DE2115096A1 - Substituierte Chlorcarbonylharnstoffe - Google Patents
Substituierte ChlorcarbonylharnstoffeInfo
- Publication number
- DE2115096A1 DE2115096A1 DE19712115096 DE2115096A DE2115096A1 DE 2115096 A1 DE2115096 A1 DE 2115096A1 DE 19712115096 DE19712115096 DE 19712115096 DE 2115096 A DE2115096 A DE 2115096A DE 2115096 A1 DE2115096 A1 DE 2115096A1
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- chlorocarbonyl
- urea
- substituted
- weight
- 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.)
- Pending
Links
- -1 N-methyl-N-chlorocarbonyl-N'-4-fluorophenylurea Chemical compound 0.000 claims description 21
- 239000000460 chlorine Substances 0.000 claims description 14
- 239000004202 carbamide Substances 0.000 claims description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 7
- 230000002363 herbicidal effect Effects 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000004009 herbicide Substances 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 125000004001 thioalkyl group Chemical group 0.000 claims description 2
- HXNHPKXDEAJANR-UHFFFAOYSA-N n-carbamoylcarbamoyl chloride Chemical class NC(=O)NC(Cl)=O HXNHPKXDEAJANR-UHFFFAOYSA-N 0.000 claims 2
- UBUDYOAQLWPSQY-UHFFFAOYSA-N (3-chloro-4-methoxyphenyl)urea Chemical compound COC1=CC=C(NC(N)=O)C=C1Cl UBUDYOAQLWPSQY-UHFFFAOYSA-N 0.000 claims 1
- MJEJEEWRTDGWNR-UHFFFAOYSA-N N-[(4-chlorophenyl)carbamoyl]-N-methylcarbamoyl chloride Chemical compound CN(C(=O)NC1=CC=C(C=C1)Cl)C(=O)Cl MJEJEEWRTDGWNR-UHFFFAOYSA-N 0.000 claims 1
- 150000003672 ureas Chemical class 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 235000013877 carbamide Nutrition 0.000 description 6
- 240000006122 Chenopodium album Species 0.000 description 5
- 235000009344 Chenopodium album Nutrition 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 244000299507 Gossypium hirsutum Species 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 244000058871 Echinochloa crus-galli Species 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 235000009432 Gossypium hirsutum Nutrition 0.000 description 4
- 235000011999 Panicum crusgalli Nutrition 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-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
- 235000008427 Brassica arvensis Nutrition 0.000 description 3
- 244000024671 Brassica kaber Species 0.000 description 3
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 3
- 244000292693 Poa annua Species 0.000 description 3
- 240000006597 Poa trivialis Species 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 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 3
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 2
- 244000285774 Cyperus esculentus Species 0.000 description 2
- 235000005853 Cyperus esculentus Nutrition 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 244000303225 Lamium amplexicaule Species 0.000 description 2
- 235000009198 Lamium amplexicaule Nutrition 0.000 description 2
- 240000000111 Saccharum officinarum Species 0.000 description 2
- 235000007201 Saccharum officinarum Nutrition 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 235000007244 Zea mays Nutrition 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 241001621841 Alopecurus myosuroides Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000207894 Convolvulus arvensis 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
- 244000052363 Cynodon dactylon Species 0.000 description 1
- 240000004585 Dactylis glomerata Species 0.000 description 1
- 244000152970 Digitaria sanguinalis Species 0.000 description 1
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 1
- 241000508725 Elymus repens Species 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 241001508646 Galeopsis tetrahit Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 244000100545 Lolium multiflorum Species 0.000 description 1
- 240000004296 Lolium perenne Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 241000209048 Poa Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 244000286177 Raphanus raphanistrum Species 0.000 description 1
- 235000000241 Raphanus raphanistrum Nutrition 0.000 description 1
- 240000003461 Setaria viridis Species 0.000 description 1
- 235000002248 Setaria viridis Nutrition 0.000 description 1
- 241000862632 Soja Species 0.000 description 1
- 241000219975 Vicia villosa 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
- 241001148683 Zostera marina Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine 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
- 125000000468 ketone group Chemical group 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000009736 wetting Methods 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
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/82—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/46—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylureas
- C07C275/58—Y being a hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
- C07C323/43—Y being a hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712115096 DE2115096A1 (de) | 1971-03-29 | 1971-03-29 | Substituierte Chlorcarbonylharnstoffe |
| IL39039A IL39039A0 (en) | 1971-03-29 | 1972-02-20 | Substituted chlorocarbonylureas,their preparation and their use as herbicides |
| CH280172A CH567358A5 (enExample) | 1971-03-29 | 1972-02-28 | |
| SE7203472A SE375987B (enExample) | 1971-03-29 | 1972-03-17 | |
| US00235656A US3832389A (en) | 1971-03-29 | 1972-03-17 | Substituted chlorocarbonylurea |
| CA137,579A CA986118A (en) | 1971-03-29 | 1972-03-20 | Substituted chlorocarbonylureas |
| AU40259/72A AU462448B2 (en) | 1971-03-29 | 1972-03-22 | Substituted chlorocarbonylureas |
| IT49287/72A IT972330B (it) | 1971-03-29 | 1972-03-25 | Erbicida contenente clorocarboni luree sostituite e procedimento per la sua preparazione |
| BE781272A BE781272A (fr) | 1971-03-29 | 1972-03-27 | Chlorocarbonyl-urees substituees |
| ZA722089A ZA722089B (en) | 1971-03-29 | 1972-03-28 | Substituted chlorocarbonylureas |
| AT266672A AT315570B (de) | 1971-03-29 | 1972-03-28 | Herbizid |
| GB1443972A GB1378322A (en) | 1971-03-29 | 1972-03-28 | Substituted chlorocarbonylureas and herbicidal compositions containi ng them |
| DD161865A DD101539A5 (enExample) | 1971-03-29 | 1972-03-28 | |
| NL7204178A NL7204178A (enExample) | 1971-03-29 | 1972-03-28 | |
| FR7210994A FR2131710A5 (enExample) | 1971-03-29 | 1972-03-29 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712115096 DE2115096A1 (de) | 1971-03-29 | 1971-03-29 | Substituierte Chlorcarbonylharnstoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2115096A1 true DE2115096A1 (de) | 1972-10-05 |
Family
ID=5803082
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712115096 Pending DE2115096A1 (de) | 1971-03-29 | 1971-03-29 | Substituierte Chlorcarbonylharnstoffe |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US3832389A (enExample) |
| AT (1) | AT315570B (enExample) |
| AU (1) | AU462448B2 (enExample) |
| BE (1) | BE781272A (enExample) |
| CA (1) | CA986118A (enExample) |
| CH (1) | CH567358A5 (enExample) |
| DD (1) | DD101539A5 (enExample) |
| DE (1) | DE2115096A1 (enExample) |
| FR (1) | FR2131710A5 (enExample) |
| GB (1) | GB1378322A (enExample) |
| IL (1) | IL39039A0 (enExample) |
| IT (1) | IT972330B (enExample) |
| NL (1) | NL7204178A (enExample) |
| SE (1) | SE375987B (enExample) |
| ZA (1) | ZA722089B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0201030A3 (en) * | 1985-05-09 | 1987-09-09 | Bayer Ag | Process for the preparation of 1,3,5-triazine triones |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4001318A (en) * | 1972-11-22 | 1977-01-04 | Bayer Aktiengesellschaft | Preparation of n-chloroformyl-carbamic acid amides and esters |
| DE2257344C2 (de) * | 1972-11-22 | 1982-04-22 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von N-Chlorformyl-kohlensäureamiden |
| DE3804288A1 (de) * | 1987-06-03 | 1988-12-15 | Bayer Ag | Substituierte aminophenyl-carbamate |
| US5260474A (en) * | 1987-06-03 | 1993-11-09 | Bayer Aktiengesellschaft | Pesticidal substituted aminophenyl carbamates |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3579500A (en) * | 1968-05-28 | 1971-05-18 | Du Pont | 1-aryl-3-alkyluretidinediones |
| US3565901A (en) * | 1969-01-29 | 1971-02-23 | Air Prod & Chem | Certain salts of 1,3,4-thiadiazol-2-ylureas |
| US3705188A (en) * | 1970-09-08 | 1972-12-05 | Chevron Res | Naphthyl-n-cyanoformyl carbamates |
-
1971
- 1971-03-29 DE DE19712115096 patent/DE2115096A1/de active Pending
-
1972
- 1972-02-20 IL IL39039A patent/IL39039A0/xx unknown
- 1972-02-28 CH CH280172A patent/CH567358A5/xx not_active IP Right Cessation
- 1972-03-17 SE SE7203472A patent/SE375987B/xx unknown
- 1972-03-17 US US00235656A patent/US3832389A/en not_active Expired - Lifetime
- 1972-03-20 CA CA137,579A patent/CA986118A/en not_active Expired
- 1972-03-22 AU AU40259/72A patent/AU462448B2/en not_active Expired
- 1972-03-25 IT IT49287/72A patent/IT972330B/it active
- 1972-03-27 BE BE781272A patent/BE781272A/xx unknown
- 1972-03-28 AT AT266672A patent/AT315570B/de not_active IP Right Cessation
- 1972-03-28 DD DD161865A patent/DD101539A5/xx unknown
- 1972-03-28 ZA ZA722089A patent/ZA722089B/xx unknown
- 1972-03-28 GB GB1443972A patent/GB1378322A/en not_active Expired
- 1972-03-28 NL NL7204178A patent/NL7204178A/xx unknown
- 1972-03-29 FR FR7210994A patent/FR2131710A5/fr not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0201030A3 (en) * | 1985-05-09 | 1987-09-09 | Bayer Ag | Process for the preparation of 1,3,5-triazine triones |
| US4874860A (en) * | 1985-05-09 | 1989-10-17 | Bayer Aktiengesellschaft | Process for preparing 1,3,5-triazinetriones |
Also Published As
| Publication number | Publication date |
|---|---|
| US3832389A (en) | 1974-08-27 |
| IL39039A0 (en) | 1972-05-30 |
| AU4025972A (en) | 1973-09-27 |
| CA986118A (en) | 1976-03-23 |
| ZA722089B (en) | 1973-01-31 |
| IT972330B (it) | 1974-05-20 |
| DD101539A5 (enExample) | 1973-11-12 |
| BE781272A (fr) | 1972-09-27 |
| NL7204178A (enExample) | 1972-10-03 |
| AT315570B (de) | 1974-05-27 |
| SE375987B (enExample) | 1975-05-05 |
| CH567358A5 (enExample) | 1975-10-15 |
| AU462448B2 (en) | 1975-06-09 |
| GB1378322A (en) | 1974-12-27 |
| FR2131710A5 (enExample) | 1972-11-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1915387A1 (de) | Herbizid | |
| DE1770269C3 (de) | Imidazol-Derivate und herbizide Mittel | |
| DE2115096A1 (de) | Substituierte Chlorcarbonylharnstoffe | |
| DE2101938A1 (de) | Neue Oxadiazolindenvate, ihre Her stellung und herbicide Zusammensetzungen, die sie enthalten | |
| DE2160380A1 (de) | Substituierte sulfonylglykolsaeureanilide | |
| DE1542813A1 (de) | Herbizid | |
| DE1668170B2 (de) | N-octahydro-1,2,4-methenopentalenyl(5)-harnstoffe, verfahren zu deren herstellung und deren verwendung als herbizide | |
| DE2405479A1 (de) | Wirkstoffe zur pflanzenbeeinflussung | |
| DE2706700A1 (de) | Verfahren zur herstellung von pyridazin-3-on-verbindungen, neue pyridazin-3-one und deren verwendung | |
| DE2101698A1 (de) | Substituierte m-Trifluormethylphenylharnstoffderivate | |
| DE1518692A1 (de) | N-(2-Metyl-4-bromphenyl)-N',N'-dimethylformamidin und solches enthaltende Schaedlingsbekaempfungsmittel | |
| DE1670172A1 (de) | Verfahren zur Herstellung von 2-Anilinocarbonylisoxazolindinen | |
| DE1618169A1 (de) | Substituierte Phenylcarbaminsaeureureidophenylester | |
| DE1542835A1 (de) | Herbizide Mittel | |
| DE2129773A1 (de) | Substituierte N-(3-Aminocarbonyloxyphenyl)-N'-methylharnstoffe | |
| DE1695092A1 (de) | Verfahren zur Herstellung von Sulfonamiden | |
| DE1670315C (de) | 1 (m Tnfluormethylphenyl) 4 methoxy 5 halogen pyndazon (6) derivate | |
| DE1542853C3 (de) | Substituierte p-Cyanophenylcarbamate und diese enthaltende Schädlingsbekämpfungsmittel | |
| DE2249547A1 (de) | Carbonsaeure-(3-halogen-4-alkyl-anilide), verfahren zu ihrer herstellung sowie ihre verwendung als herbizide | |
| DE2027345A1 (de) | Substituierte Uretidin 2,4 dione und ihre Verwendung als Herbizide | |
| DE2038923A1 (de) | Neue herbizide Pyrimidine | |
| DE2023291A1 (de) | Substituierte Pyridazone | |
| DE2028168A1 (de) | Substituierte Hexahydroazepincarbon saureamide | |
| DE1953250A1 (de) | Schaedlingsbekaempfungsmittel | |
| DE2107238A1 (de) | Neue Phenylhydrazide und Verfahren zu ihrer Herstellung |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| OHN | Withdrawal |