DE1277241C2 - Propionsaeure-3-chlor-4-trifluormethylanilid - Google Patents
Propionsaeure-3-chlor-4-trifluormethylanilidInfo
- Publication number
- DE1277241C2 DE1277241C2 DE1967F0051370 DEF0051370A DE1277241C2 DE 1277241 C2 DE1277241 C2 DE 1277241C2 DE 1967F0051370 DE1967F0051370 DE 1967F0051370 DE F0051370 A DEF0051370 A DE F0051370A DE 1277241 C2 DE1277241 C2 DE 1277241C2
- Authority
- DE
- Germany
- Prior art keywords
- chloro
- propionic acid
- active ingredient
- trifluoromethylanilide
- propionic
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- VCHYFCAGCRHFEM-UHFFFAOYSA-N N-[3-chloro-4-(trifluoromethyl)phenyl]propanamide Chemical compound ClC=1C=C(C=CC1C(F)(F)F)NC(CC)=O VCHYFCAGCRHFEM-UHFFFAOYSA-N 0.000 title description 4
- 239000004480 active ingredient Substances 0.000 description 19
- 241000196324 Embryophyta Species 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 8
- 230000002363 herbicidal effect Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 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 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 241000209200 Bromus Species 0.000 description 2
- 241000723377 Coffea Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241000192043 Echinochloa Species 0.000 description 2
- 235000007351 Eleusine Nutrition 0.000 description 2
- 241000209215 Eleusine Species 0.000 description 2
- 241000234642 Festuca Species 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- 241000748465 Galinsoga Species 0.000 description 2
- 241000219146 Gossypium Species 0.000 description 2
- 241000209082 Lolium Species 0.000 description 2
- 244000042664 Matricaria chamomilla Species 0.000 description 2
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 2
- 241000209094 Oryza Species 0.000 description 2
- 241000220261 Sinapis Species 0.000 description 2
- 240000006694 Stellaria media Species 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 241000219422 Urtica Species 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- WAUDDQSSSLMZJQ-UHFFFAOYSA-N n-[4-chloro-3-(trifluoromethyl)phenyl]propanamide Chemical compound CCC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 WAUDDQSSSLMZJQ-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XECSWNJFWGQLTB-UHFFFAOYSA-N 3-chloro-4-(fluoromethyl)aniline Chemical compound Nc1ccc(CF)c(Cl)c1 XECSWNJFWGQLTB-UHFFFAOYSA-N 0.000 description 1
- KZAMRRANXJVDCD-UHFFFAOYSA-N 3-chloro-4-(trifluoromethyl)aniline Chemical compound NC1=CC=C(C(F)(F)F)C(Cl)=C1 KZAMRRANXJVDCD-UHFFFAOYSA-N 0.000 description 1
- 240000002245 Acer pensylvanicum Species 0.000 description 1
- 235000006760 Acer pensylvanicum Nutrition 0.000 description 1
- 240000005528 Arctium lappa Species 0.000 description 1
- 235000003130 Arctium lappa Nutrition 0.000 description 1
- 235000008078 Arctium minus Nutrition 0.000 description 1
- 235000005781 Avena Nutrition 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 1
- 241000219312 Chenopodium Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000208175 Daucus Species 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- 244000239348 Echinochloa crus galli var. praticola Species 0.000 description 1
- 241001101998 Galium Species 0.000 description 1
- 235000009438 Gossypium Nutrition 0.000 description 1
- 241000209219 Hordeum Species 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 241000801118 Lepidium Species 0.000 description 1
- 244000211187 Lepidium sativum Species 0.000 description 1
- 235000007849 Lepidium sativum Nutrition 0.000 description 1
- 241000209510 Liliopsida Species 0.000 description 1
- 235000017945 Matricaria Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 241000209117 Panicum Species 0.000 description 1
- 235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 1
- 235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 1
- 241000219833 Phaseolus Species 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 241000746981 Phleum Species 0.000 description 1
- 241000746983 Phleum pratense Species 0.000 description 1
- 241000209051 Saccharum Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 241000780602 Senecio Species 0.000 description 1
- 240000003705 Senecio vulgaris Species 0.000 description 1
- 235000005775 Setaria Nutrition 0.000 description 1
- 241000232088 Setaria <nematode> Species 0.000 description 1
- 235000002634 Solanum Nutrition 0.000 description 1
- 241000207763 Solanum Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 244000062793 Sorghum vulgare Species 0.000 description 1
- 244000152045 Themeda triandra Species 0.000 description 1
- 244000274883 Urtica dioica Species 0.000 description 1
- 235000009108 Urtica dioica Nutrition 0.000 description 1
- 241000209149 Zea Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- -1 carboxylic acid anilide Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 241001233957 eudicotyledons Species 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 244000230030 foxtail bristlegrass Species 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- SLFVYFOEHHLHDW-UHFFFAOYSA-N n-(trifluoromethyl)aniline Chemical compound FC(F)(F)NC1=CC=CC=C1 SLFVYFOEHHLHDW-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000008096 xylene 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1967F0051370 DE1277241C2 (de) | 1967-01-28 | 1967-01-28 | Propionsaeure-3-chlor-4-trifluormethylanilid |
| CH1721167A CH491599A (de) | 1967-01-28 | 1967-12-08 | Herbizides Mittel sowie Verwendung und Verfahren zur Herstellung des Mittels |
| IL2910267A IL29102A (en) | 1967-01-28 | 1967-12-11 | N-(3-chloro-4-trifluoromethylphenyl)-propionamide,its manufacture and herbicidal compositions containing it |
| GB5777767A GB1142539A (en) | 1967-01-28 | 1967-12-20 | A 4-trifluoromethyl anilide and its use as a herbicidal agent |
| DK670967A DK116201B (da) | 1967-01-28 | 1967-12-29 | Carboxylsyreanilid til anvendelse i herbicider. |
| FR1554983D FR1554983A (en, 2012) | 1967-01-28 | 1968-01-26 | |
| BE709918D BE709918A (en, 2012) | 1967-01-28 | 1968-01-26 | |
| NL6801232A NL6801232A (en, 2012) | 1967-01-28 | 1968-01-26 | |
| ES349832A ES349832A1 (es) | 1967-01-28 | 1968-01-27 | Procedimiento para la obtencion de medios herbicidas a basede carboxilanilidas. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1967F0051370 DE1277241C2 (de) | 1967-01-28 | 1967-01-28 | Propionsaeure-3-chlor-4-trifluormethylanilid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1277241B DE1277241B (de) | 1968-09-12 |
| DE1277241C2 true DE1277241C2 (de) | 1969-05-08 |
Family
ID=7104551
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1967F0051370 Expired DE1277241C2 (de) | 1967-01-28 | 1967-01-28 | Propionsaeure-3-chlor-4-trifluormethylanilid |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE709918A (en, 2012) |
| CH (1) | CH491599A (en, 2012) |
| DE (1) | DE1277241C2 (en, 2012) |
| DK (1) | DK116201B (en, 2012) |
| ES (1) | ES349832A1 (en, 2012) |
| FR (1) | FR1554983A (en, 2012) |
| GB (1) | GB1142539A (en, 2012) |
| IL (1) | IL29102A (en, 2012) |
| NL (1) | NL6801232A (en, 2012) |
-
1967
- 1967-01-28 DE DE1967F0051370 patent/DE1277241C2/de not_active Expired
- 1967-12-08 CH CH1721167A patent/CH491599A/de not_active IP Right Cessation
- 1967-12-11 IL IL2910267A patent/IL29102A/en unknown
- 1967-12-20 GB GB5777767A patent/GB1142539A/en not_active Expired
- 1967-12-29 DK DK670967A patent/DK116201B/da unknown
-
1968
- 1968-01-26 NL NL6801232A patent/NL6801232A/xx unknown
- 1968-01-26 FR FR1554983D patent/FR1554983A/fr not_active Expired
- 1968-01-26 BE BE709918D patent/BE709918A/xx unknown
- 1968-01-27 ES ES349832A patent/ES349832A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES349832A1 (es) | 1969-04-16 |
| NL6801232A (en, 2012) | 1968-07-29 |
| DE1277241B (de) | 1968-09-12 |
| BE709918A (en, 2012) | 1968-07-26 |
| IL29102A (en) | 1971-04-28 |
| FR1554983A (en, 2012) | 1969-01-24 |
| DK116201B (da) | 1969-12-22 |
| GB1142539A (en) | 1969-02-12 |
| CH491599A (de) | 1970-06-15 |
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