CS208137B2 - Herbicide means and method of making the active substances - Google Patents
Herbicide means and method of making the active substances Download PDFInfo
- Publication number
- CS208137B2 CS208137B2 CS796953A CS695379A CS208137B2 CS 208137 B2 CS208137 B2 CS 208137B2 CS 796953 A CS796953 A CS 796953A CS 695379 A CS695379 A CS 695379A CS 208137 B2 CS208137 B2 CS 208137B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- acid
- methyl
- phenyl
- alkyl
- ethyl
- Prior art date
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- 230000002363 herbicidal effect Effects 0.000 title abstract description 8
- 239000013543 active substance Substances 0.000 title description 4
- 239000004009 herbicide Substances 0.000 title description 4
- 238000004519 manufacturing process Methods 0.000 title description 2
- -1 1,3-dioxolan-2- yl-methyl Chemical group 0.000 claims abstract description 79
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 12
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
- 238000002360 preparation method Methods 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
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- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 3
- 239000004480 active ingredient Substances 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical compound OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
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- BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical class NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 abstract description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
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- 125000004429 atom Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 33
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- 239000000243 solution Substances 0.000 description 14
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- 239000012442 inert solvent Substances 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
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 150000004702 methyl esters Chemical class 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
- 235000010460 mustard Nutrition 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
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 231100000208 phytotoxic Toxicity 0.000 description 1
- 230000000885 phytotoxic effect Effects 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
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- RTWCHRMHGXBETA-UHFFFAOYSA-N prop-1-yn-1-amine Chemical compound CC#CN RTWCHRMHGXBETA-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-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
- 239000000080 wetting agent Substances 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)
- 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 (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 |
|---|---|
| CS208137B2 true CS208137B2 (en) | 1981-08-31 |
Family
ID=6052188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS796953A CS208137B2 (en) | 1978-10-12 | 1979-10-12 | Herbicide means and method of making the active substances |
Country Status (33)
| Country | Link |
|---|---|
| JP (1) | JPS5817744B2 (fr) |
| AR (1) | AR223188A1 (fr) |
| AT (1) | AT368360B (fr) |
| AU (1) | AU522297B2 (fr) |
| BE (1) | BE879388A (fr) |
| BR (1) | BR7906612A (fr) |
| CA (1) | CA1124251A (fr) |
| CH (1) | CH641768A5 (fr) |
| CS (1) | CS208137B2 (fr) |
| DD (1) | DD146540A5 (fr) |
| DE (1) | DE2844811A1 (fr) |
| EG (1) | EG13844A (fr) |
| ES (1) | ES484478A1 (fr) |
| FI (1) | FI792941A7 (fr) |
| FR (1) | FR2438648A1 (fr) |
| GB (1) | GB2033383B (fr) |
| GR (1) | GR74033B (fr) |
| HU (1) | HU185779B (fr) |
| IL (1) | IL58420A (fr) |
| IN (1) | IN153182B (fr) |
| IT (1) | IT1162589B (fr) |
| MA (1) | MA18607A1 (fr) |
| MX (1) | MX5735E (fr) |
| NL (1) | NL7906019A (fr) |
| PH (1) | PH15549A (fr) |
| PL (1) | PL119533B1 (fr) |
| PT (1) | PT70232A (fr) |
| RO (1) | RO79322A (fr) |
| SE (1) | SE7908273L (fr) |
| SU (1) | SU1083906A3 (fr) |
| TR (1) | TR20602A (fr) |
| YU (1) | YU204979A (fr) |
| ZA (1) | ZA795472B (fr) |
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 (fr) * | 1980-10-31 | 1982-05-12 | Ciba-Geigy Ag | Carbamates |
| WO1998047864A2 (fr) * | 1997-04-21 | 1998-10-29 | Novartis Ag | Nouveaux 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 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 GR GR60230A patent/GR74033B/el unknown
- 1979-10-10 EG EG593/79A patent/EG13844A/xx active
- 1979-10-10 CH CH911579A patent/CH641768A5/de not_active IP Right Cessation
- 1979-10-11 AT AT0664579A patent/AT368360B/de not_active IP Right Cessation
- 1979-10-11 HU HU79SCHE696A patent/HU185779B/hu unknown
- 1979-10-11 RO RO7998910A patent/RO79322A/fr unknown
- 1979-10-11 SU SU792824354A patent/SU1083906A3/ru active
- 1979-10-11 CA CA337,402A patent/CA1124251A/fr not_active Expired
- 1979-10-11 AU AU51684/79A patent/AU522297B2/en not_active Ceased
- 1979-10-11 IT IT26401/79A patent/IT1162589B/it active
- 1979-10-11 FR FR7925313A patent/FR2438648A1/fr active Granted
- 1979-10-11 BR BR7906612A patent/BR7906612A/pt unknown
- 1979-10-12 CS CS796953A patent/CS208137B2/cs unknown
- 1979-10-12 ZA ZA00795472A patent/ZA795472B/xx unknown
- 1979-10-12 AR AR278479A patent/AR223188A1/es active
- 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
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