DE1960813A1 - Herbizid - Google Patents
HerbizidInfo
- Publication number
- DE1960813A1 DE1960813A1 DE19691960813 DE1960813A DE1960813A1 DE 1960813 A1 DE1960813 A1 DE 1960813A1 DE 19691960813 DE19691960813 DE 19691960813 DE 1960813 A DE1960813 A DE 1960813A DE 1960813 A1 DE1960813 A1 DE 1960813A1
- Authority
- DE
- Germany
- Prior art keywords
- radical
- active ingredient
- lower alkyl
- methyl
- formula
- 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
- 230000002363 herbicidal effect Effects 0.000 title claims description 7
- 239000004009 herbicide Substances 0.000 title claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 45
- -1 phenyl-methyl-carboxy-methoxyurea Chemical compound 0.000 claims description 20
- 150000003839 salts Chemical class 0.000 claims description 6
- 125000001188 haloalkyl group Chemical group 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 150000002367 halogens Chemical group 0.000 claims description 3
- REEXLQXWNOSJKO-UHFFFAOYSA-N 2h-1$l^{4},2,3-benzothiadiazine 1-oxide Chemical compound C1=CC=C2S(=O)NN=CC2=C1 REEXLQXWNOSJKO-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- SDRLFDJOSQLRPB-UHFFFAOYSA-N oxadiazine-4,5-dione Chemical compound O=C1CON=NC1=O SDRLFDJOSQLRPB-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 1
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- BLNWTAHYTCHDJH-UHFFFAOYSA-O hydroxy(oxo)azanium Chemical group O[NH+]=O BLNWTAHYTCHDJH-UHFFFAOYSA-O 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 10
- 244000292693 Poa annua Species 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 5
- 229910052794 bromium Inorganic materials 0.000 description 5
- 241001621841 Alopecurus myosuroides Species 0.000 description 3
- 241001666377 Apera Species 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 244000144786 Chrysanthemum segetum Species 0.000 description 3
- 235000005470 Chrysanthemum segetum Nutrition 0.000 description 3
- 240000005702 Galium aparine Species 0.000 description 3
- 235000014820 Galium aparine Nutrition 0.000 description 3
- 241000207890 Ipomoea purpurea Species 0.000 description 3
- 244000042664 Matricaria chamomilla Species 0.000 description 3
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 3
- 244000088461 Panicum crus-galli Species 0.000 description 3
- 235000011999 Panicum crusgalli Nutrition 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- YDCVQGAUCOROHB-UHFFFAOYSA-N oxadiazolidine-4,5-dione Chemical compound O=C1NNOC1=O YDCVQGAUCOROHB-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 2
- 244000108484 Cyperus difformis Species 0.000 description 2
- 244000285774 Cyperus esculentus Species 0.000 description 2
- 235000005853 Cyperus esculentus Nutrition 0.000 description 2
- 244000075634 Cyperus rotundus Species 0.000 description 2
- 235000016854 Cyperus rotundus Nutrition 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 240000005979 Hordeum vulgare Species 0.000 description 2
- QTYOKDOBRBUSAT-UHFFFAOYSA-N N-tert-butyl-3-(4-methyl-3,5-dioxo-1,2,4-oxadiazolidin-2-yl)benzamide Chemical compound C(C)(C)(C)NC(=O)C=1C=C(C=CC1)N1OC(N(C1=O)C)=O QTYOKDOBRBUSAT-UHFFFAOYSA-N 0.000 description 2
- 241001465363 Panicum capillare Species 0.000 description 2
- 240000003461 Setaria viridis Species 0.000 description 2
- 235000002248 Setaria viridis Nutrition 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 235000007244 Zea mays Nutrition 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 244000038559 crop plants Species 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- FYEWDLAVQKIKQE-UHFFFAOYSA-N 2-methyl-4-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazinane-3,5-dione Chemical compound O=C1N(C)OCC(=O)N1C1=CC=CC(C(F)(F)F)=C1 FYEWDLAVQKIKQE-UHFFFAOYSA-N 0.000 description 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 1
- MIRGZNHOBQWQOK-UHFFFAOYSA-N 4-(3,4-dichlorophenyl)-2-methyl-1,2,4-oxadiazolidine-3,5-dione Chemical compound O=C1N(C)OC(=O)N1C1=CC=C(Cl)C(Cl)=C1 MIRGZNHOBQWQOK-UHFFFAOYSA-N 0.000 description 1
- ZFLBPARAQRXIQP-UHFFFAOYSA-N 4-(4-fluorophenyl)-2-methyl-1,2,4-oxadiazinane-3,5-dione Chemical compound O=C1N(C)OCC(=O)N1C1=CC=C(F)C=C1 ZFLBPARAQRXIQP-UHFFFAOYSA-N 0.000 description 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 1
- HQQTZCPKNZVLFF-UHFFFAOYSA-N 4h-1,2-benzoxazin-3-one Chemical compound C1=CC=C2ONC(=O)CC2=C1 HQQTZCPKNZVLFF-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241001057636 Dracaena deremensis Species 0.000 description 1
- 241000192043 Echinochloa Species 0.000 description 1
- 241000209219 Hordeum Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 244000062793 Sorghum vulgare Species 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 241000209149 Zea Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 241001148683 Zostera marina Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 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
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Priority Applications (18)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691960813 DE1960813A1 (de) | 1969-12-04 | 1969-12-04 | Herbizid |
| CH1636770A CH543857A (de) | 1969-12-04 | 1970-11-04 | Herbizid |
| CA098,630A CA965623A (en) | 1969-12-04 | 1970-11-19 | Herbicidal compositions containing oxadiazolidinedione |
| TR1676770A TR16767A (tr) | 1969-12-04 | 1970-11-24 | Zararli bitkileri oeldueruecue madde |
| NL7017548A NL7017548A (enExample) | 1969-12-04 | 1970-12-01 | |
| FR7043362A FR2068777B1 (enExample) | 1969-12-04 | 1970-12-02 | |
| ZA708166A ZA708166B (en) | 1969-12-04 | 1970-12-02 | Herbicide |
| BR22433670A BR7024336D0 (pt) | 1969-12-04 | 1970-12-02 | Composicoes herbicidas sinergicas |
| PL14479570A PL81229B1 (enExample) | 1969-12-04 | 1970-12-03 | |
| SU1495515A SU399093A1 (ru) | 1970-12-03 | Гербицидный состав | |
| SU1723521A SU416918A3 (ru) | 1969-12-04 | 1970-12-03 | Гербицидный состав |
| AT1087170A AT303448B (de) | 1969-12-04 | 1970-12-03 | Herbizid |
| DK615470A DK129263B (da) | 1969-12-04 | 1970-12-03 | Herbicid. |
| BE759807D BE759807A (fr) | 1969-12-04 | 1970-12-03 | Herbicide |
| GB5742070A GB1322920A (en) | 1969-12-04 | 1970-12-03 | Herbicide |
| AT1100571A AT312358B (de) | 1969-12-04 | 1970-12-03 | Herbizid |
| CS819770A CS163232B2 (enExample) | 1969-12-04 | 1970-12-04 | |
| BG017798A BG17712A3 (bg) | 1969-12-04 | 1971-06-12 | Хербицид |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691960813 DE1960813A1 (de) | 1969-12-04 | 1969-12-04 | Herbizid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1960813A1 true DE1960813A1 (de) | 1971-06-09 |
Family
ID=5752934
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691960813 Pending DE1960813A1 (de) | 1969-12-04 | 1969-12-04 | Herbizid |
Country Status (16)
| Country | Link |
|---|---|
| AT (2) | AT303448B (enExample) |
| BE (1) | BE759807A (enExample) |
| BG (1) | BG17712A3 (enExample) |
| BR (1) | BR7024336D0 (enExample) |
| CA (1) | CA965623A (enExample) |
| CH (1) | CH543857A (enExample) |
| CS (1) | CS163232B2 (enExample) |
| DE (1) | DE1960813A1 (enExample) |
| DK (1) | DK129263B (enExample) |
| FR (1) | FR2068777B1 (enExample) |
| GB (1) | GB1322920A (enExample) |
| NL (1) | NL7017548A (enExample) |
| PL (1) | PL81229B1 (enExample) |
| SU (1) | SU416918A3 (enExample) |
| TR (1) | TR16767A (enExample) |
| ZA (1) | ZA708166B (enExample) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1812282A1 (de) * | 1968-12-03 | 1970-06-18 | Suspa Federungstech | Hubvorrichtung zum stufenlosen Hoeherverstellen von Tischplatten,Stuhlsitzen u.dgl. |
| DE3005830A1 (de) * | 1980-02-16 | 1981-08-27 | Boge Gmbh, 5208 Eitorf | Fuehrungskraefte aufnehmender zweirohr-schwingungsdaempfer, insbesondere fuer kraftfahrzeuge mit an federbeinen aufgehaengten fahrzeugraedern |
| DE4114226A1 (de) * | 1991-05-01 | 1992-11-05 | Suspa Compart Ag | Laengenverstellbare gasfeder |
| DE19501301A1 (de) * | 1995-01-18 | 1996-07-25 | Suspa Compart Ag | Längenverstellelement, insbesondere längenverstellbare Gasfeder |
| DE19604962A1 (de) * | 1996-02-10 | 1997-08-14 | Suspa Compart Ag | Längenverstellbare Gasfeder |
| DE4142125C2 (de) * | 1991-12-20 | 2003-04-10 | Stabilus Gmbh | Blockierbare Gasfeder |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112441993B (zh) | 2019-09-02 | 2023-04-28 | 青岛清原化合物有限公司 | 一种取代的噻二嗪酮二氧化物及其制备方法、除草组合物和应用 |
-
1969
- 1969-12-04 DE DE19691960813 patent/DE1960813A1/de active Pending
-
1970
- 1970-11-04 CH CH1636770A patent/CH543857A/de not_active IP Right Cessation
- 1970-11-19 CA CA098,630A patent/CA965623A/en not_active Expired
- 1970-11-24 TR TR1676770A patent/TR16767A/xx unknown
- 1970-12-01 NL NL7017548A patent/NL7017548A/xx unknown
- 1970-12-02 FR FR7043362A patent/FR2068777B1/fr not_active Expired
- 1970-12-02 ZA ZA708166A patent/ZA708166B/xx unknown
- 1970-12-02 BR BR22433670A patent/BR7024336D0/pt unknown
- 1970-12-03 PL PL14479570A patent/PL81229B1/pl unknown
- 1970-12-03 AT AT1087170A patent/AT303448B/de not_active IP Right Cessation
- 1970-12-03 GB GB5742070A patent/GB1322920A/en not_active Expired
- 1970-12-03 AT AT1100571A patent/AT312358B/de not_active IP Right Cessation
- 1970-12-03 SU SU1723521A patent/SU416918A3/ru active
- 1970-12-03 DK DK615470A patent/DK129263B/da unknown
- 1970-12-03 BE BE759807D patent/BE759807A/xx unknown
- 1970-12-04 CS CS819770A patent/CS163232B2/cs unknown
-
1971
- 1971-06-12 BG BG017798A patent/BG17712A3/bg unknown
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1812282A1 (de) * | 1968-12-03 | 1970-06-18 | Suspa Federungstech | Hubvorrichtung zum stufenlosen Hoeherverstellen von Tischplatten,Stuhlsitzen u.dgl. |
| FR2025110A1 (enExample) * | 1968-12-03 | 1970-09-04 | Suspa Federungstech | |
| DE3005830A1 (de) * | 1980-02-16 | 1981-08-27 | Boge Gmbh, 5208 Eitorf | Fuehrungskraefte aufnehmender zweirohr-schwingungsdaempfer, insbesondere fuer kraftfahrzeuge mit an federbeinen aufgehaengten fahrzeugraedern |
| DE4114226A1 (de) * | 1991-05-01 | 1992-11-05 | Suspa Compart Ag | Laengenverstellbare gasfeder |
| DE4142125C2 (de) * | 1991-12-20 | 2003-04-10 | Stabilus Gmbh | Blockierbare Gasfeder |
| DE19501301A1 (de) * | 1995-01-18 | 1996-07-25 | Suspa Compart Ag | Längenverstellelement, insbesondere längenverstellbare Gasfeder |
| DE19604962A1 (de) * | 1996-02-10 | 1997-08-14 | Suspa Compart Ag | Längenverstellbare Gasfeder |
| US5915674A (en) * | 1996-02-10 | 1999-06-29 | Suspa Compart Aktiengesellschaft | Adjustable-length gas spring |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7017548A (enExample) | 1971-06-08 |
| DK129263C (enExample) | 1975-02-17 |
| BE759807A (fr) | 1971-06-03 |
| DK129263B (da) | 1974-09-23 |
| FR2068777A1 (enExample) | 1971-09-03 |
| SU416918A3 (ru) | 1974-02-25 |
| CS163232B2 (enExample) | 1975-08-29 |
| BR7024336D0 (pt) | 1973-12-18 |
| ZA708166B (en) | 1972-04-26 |
| CH543857A (de) | 1973-11-15 |
| SU399093A3 (enExample) | 1973-09-27 |
| AT303448B (de) | 1972-11-27 |
| FR2068777B1 (enExample) | 1974-10-18 |
| TR16767A (tr) | 1973-05-01 |
| AT312358B (de) | 1973-12-27 |
| CA965623A (en) | 1975-04-08 |
| BG17712A3 (bg) | 1973-12-25 |
| PL81229B1 (enExample) | 1975-08-30 |
| GB1322920A (en) | 1973-07-11 |
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