NL7906019A - Carbaminezuurfenylesters, werkwijze voor het bereiden daarvan alsmede herbiciden, die deze verbindingen bevatten. - Google Patents
Carbaminezuurfenylesters, werkwijze voor het bereiden daarvan alsmede herbiciden, die deze verbindingen bevatten. Download PDFInfo
- Publication number
- NL7906019A NL7906019A NL7906019A NL7906019A NL7906019A NL 7906019 A NL7906019 A NL 7906019A NL 7906019 A NL7906019 A NL 7906019A NL 7906019 A NL7906019 A NL 7906019A NL 7906019 A NL7906019 A NL 7906019A
- Authority
- NL
- Netherlands
- Prior art keywords
- phenyl
- ester
- acid
- carbanilic
- cyanoethyl
- Prior art date
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- -1 CARBAMIC ACID PHENYL ESTERS Chemical class 0.000 title claims description 81
- 150000001875 compounds Chemical class 0.000 title claims description 35
- 238000000034 method Methods 0.000 title claims description 11
- 239000004009 herbicide Substances 0.000 title claims description 10
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 title description 2
- 150000002148 esters Chemical class 0.000 claims description 64
- 239000002253 acid Substances 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 15
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 11
- 230000002363 herbicidal effect Effects 0.000 claims description 9
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 150000007530 organic bases Chemical class 0.000 claims description 4
- BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical class NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 claims description 4
- PZJFPNCBZDYKMJ-UHFFFAOYSA-N 2-cyanoethyl-(3-methylphenyl)carbamic acid Chemical compound C(#N)CCN(C(O)=O)C1=CC(=CC=C1)C PZJFPNCBZDYKMJ-UHFFFAOYSA-N 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000002585 base Substances 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 150000007529 inorganic bases Chemical class 0.000 claims description 2
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims description 2
- PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical compound OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 claims 3
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 claims 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims 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 claims 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 claims 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 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
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- YMPKWMGLBHVDBS-UHFFFAOYSA-N n-(3-hydroxyphenyl)-2,2-dimethylpentanamide Chemical compound CCCC(C)(C)C(=O)NC1=CC=CC(O)=C1 YMPKWMGLBHVDBS-UHFFFAOYSA-N 0.000 description 1
- RGSXNBKIMXWTIA-UHFFFAOYSA-N n-(3-hydroxyphenyl)-2-methylpropanamide Chemical compound CC(C)C(=O)NC1=CC=CC(O)=C1 RGSXNBKIMXWTIA-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
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 231100001184 nonphytotoxic Toxicity 0.000 description 1
- 230000009965 odorless effect Effects 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
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-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
- 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
- 229910052708 sodium Inorganic materials 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000004094 surface-active agent Substances 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
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003560 thiocarbamic acids Chemical class 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
- 150000003852 triazoles Chemical class 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000009736 wetting Methods 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)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2844811 | 1978-10-12 | ||
| 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 |
|---|---|
| NL7906019A true NL7906019A (nl) | 1980-04-15 |
Family
ID=6052188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL7906019A NL7906019A (nl) | 1978-10-12 | 1979-08-06 | Carbaminezuurfenylesters, werkwijze voor het bereiden daarvan alsmede herbiciden, die deze verbindingen bevatten. |
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)
| 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)
| 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 ES ES484478A patent/ES484478A1/es not_active Expired
- 1979-09-26 PT PT70232A patent/PT70232A/pt unknown
- 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 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
- 1979-10-10 PL PL1979218851A patent/PL119533B1/pl unknown
- 1979-10-11 BR BR7906612A patent/BR7906612A/pt unknown
- 1979-10-11 FR FR7925313A patent/FR2438648A1/fr active Granted
- 1979-10-11 HU HU79SCHE696A patent/HU185779B/hu unknown
- 1979-10-11 SU SU792824354A patent/SU1083906A3/ru active
- 1979-10-11 CA CA337,402A patent/CA1124251A/en not_active Expired
- 1979-10-11 IT IT26401/79A patent/IT1162589B/it active
- 1979-10-11 AU AU51684/79A patent/AU522297B2/en not_active Ceased
- 1979-10-11 RO RO7998910A patent/RO79322A/ro unknown
- 1979-10-11 AT AT0664579A patent/AT368360B/de not_active IP Right Cessation
- 1979-10-12 BE BE0/197628A patent/BE879388A/fr not_active IP Right Cessation
- 1979-10-12 AR AR278479A patent/AR223188A1/es active
- 1979-10-12 ZA ZA00795472A patent/ZA795472B/xx unknown
- 1979-10-12 PH PH23165A patent/PH15549A/en unknown
- 1979-10-12 CS CS796953A patent/CS208137B2/cs unknown
- 1979-10-12 JP JP54130948A patent/JPS5817744B2/ja not_active Expired
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A1A | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| A85 | Still pending on 85-01-01 | ||
| BV | The patent application has lapsed |