CH620341A5 - Pesticides - Google Patents

Pesticides Download PDF

Info

Publication number: CH620341A5
Authority: CH; Switzerland
Prior art keywords: formula; hydrogen; methyl; alkyl; active component
Prior art date: 1976-09-17

Application number

CH1181576A

Other languages

German (de)

English (en)

Inventor

Dieter Dr Duerr

Original Assignee

Ciba Geigy Ag

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.)

1976-09-17

Filing date

1976-09-17

Publication date

1980-11-28

1976-09-17 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1976-09-17 Priority to CH1181576A priority Critical patent/CH620341A5/de

1977-09-12 Priority to US05/832,753 priority patent/US4163791A/en

1977-09-12 Priority to IL52927A priority patent/IL52927A/xx

1977-09-12 Priority to SU772527301A priority patent/SU841570A3/ru

1977-09-14 Priority to NL7710085A priority patent/NL7710085A/xx

1977-09-14 Priority to DE19772741457 priority patent/DE2741457A1/de

1977-09-15 Priority to FR7727868A priority patent/FR2364911A1/fr

1977-09-15 Priority to CA286,845A priority patent/CA1090352A/fr

1977-09-16 Priority to AT667977A priority patent/AT351317B/de

1977-09-16 Priority to AU28881/77A priority patent/AU510476B2/en

1977-09-16 Priority to BE180963A priority patent/BE858773A/fr

1977-09-16 Priority to ZA00775565A priority patent/ZA775565B/xx

1977-09-16 Priority to GB38770/77A priority patent/GB1580554A/en

1977-09-16 Priority to NZ185193A priority patent/NZ185193A/xx

1977-09-17 Priority to JP11211677A priority patent/JPS5337661A/ja

1980-11-28 Publication of CH620341A5 publication Critical patent/CH620341A5/de

Links

239000000575 pesticide Substances 0.000 title claims description 7
150000001875 compounds Chemical class 0.000 claims abstract description 30
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 19
239000001257 hydrogen Substances 0.000 claims abstract description 19
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 15
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 10
150000007522 mineralic acids Chemical class 0.000 claims abstract description 9
150000007524 organic acids Chemical class 0.000 claims abstract description 9
235000005985 organic acids Nutrition 0.000 claims abstract description 9
150000003839 salts Chemical class 0.000 claims abstract description 9
229910052736 halogen Inorganic materials 0.000 claims abstract description 7
150000002367 halogens Chemical class 0.000 claims abstract description 7
150000002431 hydrogen Chemical class 0.000 claims abstract description 5
150000003549 thiazolines Chemical class 0.000 claims abstract description 5
239000000203 mixture Substances 0.000 claims description 20
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
241000238631 Hexapoda Species 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 4
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
229910052794 bromium Inorganic materials 0.000 claims description 3
229910052801 chlorine Inorganic materials 0.000 claims description 3
239000000460 chlorine Substances 0.000 claims description 3
229920006395 saturated elastomer Polymers 0.000 claims description 3
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
QAVBYLYTSRSMAM-UHFFFAOYSA-N 4-n-(4,5-dihydro-1,3-thiazol-2-yl)benzene-1,4-diamine Chemical class C1=CC(N)=CC=C1NC1=NCCS1 QAVBYLYTSRSMAM-UHFFFAOYSA-N 0.000 claims description 2
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 2
235000011054 acetic acid Nutrition 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
230000015572 biosynthetic process Effects 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
229910052731 fluorine Inorganic materials 0.000 claims description 2
239000011737 fluorine Substances 0.000 claims description 2
235000019253 formic acid Nutrition 0.000 claims description 2
239000011630 iodine Substances 0.000 claims description 2
229910052740 iodine Inorganic materials 0.000 claims description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
235000006408 oxalic acid Nutrition 0.000 claims description 2
235000011007 phosphoric acid Nutrition 0.000 claims description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
239000001384 succinic acid Substances 0.000 claims description 2
125000002769 thiazolinyl group Chemical group 0.000 claims description 2
150000003628 tricarboxylic acids Chemical class 0.000 claims description 2
238000002360 preparation method Methods 0.000 abstract description 4
241000607479 Yersinia pestis Species 0.000 abstract description 2
238000000034 method Methods 0.000 abstract description 2
239000004480 active ingredient Substances 0.000 description 26
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 17
238000012360 testing method Methods 0.000 description 15
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
239000008187 granular material Substances 0.000 description 8
239000007921 spray Substances 0.000 description 8
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
230000000694 effects Effects 0.000 description 6
239000000839 emulsion Substances 0.000 description 6
230000000749 insecticidal effect Effects 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
239000000126 substance Substances 0.000 description 6
239000003795 chemical substances by application Substances 0.000 description 5
229920000151 polyglycol Polymers 0.000 description 5
239000010695 polyglycol Substances 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
239000005995 Aluminium silicate Substances 0.000 description 4
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 4
230000000895 acaricidal effect Effects 0.000 description 4
239000000654 additive Substances 0.000 description 4
235000012211 aluminium silicate Nutrition 0.000 description 4
239000000969 carrier Substances 0.000 description 4
239000004495 emulsifiable concentrate Substances 0.000 description 4
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 4
239000002689 soil Substances 0.000 description 4
239000000243 solution Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
239000008096 xylene Substances 0.000 description 4
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
241000238876 Acari Species 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
241000426497 Chilo suppressalis Species 0.000 description 3
241000196324 Embryophyta Species 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
241000244206 Nematoda Species 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
235000019993 champagne Nutrition 0.000 description 3
239000012141 concentrate Substances 0.000 description 3
238000010790 dilution Methods 0.000 description 3
239000012895 dilution Substances 0.000 description 3
235000013601 eggs Nutrition 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
238000012545 processing Methods 0.000 description 3
239000000377 silicon dioxide Substances 0.000 description 3
230000009885 systemic effect Effects 0.000 description 3
241001124076 Aphididae Species 0.000 description 2
241001425390 Aphis fabae Species 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
240000002024 Gossypium herbaceum Species 0.000 description 2
235000004341 Gossypium herbaceum Nutrition 0.000 description 2
239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
241000243784 Meloidogyne arenaria Species 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
LGDSHSYDSCRFAB-UHFFFAOYSA-N Methyl isothiocyanate Chemical compound CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 description 2
244000046052 Phaseolus vulgaris Species 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
241000949016 Rhipicephalus bursa Species 0.000 description 2
241000238680 Rhipicephalus microplus Species 0.000 description 2
240000003768 Solanum lycopersicum 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
239000013543 active substance Substances 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000000470 constituent Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
150000002191 fatty alcohols Chemical class 0.000 description 2
238000009472 formulation Methods 0.000 description 2
235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
239000007788 liquid Substances 0.000 description 2
HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 description 2
230000001069 nematicidal effect Effects 0.000 description 2
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000002574 poison Substances 0.000 description 2
231100000614 poison Toxicity 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
-1 sodium salts Fatty alcohol sulfates Chemical class 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000454 talc Substances 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
235000015112 vegetable and seed oil Nutrition 0.000 description 2
239000008158 vegetable oil Substances 0.000 description 2
239000004563 wettable powder Substances 0.000 description 2
QQGRFMIMXPWKPM-UHFFFAOYSA-N 2,3,4-tributylphenol Chemical compound CCCCC1=CC=C(O)C(CCCC)=C1CCCC QQGRFMIMXPWKPM-UHFFFAOYSA-N 0.000 description 1
RTZZCYNQPHTPPL-UHFFFAOYSA-N 3-nitrophenol Chemical compound OC1=CC=CC([N+]([O-])=O)=C1 RTZZCYNQPHTPPL-UHFFFAOYSA-N 0.000 description 1
241000238888 Argasidae Species 0.000 description 1
241000238660 Blattidae Species 0.000 description 1
241000283690 Bos taurus Species 0.000 description 1
241000907223 Bruchinae Species 0.000 description 1
241000257161 Calliphoridae Species 0.000 description 1
241001124134 Chrysomelidae Species 0.000 description 1
241001414835 Cimicidae Species 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
241000256113 Culicidae Species 0.000 description 1
241001466044 Delphacidae Species 0.000 description 1
241001414830 Diaspididae Species 0.000 description 1
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
235000009161 Espostoa lanata Nutrition 0.000 description 1
240000001624 Espostoa lanata Species 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical class NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 description 1
241000238816 Gryllidae Species 0.000 description 1
241001243087 Gryllotalpidae Species 0.000 description 1
241000256257 Heliothis Species 0.000 description 1
241000256244 Heliothis virescens Species 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
241000238889 Ixodidae Species 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241001124557 Lymantriidae Species 0.000 description 1
241000257226 Muscidae Species 0.000 description 1
241000256259 Noctuidae Species 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
241000258921 Pulicidae Species 0.000 description 1
241000255893 Pyralidae Species 0.000 description 1
241001124072 Reduviidae Species 0.000 description 1
241000256248 Spodoptera Species 0.000 description 1
241000254107 Tenebrionidae Species 0.000 description 1
241000255588 Tephritidae Species 0.000 description 1
241000896028 Tettigoniidae Species 0.000 description 1
241000130767 Tineidae Species 0.000 description 1
241000131339 Tipulidae Species 0.000 description 1
240000006677 Vicia faba Species 0.000 description 1
235000010749 Vicia faba Nutrition 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
150000004657 carbamic acid derivatives Chemical class 0.000 description 1
235000013877 carbamide Nutrition 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000003857 carboxamides Chemical class 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
BULLHNJGPPOUOX-UHFFFAOYSA-N chloroacetone Chemical compound CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000012458 free base Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
238000000227 grinding Methods 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
230000001418 larval effect Effects 0.000 description 1
231100000518 lethal Toxicity 0.000 description 1
230000001665 lethal effect Effects 0.000 description 1
HHOSJKJVRFQVDT-UHFFFAOYSA-N methyl-(3-nitrophenyl)carbamic acid Chemical compound OC(=O)N(C)C1=CC=CC([N+]([O-])=O)=C1 HHOSJKJVRFQVDT-UHFFFAOYSA-N 0.000 description 1
UKRYHACTHFDUQV-UHFFFAOYSA-N methyl-[3-(methylcarbamothioylamino)phenyl]carbamic acid Chemical compound CNC(=S)NC1=CC(=CC=C1)N(C)C(=O)O UKRYHACTHFDUQV-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
150000003018 phosphorus compounds Chemical class 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
239000000047 product Substances 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
239000002002 slurry Substances 0.000 description 1
KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
SRAWNDFHGTVUNZ-UHFFFAOYSA-M sodium;3,6-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(CCCC)=CC2=CC(CCCC)=CC=C21 SRAWNDFHGTVUNZ-UHFFFAOYSA-M 0.000 description 1
238000009331 sowing Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/38—Nitrogen atoms
- C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
- 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
- A01N47/22—O-Aryl or S-Aryl esters 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)
Thiazole And Isothizaole Compounds (AREA)

CH1181576A 1976-09-17 1976-09-17 Pesticides CH620341A5 (en)

Priority Applications (15)

Application Number	Priority Date	Filing Date	Title
CH1181576A CH620341A5 (en)	1976-09-17	1976-09-17	Pesticides
US05/832,753 US4163791A (en)	1976-09-17	1977-09-12	2-Phenyliminothiazoline compounds
IL52927A IL52927A (en)	1976-09-17	1977-09-12	2-(n-methylcarbamoyloxyphenyl imino)-4-thiazoline derivatives their production and their use as pesticides
SU772527301A SU841570A3 (ru)	1976-09-17	1977-09-12	Инсектицидное средство
NL7710085A NL7710085A (nl)	1976-09-17	1977-09-14	Werkwijze ter bereiding van nieuwe thiazolinen.
DE19772741457 DE2741457A1 (de)	1976-09-17	1977-09-14	Thiazolin-derivate und ihre salze mit anorganischen und organischen saeuren, verfahren zu ihrer herstellung und schaedlingsbekaempfungsmittel
FR7727868A FR2364911A1 (fr)	1976-09-17	1977-09-15	Nouveaux derives de thiazoline utiles a la lutte contre les parasites et procede pour leur preparation
CA286,845A CA1090352A (fr)	1976-09-17	1977-09-15	Thiazolines
AT667977A AT351317B (de)	1976-09-17	1977-09-16	Mittel zur bekaempfung von insekten und ver- tretern der ordnung akarina
AU28881/77A AU510476B2 (en)	1976-09-17	1977-09-16	Thiazolines
BE180963A BE858773A (fr)	1976-09-17	1977-09-16	Nouveaux derives de thiazoline utiles a la lutte contre les parasites et procede pour leur preparation
ZA00775565A ZA775565B (en)	1976-09-17	1977-09-16	Novel thiazolines
GB38770/77A GB1580554A (en)	1976-09-17	1977-09-16	Thiazolines
NZ185193A NZ185193A (en)	1976-09-17	1977-09-16	2-(n-methyl carbamoyloxyphenylimino)-thiazolines and pesticidal compositions
JP11211677A JPS5337661A (en)	1976-09-17	1977-09-17	Thiazolidine derivative* its preparation and combating agent against harmful organisms containing same

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH1181576A CH620341A5 (en)	1976-09-17	1976-09-17	Pesticides

Publications (1)

Publication Number	Publication Date
CH620341A5 true CH620341A5 (en)	1980-11-28

Family

ID=4377141

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH1181576A CH620341A5 (en)	1976-09-17	1976-09-17	Pesticides

Country Status (5)

Country	Link
AT (1)	AT351317B (fr)
BE (1)	BE858773A (fr)
CH (1)	CH620341A5 (fr)
SU (1)	SU841570A3 (fr)
ZA (1)	ZA775565B (fr)

1976
- 1976-09-17 CH CH1181576A patent/CH620341A5/de not_active IP Right Cessation
1977
- 1977-09-12 SU SU772527301A patent/SU841570A3/ru active
- 1977-09-16 BE BE180963A patent/BE858773A/fr unknown
- 1977-09-16 ZA ZA00775565A patent/ZA775565B/xx unknown
- 1977-09-16 AT AT667977A patent/AT351317B/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
ATA667977A (de)	1978-12-15
AT351317B (de)	1979-07-25
ZA775565B (en)	1978-07-26
SU841570A3 (ru)	1981-06-23
BE858773A (fr)	1978-03-16

Legal Events

Date	Code	Title	Description
1982-05-28	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE2303185C2 (de)	1986-01-09	Thiophosphorsäurephenylester, Verfahren zu ihrer Herstellung sowie diese enthaltende Schädlingsbekämpfungsmittel
DE2412564A1 (de)	1974-10-17	N,n-dimethylcarbamoyl-1,2,4-triazolyl(3)-ester, verfahren zu ihrer herstellung und ihre verwendung
DE2429747A1 (de)	1975-01-23	1,3,5-triazapenta-1,4-diene, verfahren zu ihrer herstellung und ihre verwendung
DE2345609A1 (de)	1974-03-28	Neue ester
DE2754287A1 (de)	1978-06-15	1,3,5-triazapenta-1,4-diene, verfahren zu iher herstellung und ihre verwendung in der schaedlingsbekaempfung
AT328795B (de)	1976-04-12	Schadlingsbekampfungsmittel
DE2422324C2 (de)	1984-05-03	Diphenyläther-phosphorverbindungen, Verfahren zu ihrer Herstellung und diese enthaltende Schädlingsbekämpfungsmittel
CH580910A5 (fr)	1976-10-29
DE2451911A1 (de)	1975-05-07	Phosphorylformamidine, verfahren zu ihrer herstellung und ihre verwendung in der schaedlingsbekaempfung
DE2418363A1 (de)	1974-10-24	1,2,4-thiadiazolyl-phosphorverbindungen, verfahren zu ihrer herstellung und ihre verwendung
DE2354586A1 (de)	1974-05-16	Neue ester
DE2439663A1 (de)	1975-03-06	Diphenylaetherphosphate, verfahren zu ihrer herstellung und ihre verwendung
DE2755481A1 (de)	1978-06-22	Phenyl-diformamidine und ihre salze mit anorganischen und organischen saeuren, verfahren zu ihrer herstellung und ihre verwendung in der schaedlingsbekaempfung
CH621235A5 (en)	1981-01-30	A pesticide.
CH623989A5 (en)	1981-07-15	A pesticide
CH631867A5 (en)	1982-09-15	A pesticide
DE2356453A1 (de)	1974-05-16	Alkylendithiophosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung
CH623992A5 (en)	1981-07-15	A pesticide
DE2800086A1 (de)	1978-07-13	1,3,5-triazapenta-1,4-diene, verfahren zu ihrer herstellung und ihre verwendung in der schaedlingsbekaempfung
CH579347A5 (fr)	1976-09-15
CH622409A5 (en)	1981-04-15	A pesticide
CH580386A5 (en)	1976-10-15	Pesticide triazolyl (thio) phosphoramidate derivs. - e.g. ethyl 1-phenyl 1,2,4-triazol-3-yl N-isopropyl thionophosphoramidate
CH573206A5 (en)	1976-03-15	Pesticidal 5-halo-1,2,4-triazol-3-yl carbamates - e.g. 1-isopropyl-5-chloro-1,2,4-triazol-3-yl dimethylcarbamate
CH602012A5 (en)	1978-07-14	(5)-Alkylthio-(1,2,4)-triazolyl-(3)-(thio)phosphates
DE2754310A1 (de)	1978-06-15	1,3,5-triazapenta-1,4-diene, verfahren zu ihrer herstellung und ihre verwendung in der schaedlingsbekaempfung