CH641768A5 - Carbaminsaeurephenylester, verfahren zur herstellung dieser verbindungen sowie diese enthaltendes herbizides mittel. - Google Patents

Carbaminsaeurephenylester, verfahren zur herstellung dieser verbindungen sowie diese enthaltendes herbizides mittel. Download PDF

Info

Publication number: CH641768A5
Authority: CH; Switzerland
Prior art keywords: phenyl; methyl; ester; alkyl; acid
Prior art date: 1978-10-12

Application number

CH911579A

Other languages

German (de)

English (en)

Inventor

Gerhard Dr Boroschewski

Ludwig Dr Nuesslein

Friedrich Dr Arndt

Original Assignee

Schering 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.)

1978-10-12

Filing date

1979-10-10

Publication date

1984-03-15

1979-10-10 Application filed by Schering Ag filed Critical Schering Ag

1984-03-15 Publication of CH641768A5 publication Critical patent/CH641768A5/de

Links

150000001875 compounds Chemical class 0.000 title claims description 34
150000002148 esters Chemical class 0.000 title claims description 15
239000004009 herbicide Substances 0.000 title claims description 4
239000002253 acid Substances 0.000 title description 4
CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 title 1
238000004519 manufacturing process Methods 0.000 title 1
-1 aminocarbonylmethyl Chemical group 0.000 claims description 36
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
239000000203 mixture Substances 0.000 claims description 13
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
239000004480 active ingredient Substances 0.000 claims description 8
230000002363 herbicidal effect Effects 0.000 claims description 8
238000000034 method Methods 0.000 claims description 7
238000002360 preparation method Methods 0.000 claims description 7
229910052736 halogen Inorganic materials 0.000 claims description 6
125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 5
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 5
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 5
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
150000007530 organic bases Chemical class 0.000 claims description 5
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims description 5
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 4
ZPTPNGNBGGHVOJ-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(cyanomethyl)-n-phenylcarbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CC#N)C=2C=CC=CC=2)=C1 ZPTPNGNBGGHVOJ-UHFFFAOYSA-N 0.000 claims description 4
HIMIDRAUBRPPSG-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-cyanoethyl)-n-(3-methylphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCC#N)C=2C=C(C)C=CC=2)=C1 HIMIDRAUBRPPSG-UHFFFAOYSA-N 0.000 claims description 3
XKWFATJZJBHDCU-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-methoxyethyl)-n-(3-methylphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCOC)C=2C=C(C)C=CC=2)=C1 XKWFATJZJBHDCU-UHFFFAOYSA-N 0.000 claims description 3
150000001447 alkali salts Chemical class 0.000 claims description 3
AMRFFFYJGOXOHC-UHFFFAOYSA-N [3-(2,2-dimethylpentanoylamino)phenyl] n-(2-chloroethyl)-n-phenylcarbamate Chemical compound CCCC(C)(C)C(=O)NC1=CC=CC(OC(=O)N(CCCl)C=2C=CC=CC=2)=C1 AMRFFFYJGOXOHC-UHFFFAOYSA-N 0.000 claims description 2
ZRFLWIVINWQDNX-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-chloroethyl)-n-phenylcarbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCCl)C=2C=CC=CC=2)=C1 ZRFLWIVINWQDNX-UHFFFAOYSA-N 0.000 claims description 2
YYILIRUYOFDRRZ-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(cyanomethyl)-n-(3-methylphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CC#N)C=2C=C(C)C=CC=2)=C1 YYILIRUYOFDRRZ-UHFFFAOYSA-N 0.000 claims description 2
239000002585 base Substances 0.000 claims description 2
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150000002367 halogens Chemical group 0.000 claims 5
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ZAMRCGQXJHTHHA-UHFFFAOYSA-N 2-chloroethyl(phenyl)carbamic acid Chemical compound ClCCN(C(=O)O)C1=CC=CC=C1 ZAMRCGQXJHTHHA-UHFFFAOYSA-N 0.000 claims 1
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235000019341 magnesium sulphate Nutrition 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 2
CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 2
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IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
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SGUHJLCZSRYQGI-UHFFFAOYSA-N [3-(2,2-dimethylpentanoylamino)phenyl] n-(2,2-diethoxyethyl)-n-phenylcarbamate Chemical compound CCCC(C)(C)C(=O)NC1=CC=CC(OC(=O)N(CC(OCC)OCC)C=2C=CC=CC=2)=C1 SGUHJLCZSRYQGI-UHFFFAOYSA-N 0.000 description 2
YOHMQYJIENTDRZ-UHFFFAOYSA-N [3-(2,2-dimethylpropanoylamino)phenyl] carbonochloridate Chemical compound CC(C)(C)C(=O)NC1=CC=CC(OC(Cl)=O)=C1 YOHMQYJIENTDRZ-UHFFFAOYSA-N 0.000 description 2
MCOVRISDQFSJGQ-UHFFFAOYSA-N [3-(2,2-dimethylpropanoylamino)phenyl] n-(cyanomethyl)-n-phenylcarbamate Chemical compound CC(C)(C)C(=O)NC1=CC=CC(OC(=O)N(CC#N)C=2C=CC=CC=2)=C1 MCOVRISDQFSJGQ-UHFFFAOYSA-N 0.000 description 2
HHOLCLCUFYWAER-UHFFFAOYSA-N [3-(cyclopropanecarbonylamino)phenyl] n-(2-cyanoethyl)-n-phenylcarbamate Chemical compound C1CC1C(=O)NC(C=1)=CC=CC=1OC(=O)N(CCC#N)C1=CC=CC=C1 HHOLCLCUFYWAER-UHFFFAOYSA-N 0.000 description 2
JJLABELIMMEDQC-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2,2-dimethoxyethyl)-n-phenylcarbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CC(OC)OC)C=2C=CC=CC=2)=C1 JJLABELIMMEDQC-UHFFFAOYSA-N 0.000 description 2
AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical compound OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 2
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JCOKAJNALRMBIA-UHFFFAOYSA-N [3-(cyclopropanecarbonylamino)phenyl] n-(2-methoxyethyl)-n-phenylcarbamate Chemical compound C=1C=CC=CC=1N(CCOC)C(=O)OC(C=1)=CC=CC=1NC(=O)C1CC1 JCOKAJNALRMBIA-UHFFFAOYSA-N 0.000 description 1
JUERILWLFKYVPX-UHFFFAOYSA-N [3-(propanoylamino)phenyl] N-(2-methoxyethyl)-N-phenylcarbamate Chemical compound C(CC)(=O)NC=1C=C(C=CC1)OC(N(C1=CC=CC=C1)CCOC)=O JUERILWLFKYVPX-UHFFFAOYSA-N 0.000 description 1
UOSIUTLZHVCXIV-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(1,3-dioxolan-2-ylmethyl)-n-phenylcarbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CC2OCCO2)C=2C=CC=CC=2)=C1 UOSIUTLZHVCXIV-UHFFFAOYSA-N 0.000 description 1
CLIHDXLFYARIOL-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2,2-dimethoxyethyl)-n-(2-methylphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CC(OC)OC)C=2C(=CC=CC=2)C)=C1 CLIHDXLFYARIOL-UHFFFAOYSA-N 0.000 description 1
DYOGIWRZDKNHIV-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2,2-dimethoxyethyl)-n-(3-methylphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CC(OC)OC)C=2C=C(C)C=CC=2)=C1 DYOGIWRZDKNHIV-UHFFFAOYSA-N 0.000 description 1
HVZZYZVMKGECLG-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2,2-dimethoxyethyl)-n-(4-methylphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CC(OC)OC)C=2C=CC(C)=CC=2)=C1 HVZZYZVMKGECLG-UHFFFAOYSA-N 0.000 description 1
BRTXEENUBBKSBG-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-bromoethyl)-n-phenylcarbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCBr)C=2C=CC=CC=2)=C1 BRTXEENUBBKSBG-UHFFFAOYSA-N 0.000 description 1
ZTFDDSQWNMMLJZ-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-cyanoethyl)-n-(2-methylphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCC#N)C=2C(=CC=CC=2)C)=C1 ZTFDDSQWNMMLJZ-UHFFFAOYSA-N 0.000 description 1
BSZMYPWCHZDHGX-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-cyanoethyl)-n-(4-methylphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCC#N)C=2C=CC(C)=CC=2)=C1 BSZMYPWCHZDHGX-UHFFFAOYSA-N 0.000 description 1
QIRBEJLUPCBQPI-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-cyanoethyl)-n-phenylcarbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCC#N)C=2C=CC=CC=2)=C1 QIRBEJLUPCBQPI-UHFFFAOYSA-N 0.000 description 1
RRUKKXYUYBMUOJ-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-ethoxyethyl)-n-phenylcarbamate Chemical compound C=1C=CC=CC=1N(CCOCC)C(=O)OC1=CC=CC(NC(=O)CC)=C1 RRUKKXYUYBMUOJ-UHFFFAOYSA-N 0.000 description 1
HDEUDGMYIXPNTM-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-(2-methoxyethyl)-n-(3-methoxyphenyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCOC)C=2C=C(OC)C=CC=2)=C1 HDEUDGMYIXPNTM-UHFFFAOYSA-N 0.000 description 1
RXYKFKGKMHDCFX-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-[(4-methyl-1,3-dioxolan-2-yl)methyl]-n-phenylcarbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CC2OC(C)CO2)C=2C=CC=CC=2)=C1 RXYKFKGKMHDCFX-UHFFFAOYSA-N 0.000 description 1
ZAWQEOWWWPUIRE-UHFFFAOYSA-N [3-(propanoylamino)phenyl] n-phenyl-n-(2-phenylethyl)carbamate Chemical compound CCC(=O)NC1=CC=CC(OC(=O)N(CCC=2C=CC=CC=2)C=2C=CC=CC=2)=C1 ZAWQEOWWWPUIRE-UHFFFAOYSA-N 0.000 description 1
JHFJNVKBKMGBNT-UHFFFAOYSA-N [3-[(2,2,2-trichloroacetyl)amino]phenyl] n-(cyanomethyl)-n-phenylcarbamate Chemical compound ClC(Cl)(Cl)C(=O)NC1=CC=CC(OC(=O)N(CC#N)C=2C=CC=CC=2)=C1 JHFJNVKBKMGBNT-UHFFFAOYSA-N 0.000 description 1
YCLYTYUHDROVLO-FARCUNLSSA-N [3-[[(e)-but-2-enoyl]amino]phenyl] n-(2-chloroethyl)-n-phenylcarbamate Chemical compound C\C=C\C(=O)NC1=CC=CC(OC(=O)N(CCCl)C=2C=CC=CC=2)=C1 YCLYTYUHDROVLO-FARCUNLSSA-N 0.000 description 1
HQMOHDUTVPVMFV-KRXBUXKQSA-N [3-[[(e)-but-2-enoyl]amino]phenyl] n-(2-cyanoethyl)-n-phenylcarbamate Chemical compound C\C=C\C(=O)NC1=CC=CC(OC(=O)N(CCC#N)C=2C=CC=CC=2)=C1 HQMOHDUTVPVMFV-KRXBUXKQSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
IMNFDUFMRHMDMM-UHFFFAOYSA-N anhydrous n-heptane Natural products CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
150000008107 benzenesulfonic acids Chemical class 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
150000001559 benzoic acids Chemical class 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
KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
229940112021 centrally acting muscle relaxants carbamic acid ester Drugs 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 1
244000038559 crop plants Species 0.000 description 1
239000013078 crystal Substances 0.000 description 1
125000002946 cyanobenzyl group Chemical group 0.000 description 1
230000006378 damage Effects 0.000 description 1
239000002837 defoliant Substances 0.000 description 1
150000004891 diazines Chemical class 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
239000008187 granular material Substances 0.000 description 1
150000003977 halocarboxylic acids Chemical class 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
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 1
239000006028 limestone Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
DHGUGEBXVGPRRD-UHFFFAOYSA-N n-(2,2-diethoxyethyl)aniline Chemical compound CCOC(OCC)CNC1=CC=CC=C1 DHGUGEBXVGPRRD-UHFFFAOYSA-N 0.000 description 1
BZSAIZDIEYYOBA-UHFFFAOYSA-N n-(3-hydroxyphenyl)cyclopropanecarboxamide Chemical compound OC1=CC=CC(NC(=O)C2CC2)=C1 BZSAIZDIEYYOBA-UHFFFAOYSA-N 0.000 description 1
YXSKGOCVSTWEJU-UHFFFAOYSA-N n-(3-hydroxyphenyl)propanamide Chemical compound CCC(=O)NC1=CC=CC(O)=C1 YXSKGOCVSTWEJU-UHFFFAOYSA-N 0.000 description 1
YTCACQVZWKHHJO-UHFFFAOYSA-N n-(cyanomethyl)-n-(3-methylphenyl)carbamoyl chloride Chemical compound CC1=CC=CC(N(CC#N)C(Cl)=O)=C1 YTCACQVZWKHHJO-UHFFFAOYSA-N 0.000 description 1
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 1
150000002825 nitriles Chemical class 0.000 description 1
231100001184 nonphytotoxic Toxicity 0.000 description 1
239000003921 oil Substances 0.000 description 1
210000002741 palatine tonsil Anatomy 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical class NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
239000000843 powder Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
235000009736 ragweed Nutrition 0.000 description 1
244000165825 ragweed Species 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000000630 rising effect Effects 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
239000000725 suspension Substances 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/28—Radicals substituted by nitrogen atoms
- 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
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Landscapes

Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

CH911579A 1978-10-12 1979-10-10 Carbaminsaeurephenylester, verfahren zur herstellung dieser verbindungen sowie diese enthaltendes herbizides mittel. CH641768A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19782844811 DE2844811A1 (de)	1978-10-12	1978-10-12	Carbaminsaeurephenylester, verfahren zur herstellung dieser verbindungen sowie diese enthaltendes herbizides mittel

Publications (1)

Publication Number	Publication Date
CH641768A5 true CH641768A5 (de)	1984-03-15

Family

ID=6052188

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH911579A CH641768A5 (de)	1978-10-12	1979-10-10	Carbaminsaeurephenylester, verfahren zur herstellung dieser verbindungen sowie diese enthaltendes herbizides mittel.

Country Status (33)

Country	Link
JP (1)	JPS5817744B2 (cs)
AR (1)	AR223188A1 (cs)
AT (1)	AT368360B (cs)
AU (1)	AU522297B2 (cs)
BE (1)	BE879388A (cs)
BR (1)	BR7906612A (cs)
CA (1)	CA1124251A (cs)
CH (1)	CH641768A5 (cs)
CS (1)	CS208137B2 (cs)
DD (1)	DD146540A5 (cs)
DE (1)	DE2844811A1 (cs)
EG (1)	EG13844A (cs)
ES (1)	ES484478A1 (cs)
FI (1)	FI792941A7 (cs)
FR (1)	FR2438648A1 (cs)
GB (1)	GB2033383B (cs)
GR (1)	GR74033B (cs)
HU (1)	HU185779B (cs)
IL (1)	IL58420A (cs)
IN (1)	IN153182B (cs)
IT (1)	IT1162589B (cs)
MA (1)	MA18607A1 (cs)
MX (1)	MX5735E (cs)
NL (1)	NL7906019A (cs)
PH (1)	PH15549A (cs)
PL (1)	PL119533B1 (cs)
PT (1)	PT70232A (cs)
RO (1)	RO79322A (cs)
SE (1)	SE7908273L (cs)
SU (1)	SU1083906A3 (cs)
TR (1)	TR20602A (cs)
YU (1)	YU204979A (cs)
ZA (1)	ZA795472B (cs)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2844806A1 (de)	1978-10-11	1980-04-24	Schering Ag	Carbanilsaeure- eckige klammer auf 3-(alkylcarbonylamino)-phenyl eckige klammer zu -ester, verfahren zur herstellung dieser verbindungen sowie diese enthaltendes herbizides mittel
EP0051564A1 (de) *	1980-10-31	1982-05-12	Ciba-Geigy Ag	Neue Carbamate
WO1998047864A2 (en) *	1997-04-21	1998-10-29	Novartis Ag	N-acetalalkylcarbamates, processes for their preparation and their use as herbicides

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3865867A (en) *	1967-06-19	1975-02-11	Monsanto Co	Meta-bifunctional benzenes
CA975775A (en) *	1969-03-12	1975-10-07	Eugene G. Teach	Bromoacetanilides and their utility as biocides
FR2210186A5 (en) *	1972-12-13	1974-07-05	Rhone Progil	Halogenated ureidophenyl carbamates - herbicides, by reacting corresp. halophenols and isocyanates

1978
- 1978-10-12 DE DE19782844811 patent/DE2844811A1/de not_active Withdrawn
1979
- 1979-08-06 NL NL7906019A patent/NL7906019A/nl not_active Application Discontinuation
- 1979-08-21 YU YU02049/79A patent/YU204979A/xx unknown
- 1979-09-14 IN IN644/DEL/79A patent/IN153182B/en unknown
- 1979-09-21 FI FI792941A patent/FI792941A7/fi not_active Application Discontinuation
- 1979-09-26 PT PT70232A patent/PT70232A/pt unknown
- 1979-09-26 ES ES484478A patent/ES484478A1/es not_active Expired
- 1979-09-27 MX MX798406U patent/MX5735E/es unknown
- 1979-09-28 TR TR20602A patent/TR20602A/xx unknown
- 1979-10-01 GB GB7933946A patent/GB2033383B/en not_active Expired
- 1979-10-02 MA MA18807A patent/MA18607A1/fr unknown
- 1979-10-05 SE SE7908273A patent/SE7908273L/xx not_active Application Discontinuation
- 1979-10-08 DD DD79216084A patent/DD146540A5/de unknown
- 1979-10-09 IL IL58420A patent/IL58420A/xx unknown
- 1979-10-10 PL PL1979218851A patent/PL119533B1/pl unknown
- 1979-10-10 EG EG593/79A patent/EG13844A/xx active
- 1979-10-10 GR GR60230A patent/GR74033B/el unknown
- 1979-10-10 CH CH911579A patent/CH641768A5/de not_active IP Right Cessation
- 1979-10-11 IT IT26401/79A patent/IT1162589B/it active
- 1979-10-11 AT AT0664579A patent/AT368360B/de not_active IP Right Cessation
- 1979-10-11 FR FR7925313A patent/FR2438648A1/fr active Granted
- 1979-10-11 CA CA337,402A patent/CA1124251A/en not_active Expired
- 1979-10-11 HU HU79SCHE696A patent/HU185779B/hu unknown
- 1979-10-11 BR BR7906612A patent/BR7906612A/pt unknown
- 1979-10-11 RO RO7998910A patent/RO79322A/ro unknown
- 1979-10-11 SU SU792824354A patent/SU1083906A3/ru active
- 1979-10-11 AU AU51684/79A patent/AU522297B2/en not_active Ceased
- 1979-10-12 BE BE0/197628A patent/BE879388A/fr not_active IP Right Cessation
- 1979-10-12 PH PH23165A patent/PH15549A/en unknown
- 1979-10-12 JP JP54130948A patent/JPS5817744B2/ja not_active Expired
- 1979-10-12 CS CS796953A patent/CS208137B2/cs unknown
- 1979-10-12 AR AR278479A patent/AR223188A1/es active
- 1979-10-12 ZA ZA00795472A patent/ZA795472B/xx unknown

Also Published As

Publication number	Publication date
FR2438648B1 (cs)	1983-09-16
IT1162589B (it)	1987-04-01
IL58420A (en)	1984-05-31
ZA795472B (en)	1980-09-24
AT368360B (de)	1982-10-11
GR74033B (cs)	1984-06-06
PH15549A (en)	1983-02-09
TR20602A (tr)	1982-01-01
IL58420A0 (en)	1980-01-31
BE879388A (fr)	1980-04-14
JPS5817744B2 (ja)	1983-04-09
SE7908273L (sv)	1980-04-13
PL119533B1 (en)	1982-01-30
MX5735E (es)	1984-01-25
HU185779B (en)	1985-03-28
IT7926401A0 (it)	1979-10-11
AU5168479A (en)	1980-04-17
CA1124251A (en)	1982-05-25
RO79322A (ro)	1982-08-17
DE2844811A1 (de)	1980-09-04
FR2438648A1 (fr)	1980-05-09
AR223188A1 (es)	1981-07-31
GB2033383A (en)	1980-05-21
CS208137B2 (en)	1981-08-31
IN153182B (cs)	1984-06-09
PL218851A1 (cs)	1980-07-28
BR7906612A (pt)	1980-06-17
ATA664579A (de)	1982-02-15
GB2033383B (en)	1983-05-11
FI792941A7 (fi)	1981-01-01
JPS5559158A (en)	1980-05-02
ES484478A1 (es)	1980-05-16
YU204979A (en)	1983-04-30
NL7906019A (nl)	1980-04-15
MA18607A1 (fr)	1980-07-01
SU1083906A3 (ru)	1984-03-30
EG13844A (en)	1982-09-30
AU522297B2 (en)	1982-05-27
PT70232A (de)	1979-10-01
DD146540A5 (de)	1981-02-18

Legal Events

Date	Code	Title	Description
1987-06-30	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE1567151B2 (de)	1973-07-19	Diurethane, verfahren zur herstellung dieser verbindungen sowie diese enthaltende herbizide mittel
DD149995A5 (de)	1981-08-12	Herbizid
DE1567164C2 (de)	1985-03-07	Herbizide Mittel auf Basis von N-Carbamoyloxyphenyl-Carbamaten
DD224760A5 (de)	1985-07-17	Herbizide mittel
CH641768A5 (de)	1984-03-15	Carbaminsaeurephenylester, verfahren zur herstellung dieser verbindungen sowie diese enthaltendes herbizides mittel.
CH641767A5 (de)	1984-03-15	Carbanilsaeure-(3-(acylamino)-phenyl)-ester, verfahren zur herstellung dieser verbindungen sowie diese enthaltendes herbizides mittel.
DE2108975B2 (de)	1979-04-19	N-Acyl-Diurethane sowie diese enthaltendes herbizides Mittel
EP0013429B1 (de)	1983-07-20	Vorlauf- und Nachlauf-Herbizide, deren aktive Substanz ein N-(Trimethyl-cyclohexen-1-yl)-N-isopropy-alpha-chloracetamid ist
DE2703838A1 (de)	1978-08-10	Diurethane
DD147040A5 (de)	1981-03-18	Herbizides mittel
CH637634A5 (de)	1983-08-15	Carbanilsaeure-(3-ureido-phenyl)-ester sowie diese enthaltende herbizide mittel.
DE3431920A1 (de)	1986-03-13	Substituierte carbonylphenylsulfonylguanidine
DE2638897C2 (de)	1978-10-26	Diurethane und diese enthaltende Herbizide
DE2310649C3 (de)	1982-05-06	Diurethane sowie diese enthaltende selektive herbizide Mittel
DE2558078A1 (de)	1977-06-23	Harnstoffderivate, verfahren zur herstellung dieser verbindungen sowie diese enthaltende herbizide mittel
DE2725146A1 (de)	1978-12-14	Diurethane und herbizide
DE2147873A1 (de)	1972-03-30	Organophosphor-Herbizide
CH645344A5 (de)	1984-09-28	N-(2-propinyl)-carbanilsaeure-(3-methoxycarbonylaminophenyl)-ester, verfahren zur herstellung dieser verbindungen sowie diese enthaltende selektive herbizide mittel.
DE19751943A1 (de)	1999-05-27	1-Methyl-5-alkylsulfonyl-, 1-Methyl-5-alkylsulfinyl- und 1-Methyl-5-alkylthio-substituierte Pyrazolylpyrazole, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide
DE2803662A1 (de)	1979-07-26	Chloracetanilide, verfahren zur herstellung dieser verbindungen sowie diese enthaltende herbizide mittel
DE2843691A1 (de)	1980-04-24	Diurethane, verfahren zur herstellung dieser verbindungen sowie diese enthaltende selektive herbizide mittel
DE1809838C3 (de)	1978-01-05	N-(3-Brom-4-chlorphenyl)-N'methoxy-N'-methylharnstoff und seine Verwendung als Herbizid
DE10021568A1 (de)	2000-11-09	Neue Herbizide
DE3924260A1 (de)	1991-01-31	Substituierte pyrimidinyloxy(thio)- und triazinyloxy(thio)-acrylsaeurederivate, verfahren zu ihrer herstellung und ihre verwendung als mittel mit herbizider, fungizider und pflanzenwachstumsregulierender wirkung
DE1913043C3 (de)	1978-01-05	Substituierte Phenylcarbamate