DD144859A5 - Herbizide mittel auf der basis von acetaniliden - Google Patents

Herbizide mittel auf der basis von acetaniliden Download PDF

Info

Publication number: DD144859A5
Authority: DD; German Democratic Republic
Prior art keywords: carbon atoms; maximum; alkoxy; branched alkyl; methyl
Prior art date: 1978-07-21

Application number

DD79214509A

Other languages

German (de)

English (en)

Inventor

Karl Eicken

Bruno Wuerzer

Original Assignee

Basf 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.)

1978-07-21

Filing date

1979-07-20

Publication date

1980-11-12

1979-07-20 Application filed by Basf Ag filed Critical Basf Ag

1980-11-12 Publication of DD144859A5 publication Critical patent/DD144859A5/de

Links

239000004009 herbicide Substances 0.000 title abstract description 10
150000008061 acetanilides Chemical class 0.000 title description 4
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 58
239000000460 chlorine Substances 0.000 claims abstract description 55
-1 cyano, carboxy Chemical group 0.000 claims abstract description 45
125000000217 alkyl group Chemical group 0.000 claims abstract description 30
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 20
125000003545 alkoxy group Chemical group 0.000 claims abstract description 19
239000001257 hydrogen Substances 0.000 claims abstract description 18
150000003839 salts Chemical class 0.000 claims abstract description 13
229910052736 halogen Inorganic materials 0.000 claims abstract description 12
150000002367 halogens Chemical class 0.000 claims abstract description 12
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims abstract description 11
150000002431 hydrogen Chemical class 0.000 claims abstract description 11
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 10
229910052801 chlorine Inorganic materials 0.000 claims abstract description 9
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 9
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 8
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 8
125000003342 alkenyl group Chemical group 0.000 claims abstract description 8
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 8
229910052794 bromium Inorganic materials 0.000 claims abstract description 8
125000000304 alkynyl group Chemical group 0.000 claims abstract description 7
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 5
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 5
125000004414 alkyl thio group Chemical group 0.000 claims abstract description 4
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 3
125000004438 haloalkoxy group Chemical group 0.000 claims abstract description 3
125000002947 alkylene group Chemical group 0.000 claims abstract 3
125000001309 chloro group Chemical group Cl* 0.000 claims description 5
150000003851 azoles Chemical class 0.000 claims description 4
125000003302 alkenyloxy group Chemical group 0.000 claims description 2
125000005133 alkynyloxy group Chemical group 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims 1
125000001589 carboacyl group Chemical group 0.000 abstract description 2
125000000000 cycloalkoxy group Chemical group 0.000 abstract description 2
125000005083 alkoxyalkoxy group Chemical group 0.000 abstract 1
125000005010 perfluoroalkyl group Chemical group 0.000 abstract 1
239000000203 mixture Substances 0.000 description 40
UENGBOCGGKLVJJ-UHFFFAOYSA-N 2-chloro-1-(2,4-difluorophenyl)ethanone Chemical compound FC1=CC=C(C(=O)CCl)C(F)=C1 UENGBOCGGKLVJJ-UHFFFAOYSA-N 0.000 description 31
229960001413 acetanilide Drugs 0.000 description 26
241000196324 Embryophyta Species 0.000 description 20
230000002363 herbicidal effect Effects 0.000 description 17
230000006378 damage Effects 0.000 description 15
239000004480 active ingredient Substances 0.000 description 13
238000012360 testing method Methods 0.000 description 9
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
240000008042 Zea mays Species 0.000 description 8
239000013543 active substance Substances 0.000 description 8
239000006185 dispersion Substances 0.000 description 8
230000000694 effects Effects 0.000 description 8
239000003921 oil Substances 0.000 description 8
230000002195 synergetic effect Effects 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
239000002253 acid Substances 0.000 description 6
150000003254 radicals Chemical class 0.000 description 6
241000894007 species Species 0.000 description 6
241000209504 Poaceae Species 0.000 description 5
208000027418 Wounds and injury Diseases 0.000 description 5
235000002017 Zea mays subsp mays Nutrition 0.000 description 5
239000003795 chemical substances by application Substances 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
208000014674 injury Diseases 0.000 description 5
FZERHIULMFGESH-UHFFFAOYSA-N methylenecarboxanilide Natural products CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 5
239000000843 powder Substances 0.000 description 5
239000000243 solution Substances 0.000 description 5
240000006122 Chenopodium album Species 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
244000068988 Glycine max Species 0.000 description 4
235000010469 Glycine max Nutrition 0.000 description 4
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
240000002439 Sorghum halepense Species 0.000 description 4
240000006694 Stellaria media Species 0.000 description 4
150000001408 amides Chemical class 0.000 description 4
239000013256 coordination polymer Substances 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
238000002474 experimental method Methods 0.000 description 4
238000002156 mixing Methods 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
239000007787 solid Substances 0.000 description 4
SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 3
SYOANZBNGDEJFH-UHFFFAOYSA-N 2,5-dihydro-1h-triazole Chemical compound C1NNN=C1 SYOANZBNGDEJFH-UHFFFAOYSA-N 0.000 description 3
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 3
241001621841 Alopecurus myosuroides Species 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
235000009344 Chenopodium album Nutrition 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
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
239000000969 carrier Substances 0.000 description 3
235000005822 corn Nutrition 0.000 description 3
239000002270 dispersing agent Substances 0.000 description 3
229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 3
230000035784 germination Effects 0.000 description 3
239000008187 granular material Substances 0.000 description 3
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
229920003023 plastic Polymers 0.000 description 3
MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 3
239000000741 silica gel Substances 0.000 description 3
229910002027 silica gel Inorganic materials 0.000 description 3
239000000126 substance Substances 0.000 description 3
BDXJANJAHYKTMI-UHFFFAOYSA-N 2,3,4,5-tetramethyl-1h-pyrrole Chemical compound CC=1NC(C)=C(C)C=1C BDXJANJAHYKTMI-UHFFFAOYSA-N 0.000 description 2
NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 2
241000743985 Alopecurus Species 0.000 description 2
239000005995 Aluminium silicate Substances 0.000 description 2
KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical group NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 2
240000002791 Brassica napus Species 0.000 description 2
241000219312 Chenopodium 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
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 2
244000061456 Solanum tuberosum Species 0.000 description 2
235000002595 Solanum tuberosum Nutrition 0.000 description 2
235000021536 Sugar beet Nutrition 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
235000012211 aluminium silicate Nutrition 0.000 description 2
235000013877 carbamide Nutrition 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
239000004359 castor oil Substances 0.000 description 2
235000019438 castor oil Nutrition 0.000 description 2
239000013043 chemical agent Substances 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
125000004093 cyano group Chemical group *C#N 0.000 description 2
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
239000003814 drug Substances 0.000 description 2
229940079593 drug Drugs 0.000 description 2
238000010410 dusting Methods 0.000 description 2
239000003995 emulsifying agent Substances 0.000 description 2
235000013312 flour Nutrition 0.000 description 2
238000009472 formulation Methods 0.000 description 2
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
230000012010 growth Effects 0.000 description 2
239000003864 humus Substances 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 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
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
239000002480 mineral oil Substances 0.000 description 2
235000010446 mineral oil Nutrition 0.000 description 2
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 2
150000002790 naphthalenes Chemical class 0.000 description 2
239000006072 paste Substances 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920000151 polyglycol Polymers 0.000 description 2
239000010695 polyglycol Substances 0.000 description 2
239000004576 sand Substances 0.000 description 2
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000001228 spectrum Methods 0.000 description 2
239000000725 suspension Substances 0.000 description 2
239000000454 talc Substances 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
150000003536 tetrazoles Chemical class 0.000 description 2
238000011282 treatment Methods 0.000 description 2
150000003672 ureas Chemical class 0.000 description 2
235000013311 vegetables Nutrition 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
239000008096 xylene Substances 0.000 description 2
WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
PHYOGGZZDVVPBS-UHFFFAOYSA-N 1-(3,5-dimethyl-1h-pyrazol-4-yl)propan-1-one Chemical compound CCC(=O)C=1C(C)=NNC=1C PHYOGGZZDVVPBS-UHFFFAOYSA-N 0.000 description 1
FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 1
DMTMXOSRFMOGIA-UHFFFAOYSA-N 1-methoxypyrazole Chemical compound CON1C=CC=N1 DMTMXOSRFMOGIA-UHFFFAOYSA-N 0.000 description 1
XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 description 1
NUGZBVBZIDWZAD-UHFFFAOYSA-N 1h-pyrazole-4-carbonitrile Chemical compound N#CC=1C=NNC=1 NUGZBVBZIDWZAD-UHFFFAOYSA-N 0.000 description 1
QFUSCYRJMXLNRB-UHFFFAOYSA-N 2,6-dinitroaniline Chemical class NC1=C([N+]([O-])=O)C=CC=C1[N+]([O-])=O QFUSCYRJMXLNRB-UHFFFAOYSA-N 0.000 description 1
PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
HTPGCNBODOJESO-UHFFFAOYSA-N 2-bromo-n-(2-ethyl-6-methylphenyl)-n-(pyrazol-1-ylmethyl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(=O)CBr)CN1N=CC=C1 HTPGCNBODOJESO-UHFFFAOYSA-N 0.000 description 1
UMPLLONKLORLCC-UHFFFAOYSA-N 2-chloro-n-(2,6-diethylphenyl)-n-[(3,5-dimethylpyrazol-1-yl)methyl]acetamide Chemical compound CCC1=CC=CC(CC)=C1N(C(=O)CCl)CN1C(C)=CC(C)=N1 UMPLLONKLORLCC-UHFFFAOYSA-N 0.000 description 1
PCEUUBGFYLHYGF-UHFFFAOYSA-N 2-chloro-n-(2,6-diethylphenyl)-n-[(4-methylpyrazol-1-yl)methyl]acetamide Chemical compound CCC1=CC=CC(CC)=C1N(C(=O)CCl)CN1N=CC(C)=C1 PCEUUBGFYLHYGF-UHFFFAOYSA-N 0.000 description 1
KDMLKNHNRDKNTE-UHFFFAOYSA-N 2-chloro-n-(2,6-dimethylphenyl)-n-(1,2,4-triazol-1-ylmethyl)acetamide Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)CN1N=CN=C1 KDMLKNHNRDKNTE-UHFFFAOYSA-N 0.000 description 1
VFNRTBYBOMVFJT-UHFFFAOYSA-N 2-chloro-n-(2,6-dimethylphenyl)-n-[(4-methylpyrazol-1-yl)methyl]acetamide Chemical compound C1=C(C)C=NN1CN(C(=O)CCl)C1=C(C)C=CC=C1C VFNRTBYBOMVFJT-UHFFFAOYSA-N 0.000 description 1
YNVVQJCHGHPBTH-UHFFFAOYSA-N 2-chloro-n-(3-propan-2-ylphenyl)acetamide Chemical compound CC(C)C1=CC=CC(NC(=O)CCl)=C1 YNVVQJCHGHPBTH-UHFFFAOYSA-N 0.000 description 1
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QBAQZDCFENJHFQ-UHFFFAOYSA-N 3,4,5-trichloro-1h-pyrazole Chemical compound ClC1=NNC(Cl)=C1Cl QBAQZDCFENJHFQ-UHFFFAOYSA-N 0.000 description 1
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ZWRYWVBALYOSPQ-UHFFFAOYSA-N 4,5-dichloro-2-methyl-1h-imidazole Chemical compound CC1=NC(Cl)=C(Cl)N1 ZWRYWVBALYOSPQ-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
BADSZRMNXWLUKO-UHFFFAOYSA-N 4-chloro-1h-pyrazole Chemical compound ClC=1C=NNC=1 BADSZRMNXWLUKO-UHFFFAOYSA-N 0.000 description 1
IHNXHUNMFYXQCG-UHFFFAOYSA-N 4-ethyl-1h-pyrazole Chemical compound CCC=1C=NNC=1 IHNXHUNMFYXQCG-UHFFFAOYSA-N 0.000 description 1
NCFMDIJKEYGCRD-UHFFFAOYSA-N 4-methoxy-1h-pyrazole Chemical compound COC=1C=NNC=1 NCFMDIJKEYGCRD-UHFFFAOYSA-N 0.000 description 1
GPGKNEKFDGOXPO-UHFFFAOYSA-N 4-phenyl-1h-pyrazole Chemical compound C1=NNC=C1C1=CC=CC=C1 GPGKNEKFDGOXPO-UHFFFAOYSA-N 0.000 description 1
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239000005642 Oleic acid Substances 0.000 description 1
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239000005662 Paraffin oil Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
235000005775 Setaria Nutrition 0.000 description 1
241000232088 Setaria <nematode> Species 0.000 description 1
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235000015503 Sorghum bicolor subsp. drummondii Nutrition 0.000 description 1
244000099500 Sudangras Species 0.000 description 1
206010044278 Trace element deficiency Diseases 0.000 description 1
241000607479 Yersinia pestis Species 0.000 description 1
235000007244 Zea mays Nutrition 0.000 description 1
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
230000003213 activating effect Effects 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
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125000001931 aliphatic group Chemical group 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
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150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
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239000011737 fluorine Substances 0.000 description 1
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150000003977 halocarboxylic acids Chemical class 0.000 description 1
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229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000003973 irrigation Methods 0.000 description 1
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239000003350 kerosene Substances 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
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235000016709 nutrition Nutrition 0.000 description 1
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150000007524 organic acids Chemical class 0.000 description 1
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QZHDEAJFRJCDMF-UHFFFAOYSA-N perfluorohexanesulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F QZHDEAJFRJCDMF-UHFFFAOYSA-N 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
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PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical class OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 description 1
230000003032 phytopathogenic effect Effects 0.000 description 1
230000008635 plant growth Effects 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920003217 poly(methylsilsesquioxane) Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
239000000047 product Substances 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
125000005624 silicic acid group Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000002689 soil Substances 0.000 description 1
238000009331 sowing Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000000758 substrate Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
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150000003852 triazoles Chemical class 0.000 description 1
ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Landscapes

Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Agronomy & Crop Science (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Pest Control & Pesticides (AREA)
Zoology (AREA)
General Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Medicines Containing Plant Substances (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Hydrogenated Pyridines (AREA)

DD79214509A 1978-07-21 1979-07-20 Herbizide mittel auf der basis von acetaniliden DD144859A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19782832046 DE2832046A1 (de)	1978-07-21	1978-07-21	Herbizide mittel auf der basis von acetaniliden

Publications (1)

Publication Number	Publication Date
DD144859A5 true DD144859A5 (de)	1980-11-12

Family

ID=6044981

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD79214509A DD144859A5 (de)	1978-07-21	1979-07-20	Herbizide mittel auf der basis von acetaniliden

Country Status (25)

Country	Link
US (2)	US4277278A (fr)
EP (1)	EP0007575B1 (fr)
JP (1)	JPS5517383A (fr)
AT (1)	ATE481T1 (fr)
AU (1)	AU524874B2 (fr)
BG (1)	BG29421A3 (fr)
CA (1)	CA1128767A (fr)
CS (1)	CS209902B2 (fr)
DD (1)	DD144859A5 (fr)
DE (2)	DE2832046A1 (fr)
DK (1)	DK306579A (fr)
ES (1)	ES482709A1 (fr)
FI (1)	FI62935C (fr)
GR (1)	GR66472B (fr)
HU (1)	HU181849B (fr)
IE (1)	IE48548B1 (fr)
IL (1)	IL57755A (fr)
IN (1)	IN150666B (fr)
NO (1)	NO147582C (fr)
NZ (1)	NZ191060A (fr)
PL (1)	PL114808B2 (fr)
PT (1)	PT69948A (fr)
RO (1)	RO76814A (fr)
SU (1)	SU886722A3 (fr)
ZA (1)	ZA793718B (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2832046A1 (de) *	1978-07-21	1980-01-31	Basf Ag	Herbizide mittel auf der basis von acetaniliden
DE2919293A1 (de) *	1979-05-12	1980-11-20	Bayer Ag	N-(2,5-diazolyl)alkyl-halogenacetanilide, verfahren zu ihrer herstellung sowie ihre verwendung als herbizide
JPS56169603A (en) *	1980-06-03	1981-12-26	Mitsui Toatsu Chem Inc	Herbicidal composition
DE3120990A1 (de) *	1981-05-26	1982-12-23	Bayer Ag, 5090 Leverkusen	N-(1-alkenyl)-chloressigsaeureanilide, verfahren zu ihrer herstellung sowie ihre verwendung als herbizideund pflanzenwachstumsregulatoren
US6034488A (en) *	1996-06-04	2000-03-07	Lighting Control, Inc.	Electronic ballast for fluorescent lighting system including a voltage monitoring circuit
US6455469B1 (en)	2000-12-05	2002-09-24	Ishihara Sangyo Kaisha, Ltd.	Herbicidal composition

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3442945A (en) *	1967-05-22	1969-05-06	Monsanto Co	Phytotoxic alpha-halo-acetanilides
US3547620A (en) *	1969-01-23	1970-12-15	Monsanto Co	N-(oxamethyl)alpha-halo-acetanilide herbicides
US3901685A (en) *	1971-06-01	1975-08-26	Monsanto Co	Herbicidal acetanilides 2-halo-n-(amidoalkylene)
CH574207A5 (fr) *	1973-01-25	1976-04-15	Ciba Geigy Ag
US4055410A (en) *	1976-03-15	1977-10-25	E. I. Du Pont De Nemours And Company	Substituted bromo- or chloroacetamide herbicides
DE2648008C3 (de) *	1976-10-23	1980-09-04	Basf Ag, 6700 Ludwigshafen	Acetanilide
IL53938A0 (en) *	1977-02-02	1978-04-30	Bayer Ag	Novel n-substituted halogenoacetanilides, their preparation and their use as herbicides
DE2744396A1 (de)	1977-10-03	1979-04-12	Basf Ag	Acetanilide
DE2832046A1 (de) *	1978-07-21	1980-01-31	Basf Ag	Herbizide mittel auf der basis von acetaniliden

1978
- 1978-07-21 DE DE19782832046 patent/DE2832046A1/de active Pending
1979
- 1979-06-27 GR GR59453A patent/GR66472B/el unknown
- 1979-07-06 CA CA331,336A patent/CA1128767A/fr not_active Expired
- 1979-07-09 IL IL57755A patent/IL57755A/xx unknown
- 1979-07-09 US US06/056,146 patent/US4277278A/en not_active Expired - Lifetime
- 1979-07-16 BG BG044351A patent/BG29421A3/xx unknown
- 1979-07-17 CS CS795001A patent/CS209902B2/cs unknown
- 1979-07-18 EP EP79102535A patent/EP0007575B1/fr not_active Expired
- 1979-07-18 AT AT79102535T patent/ATE481T1/de active
- 1979-07-18 DE DE7979102535T patent/DE2961606D1/de not_active Expired
- 1979-07-18 SU SU792790757A patent/SU886722A3/ru active
- 1979-07-19 NZ NZ191060A patent/NZ191060A/xx unknown
- 1979-07-19 JP JP9102679A patent/JPS5517383A/ja active Pending
- 1979-07-19 PL PL1979217218A patent/PL114808B2/pl unknown
- 1979-07-19 NO NO792390A patent/NO147582C/no unknown
- 1979-07-20 ZA ZA00793718A patent/ZA793718B/xx unknown
- 1979-07-20 AU AU49092/79A patent/AU524874B2/en not_active Ceased
- 1979-07-20 ES ES482709A patent/ES482709A1/es not_active Expired
- 1979-07-20 IN IN745/CAL/79A patent/IN150666B/en unknown
- 1979-07-20 DK DK306579A patent/DK306579A/da not_active Application Discontinuation
- 1979-07-20 FI FI792283A patent/FI62935C/fi not_active IP Right Cessation
- 1979-07-20 PT PT69948A patent/PT69948A/fr unknown
- 1979-07-20 DD DD79214509A patent/DD144859A5/de unknown
- 1979-07-20 HU HU79BA3821A patent/HU181849B/hu unknown
- 1979-07-21 RO RO7998239A patent/RO76814A/fr unknown
- 1979-08-08 IE IE1288/79A patent/IE48548B1/en not_active IP Right Cessation
1980
- 1980-11-24 US US06/209,961 patent/US4373945A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
PT69948A (fr)	1979-08-01
HU181849B (en)	1983-11-28
ZA793718B (en)	1980-08-27
DK306579A (da)	1980-01-22
DE2961606D1 (en)	1982-02-11
NO147582B (no)	1983-01-31
IL57755A0 (en)	1979-11-30
PL217218A2 (fr)	1980-05-19
FI62935B (fi)	1982-12-31
IN150666B (fr)	1982-11-20
AU4909279A (en)	1980-01-24
US4373945A (en)	1983-02-15
NO147582C (no)	1983-05-11
FI792283A7 (fi)	1980-01-22
IE48548B1 (en)	1985-03-06
EP0007575B1 (fr)	1981-12-23
EP0007575A1 (fr)	1980-02-06
NO792390L (no)	1980-01-22
FI62935C (fi)	1983-04-11
AU524874B2 (en)	1982-10-07
ES482709A1 (es)	1980-04-01
NZ191060A (en)	1981-07-13
PL114808B2 (en)	1981-02-28
IL57755A (en)	1982-12-31
IE791288L (en)	1980-01-21
BG29421A3 (bg)	1980-11-14
CA1128767A (fr)	1982-08-03
DE2832046A1 (de)	1980-01-31
ATE481T1 (de)	1982-01-15
US4277278A (en)	1981-07-07
CS209902B2 (en)	1981-12-31
RO76814A (fr)	1981-05-30
JPS5517383A (en)	1980-02-06
GR66472B (fr)	1981-03-23
SU886722A3 (ru)	1981-11-30

Publication	Publication Date	Title
DE2648008C3 (de)	1980-09-04	Acetanilide
EP1651040B1 (fr)	2009-05-27	Combinaisons fongicides ternaires de principes actifs
DD144708A5 (de)	1980-11-05	Herbizide mittel
EP0003805B1 (fr)	1982-06-30	Pyridazones et compositions herbicides les contenant
DD154954A5 (de)	1982-05-05	Herbizide mittel
EP0207431A1 (fr)	1987-01-07	Sels d'amide d'acide N-alkyl-2,6-diméthylmorpholinio-carboxylique, procédé pour leur préparation et leur application comme fongicides
DE2832950A1 (de)	1980-02-21	Herbizide mittel
DD144859A5 (de)	1980-11-12	Herbizide mittel auf der basis von acetaniliden
EP0232724B1 (fr)	1989-08-02	Dérivés de cyclohexénone, procédé pour leur préparation et leur utilisation comme herbicide et facteur de régulation de croissance des plantes
EP0065712B1 (fr)	1987-07-22	Anilides N-(1-alkényl) d'acide chloracétiques, procédé pour leur préparation, et leur utilisation comme herbicides et régulateurs de la croissance de plantes
EP0053699A1 (fr)	1982-06-16	Esters de l'acide 2'-phénylhydrazino-2-cyanoacrylique et des herbicides les contenant
DD202611A5 (de)	1983-09-28	Herbizidformulierung
EP0421267A2 (fr)	1991-04-10	Composés dérivés de triazole synergétiques
EP0007588B1 (fr)	1981-05-13	Tétrahydro-1,3-oxazines, compositions herbicides contenant des acétanilides comme agents herbicides et ces tétrahydro-1,3-oxazines comme agents antagonistes et leur application pour la lutte contre la croissance indésirable de plantes
EP0090258A2 (fr)	1983-10-05	3-Chloro-8-cyanoquinoléines, procédé pour leur préparation et leur utilisation pour contrôler la croissance des plantes indésirables
DE2920300A1 (de)	1980-11-20	Herbizide mittel auf der basis von n-azolyl-methyl-acetaniliden und cyclohexan-1,3-dionderivaten
EP0268295B1 (fr)	1992-10-07	N-Arylsulfonyl-N'-pyrimidyl-(triazinyl)urées
EP0067381B1 (fr)	1984-03-21	Anilides, procédé pour leur préparation et herbicides les contenant
EP0018585A1 (fr)	1980-11-12	Dérivés d'acide parabanique, herbicides contenant ces dérivés, et procédé de préparation de ces herbicides
EP0208245B1 (fr)	1989-04-05	Agents herbicides et régulateurs de la croissance des plantes fondés sur les dérivés de quinoléine
EP0078002A2 (fr)	1983-05-04	Herbicides contenant triazolo(2,3-b)quinazolones comme composés actifs et leur utilisation comme régulateurs de la croissance des plantes
EP0027915B1 (fr)	1983-05-18	Agents herbicides à base de diphényléthers et de benzothiadiazinone-dioxydes resp. de pyridinothiadiazinone-dioxydes et leur utilisation
AT366550B (de)	1982-04-26	Herbizid
EP0148445A2 (fr)	1985-07-17	Agents herbicides à base de dérivés de dichloroquinoline
EP0208281A2 (fr)	1987-01-14	Azolides de l'acide 8-quinolinecarboxylique, leur procédé de préparation et leur utilisation comme herbicides