.000 claims description 2
125000001589 carboacyl group Chemical group 0.000 claims description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
239000003085 diluting agent Substances 0.000 claims description 2
125000001326 naphthylalkyl group Chemical group 0.000 claims description 2
125000003884 phenylalkyl group Chemical group 0.000 claims description 2
239000011593 sulfur Substances 0.000 claims description 2
125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 1
125000006595 (C1-C3) alkylsulfinyl group Chemical group 0.000 claims 1
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 1
125000006545 (C1-C9) alkyl group Chemical group 0.000 claims 1
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 1
125000006725 C1-C10 alkenyl group Chemical group 0.000 claims 1
241000341511 Nematodes Species 0.000 claims 1
125000003302 alkenyloxy group Chemical group 0.000 claims 1
125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 1
125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
125000005185 naphthylcarbonyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 claims 1
125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims 1
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
230000003032 phytopathogenic effect Effects 0.000 claims 1
241000244206 Nematoda Species 0.000 abstract description 9
241000238421 Arthropoda Species 0.000 abstract description 5
241000607479 Yersinia pestis Species 0.000 abstract description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 42
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 36
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 33
239000000243 solution Substances 0.000 description 24
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 21
229910052757 nitrogen Inorganic materials 0.000 description 18
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
239000002689 soil Substances 0.000 description 15
238000012360 testing method Methods 0.000 description 14
241000196324 Embryophyta Species 0.000 description 13
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
239000003921 oil Substances 0.000 description 12
235000019198 oils Nutrition 0.000 description 12
239000000047 product Substances 0.000 description 11
239000011541 reaction mixture Substances 0.000 description 11
239000007921 spray Substances 0.000 description 11
241000238876 Acari Species 0.000 description 10
230000000855 fungicidal effect Effects 0.000 description 10
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
239000000417 fungicide Substances 0.000 description 8
230000001069 nematicidal effect Effects 0.000 description 8
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 7
239000002253 acid Substances 0.000 description 7
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical compound ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 6
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 6
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 6
238000010828 elution Methods 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
241000489976 Diabrotica undecimpunctata howardi Species 0.000 description 5
241000721621 Myzus persicae Species 0.000 description 5
241001521235 Spodoptera eridania Species 0.000 description 5
239000011230 binding agent Substances 0.000 description 5
IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 5
RJBIAAZJODIFHR-UHFFFAOYSA-N dihydroxy-imino-sulfanyl-$l^{5}-phosphane Chemical class NP(O)(O)=S RJBIAAZJODIFHR-UHFFFAOYSA-N 0.000 description 5
201000010099 disease Diseases 0.000 description 5
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 5
150000002431 hydrogen Chemical class 0.000 description 5
230000000749 insecticidal effect Effects 0.000 description 5
229910052698 phosphorus Inorganic materials 0.000 description 5
239000011574 phosphorus Substances 0.000 description 5
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 5
125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 description 4
QABDNWZFVCAFCS-UHFFFAOYSA-N 2-dichlorophosphorylsulfanylbutane Chemical compound CCC(C)SP(Cl)(Cl)=O QABDNWZFVCAFCS-UHFFFAOYSA-N 0.000 description 4
HOXUCMLHXIRHBF-UHFFFAOYSA-N C(C)(CC)[P] Chemical compound C(C)(CC)[P] HOXUCMLHXIRHBF-UHFFFAOYSA-N 0.000 description 4
241000255749 Coccinellidae Species 0.000 description 4
241000243786 Meloidogyne incognita Species 0.000 description 4
241000257159 Musca domestica Species 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
239000000460 chlorine Substances 0.000 description 4
235000013601 eggs Nutrition 0.000 description 4
239000002808 molecular sieve Substances 0.000 description 4
238000003359 percent control normalization Methods 0.000 description 4
238000012216 screening Methods 0.000 description 4
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 4
239000012085 test solution Substances 0.000 description 4
125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 description 3
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
241000239290 Araneae Species 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
240000008067 Cucumis sativus Species 0.000 description 3
241000500891 Insecta Species 0.000 description 3
240000007594 Oryza sativa Species 0.000 description 3
235000007164 Oryza sativa Nutrition 0.000 description 3
230000000895 acaricidal effect Effects 0.000 description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
230000006378 damage Effects 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
239000000706 filtrate Substances 0.000 description 3
238000009472 formulation Methods 0.000 description 3
239000002917 insecticide Substances 0.000 description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 3
WMTSJLSJSPUMKT-UHFFFAOYSA-N n'-methyl-n-phenylmethanimidamide Chemical compound CNC=NC1=CC=CC=C1 WMTSJLSJSPUMKT-UHFFFAOYSA-N 0.000 description 3
239000005645 nematicide Substances 0.000 description 3
235000009566 rice Nutrition 0.000 description 3
239000002904 solvent Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
230000009885 systemic effect Effects 0.000 description 3
125000006273 (C1-C3) alkyl group Chemical group 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
244000308180 Brassica oleracea var. italica Species 0.000 description 2
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
241001454293 Tetranychus urticae Species 0.000 description 2
239000000642 acaricide Substances 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
125000000304 alkynyl group Chemical group 0.000 description 2
150000001409 amidines Chemical class 0.000 description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
125000003710 aryl alkyl group Chemical group 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
238000004587 chromatography analysis Methods 0.000 description 2
235000021186 dishes Nutrition 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000001914 filtration Methods 0.000 description 2
235000013305 food Nutrition 0.000 description 2
125000001841 imino group Chemical group [H]N=* 0.000 description 2
238000010348 incorporation Methods 0.000 description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
230000002147 killing effect Effects 0.000 description 2
230000000974 larvacidal effect Effects 0.000 description 2
239000002609 medium Substances 0.000 description 2
125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 description 2
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 2
231100000194 ovacidal Toxicity 0.000 description 2
230000003151 ovacidal effect Effects 0.000 description 2
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
PTMHPRAIXMAOOB-UHFFFAOYSA-L phosphoramidate Chemical compound NP([O-])([O-])=O PTMHPRAIXMAOOB-UHFFFAOYSA-L 0.000 description 2
150000008298 phosphoramidates Chemical class 0.000 description 2
239000001632 sodium acetate Substances 0.000 description 2
235000017281 sodium acetate Nutrition 0.000 description 2
239000007858 starting material Substances 0.000 description 2
125000005017 substituted alkenyl group Chemical group 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 2
RSSDWSPWORHGIE-UHFFFAOYSA-N $l^{1}-phosphanylbenzene Chemical compound [P]C1=CC=CC=C1 RSSDWSPWORHGIE-UHFFFAOYSA-N 0.000 description 1
125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 1
125000006727 (C1-C6) alkenyl group Chemical group 0.000 description 1
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 description 1
125000006705 (C5-C7) cycloalkyl group Chemical group 0.000 description 1
DIIIISSCIXVANO-UHFFFAOYSA-N 1,2-Dimethylhydrazine Chemical compound CNNC DIIIISSCIXVANO-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 1
125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
125000006041 3-hexenyl group Chemical group 0.000 description 1
125000006046 3-methyl-1-pentenyl group Chemical group 0.000 description 1
BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 description 1
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BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
235000011299 Brassica oleracea var botrytis Nutrition 0.000 description 1
235000017647 Brassica oleracea var italica Nutrition 0.000 description 1
MTJRPZFKWMLWLW-UHFFFAOYSA-N CCC[P] Chemical compound CCC[P] MTJRPZFKWMLWLW-UHFFFAOYSA-N 0.000 description 1
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VFTHRDDVRKABFP-UHFFFAOYSA-N N-dihydroxyphosphinothioylprop-2-en-1-amine Chemical compound OP(O)(=S)NCC=C VFTHRDDVRKABFP-UHFFFAOYSA-N 0.000 description 1
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239000003513 alkali Substances 0.000 description 1
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239000007853 buffer solution Substances 0.000 description 1
CGWWEJJDIXUEJL-UHFFFAOYSA-N butan-2-yloxy-hydroxy-sulfanyl-sulfanylidene-lambda5-phosphane Chemical compound CCC(C)OP(O)(S)=S CGWWEJJDIXUEJL-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
230000001055 chewing effect Effects 0.000 description 1
HPFKOFNYNQMWEF-UHFFFAOYSA-N chloro-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound OP(O)(Cl)=S HPFKOFNYNQMWEF-UHFFFAOYSA-N 0.000 description 1
GWIDYCSWQMCWRB-UHFFFAOYSA-N chloro-hydroxy-sulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound OP(S)(Cl)=S GWIDYCSWQMCWRB-UHFFFAOYSA-N 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
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238000009833 condensation Methods 0.000 description 1
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239000013078 crystal Substances 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
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238000011161 development Methods 0.000 description 1
RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
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125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000005980 hexynyl group Chemical group 0.000 description 1
COQRGFWWJBEXRC-UHFFFAOYSA-N hydron;methyl 2-aminoacetate;chloride Chemical compound Cl.COC(=O)CN COQRGFWWJBEXRC-UHFFFAOYSA-N 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
238000009413 insulation Methods 0.000 description 1
238000002955 isolation Methods 0.000 description 1
238000002386 leaching Methods 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
NNKVPIKMPCQWCG-UHFFFAOYSA-N methamidophos Chemical compound COP(N)(=O)SC NNKVPIKMPCQWCG-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
ANGNOGPEGWBYOR-UHFFFAOYSA-N n'-(4-methylphenyl)methanimidamide Chemical compound CC1=CC=C(N=CN)C=C1 ANGNOGPEGWBYOR-UHFFFAOYSA-N 0.000 description 1
JVBPCXDNFAZSCY-UHFFFAOYSA-N n-[hydroxy(sulfanyl)phosphinothioyl]-1-phenylmethanamine Chemical compound OP(S)(=S)NCC1=CC=CC=C1 JVBPCXDNFAZSCY-UHFFFAOYSA-N 0.000 description 1
125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
239000010502 orange oil Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
244000045947 parasite Species 0.000 description 1
230000026731 phosphorylation Effects 0.000 description 1
238000006366 phosphorylation reaction Methods 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
239000002516 radical scavenger Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
231100000167 toxic agent Toxicity 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000002023 wood Substances 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
- A01N57/26—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-nitrogen bonds
- A01N57/30—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-nitrogen bonds containing aromatic radicals
- 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2454—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2458—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of aliphatic amines

Landscapes

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

DD79210303A 1978-01-03 1979-01-02 Pestizides mittel DD141408A5 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US86659778A	1978-01-03	1978-01-03
US05/964,214 US4263288A (en)	1978-01-03	1978-11-27	Acaricidal, insecticidal, and nematocidal phosphoramidothioates

Publications (1)

Publication Number	Publication Date
DD141408A5 true DD141408A5 (de)	1980-04-30

Family

ID=27127951

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD79210303A DD141408A5 (de)	1978-01-03	1979-01-02	Pestizides mittel

Country Status (9)

Country	Link
US (1)	US4263288A (fr)
EP (1)	EP0002826B1 (fr)
JP (1)	JPS54103848A (fr)
CA (1)	CA1114392A (fr)
DD (1)	DD141408A5 (fr)
DE (1)	DE2862281D1 (fr)
DK (1)	DK566978A (fr)
IL (1)	IL56297A0 (fr)
ZA (1)	ZA787077B (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4544553A (en) *	1981-06-24	1985-10-01	Rohm And Haas Company	Pesticidal phosphoroamido (di) thioates
US4614734A (en) *	1981-06-24	1986-09-30	Rohm And Haas Company	Pesticidal phosphoroamido(di)thioates
US4468389A (en) *	1982-05-21	1984-08-28	Rohm And Haas Company	Pesticidal N-sulfonyl phosphorodiamido(di)thioates
US4468387A (en) *	1982-05-21	1984-08-28	Rohm And Haas Company	Pesticidal N-sulfonyl N'-oxalate phosphorodiamido(di)thioates
US4468388A (en) *	1982-05-21	1984-08-28	Rohm And Haas Company	Pesticidal N-(thio)acyl phosphorodiamido(di)thioates
JP3283592B2 (ja) *	1992-11-13	2002-05-20	アグロカネショウ株式会社	有機リン化合物、その製造法および該化合物を含有する殺虫、殺ダニ、殺線虫剤

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1223381B (de) *	1965-02-22	1966-08-25	Bayer Ag	Verfahren zur Herstellung von Amidido-(thio)-phosphor-(-phosphon-)-saeureestern
YU36036B (en) *	1969-07-18	1981-11-13	Sandoz Ag	Process for preparing amido esters of thiophosphoric acid
NL7413882A (nl) *	1973-11-05	1975-05-07	Ciba Geigy	Werkwijze voor het bereiden van nieuwe conden- satieprodukten.
US3962305A (en) *	1974-02-04	1976-06-08	Stauffer Chemical Company	Acylformanidine thiocarbamates
SE7613810L (sv) *	1975-12-29	1977-06-30	Rohm & Haas	Pesticider

1978
- 1978-11-27 US US05/964,214 patent/US4263288A/en not_active Expired - Lifetime
- 1978-12-18 DK DK566978A patent/DK566978A/da not_active Application Discontinuation
- 1978-12-18 CA CA318,167A patent/CA1114392A/fr not_active Expired
- 1978-12-18 ZA ZA787077A patent/ZA787077B/xx unknown
- 1978-12-22 DE DE7878101837T patent/DE2862281D1/de not_active Expired
- 1978-12-22 EP EP78101837A patent/EP0002826B1/fr not_active Expired
- 1978-12-25 IL IL56297A patent/IL56297A0/xx unknown
- 1978-12-29 JP JP16440978A patent/JPS54103848A/ja active Pending
1979
- 1979-01-02 DD DD79210303A patent/DD141408A5/de unknown

Also Published As

Publication number	Publication date
IL56297A0 (en)	1979-03-12
EP0002826A1 (fr)	1979-07-11
DK566978A (da)	1979-07-04
DE2862281D1 (en)	1983-07-07
JPS54103848A (en)	1979-08-15
EP0002826B1 (fr)	1983-06-01
ZA787077B (en)	1980-07-30
US4263288A (en)	1981-04-21
CA1114392A (fr)	1981-12-15

Publication	Publication Date	Title
DE2163391C3 (de)	1980-08-28	Pestizide Phosphorthiolatverbindungen
DE2111414C3 (de)	1980-06-04	Insektizide Mittel
DD141408A5 (de)	1980-04-30	Pestizides mittel
EP0100528A2 (fr)	1984-02-15	Dérivés d'acides (di)-thiophosphoriques et (di)-thiophosphoniques, leur procédé de préparation, composition les contenant et son utilisation pour la protection des plantes
DE2232075A1 (de)	1973-01-18	Organische phosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide bzw. nematozide
CH632767A5 (de)	1982-10-29	Phosphonsaeure- und thiophosphonsaeureester enthaltende schaedlingsbekaempfungsmittel.
DE2549961C2 (de)	1982-10-21	Neue Phosphorsäurederivate, Verfahren zu ihrer Herstellung und Schädlingsbekämpfungsmittel auf Basis dieser Verbindungen
EP0046928B1 (fr)	1983-06-08	Organophosphates, procédé pour leur préparation et leur utilisation dans des compositions pesticides
EP0000528B1 (fr)	1980-07-23	Esters organiques d'acide phosphorique, procédé pour leur préparation et leur application comme insecticides, acaricides et nématocides
DE2232076A1 (de)	1973-01-18	Organische phosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide bzw. nematozide
EP0114625B1 (fr)	1988-08-10	Esters 0,S-dialcoyl-S-(carbamoyloxyméthyliques)-d'acide dithiophosphorique, leur procédé de préparation ainsi que leur utilisation comme pesticides
CH629365A5 (de)	1982-04-30	Schaedlingsbekaempfungsmittel.
DE2714771A1 (de)	1978-10-12	O-phenyldithiophosphonsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematizide
US4154825A (en)	1979-05-15	Arylimidoyl phosphoramidates
CH622678A5 (fr)	1981-04-30
DE2657972A1 (de)	1977-07-07	Amidophosphorsaeureester, verfahren zu ihrer herstellung und sie enthaltende schaedlingsbekaempfungsmittel
US4468388A (en)	1984-08-28	Pesticidal N-(thio)acyl phosphorodiamido(di)thioates
DE2248799A1 (de)	1973-04-26	Thiophosphorsaeureesteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematizide
DE2118495A1 (de)	1971-12-02	Insektizides Mittel
AT362197B (de)	1981-04-27	Verfahren zur bekaempfung von insekten, milben und nematoden
AT367768B (de)	1982-07-26	Verfahren zur herstellung von neuen organischen phosphorsaeureestern
DD149896A5 (de)	1981-08-05	Pestizides mittel
DE2122311A1 (en)	1971-12-02	Carbamate insecticides - 4 alkylthiomethylphenyl-n-methyl carbamates
DE4118706A1 (de)	1992-12-10	Phosphorylierte azaverbindungen
EP0278661A1 (fr)	1988-08-17	Ester d'acide thiophosphorique comme insecticide, nématocide et acaricide