DE2010397A1 - Substituierte 1 Phenyl 4 N acetoacetat amino 5 halogenpyndazone (6) und ihre Anwendung als Herbizide - Google Patents
Substituierte 1 Phenyl 4 N acetoacetat amino 5 halogenpyndazone (6) und ihre Anwendung als HerbizideInfo
- Publication number
- DE2010397A1 DE2010397A1 DE19702010397 DE2010397A DE2010397A1 DE 2010397 A1 DE2010397 A1 DE 2010397A1 DE 19702010397 DE19702010397 DE 19702010397 DE 2010397 A DE2010397 A DE 2010397A DE 2010397 A1 DE2010397 A1 DE 2010397A1
- Authority
- DE
- Germany
- Prior art keywords
- parts
- weight
- phenyl
- amino
- substituted
- 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
- 239000004009 herbicide Substances 0.000 title claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 7
- 230000002363 herbicidal effect Effects 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 125000001246 bromo group Chemical group Br* 0.000 claims description 2
- 239000000460 chlorine Chemical group 0.000 claims description 2
- 229910052801 chlorine Chemical group 0.000 claims description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 235000010469 Glycine max 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
- 235000007244 Zea mays Nutrition 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- 235000021533 Beta vulgaris Nutrition 0.000 description 2
- 241000335053 Beta vulgaris Species 0.000 description 2
- 241001148727 Bromus tectorum Species 0.000 description 2
- 241000723353 Chrysanthemum Species 0.000 description 2
- 235000007516 Chrysanthemum Nutrition 0.000 description 2
- 241000209219 Hordeum Species 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 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
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 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 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
- 239000007788 liquid Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-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
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000219305 Atriplex Species 0.000 description 1
- 241000209200 Bromus Species 0.000 description 1
- 241000748465 Galinsoga Species 0.000 description 1
- 244000214240 Galinsoga parviflora Species 0.000 description 1
- 235000018914 Galinsoga parviflora Nutrition 0.000 description 1
- 244000068988 Glycine max 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
- -1 Phenylaminopyridazone compounds Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 150000001804 chlorine Chemical class 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
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 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
- 125000000524 functional group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 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
- 238000004519 manufacturing process Methods 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
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000007787 solid 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
- 244000045561 useful plants Species 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
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D237/22—Nitrogen and oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702010397 DE2010397A1 (de) | 1970-03-05 | 1970-03-05 | Substituierte 1 Phenyl 4 N acetoacetat amino 5 halogenpyndazone (6) und ihre Anwendung als Herbizide |
| CA105,971A CA946395A (en) | 1970-03-05 | 1971-02-22 | Substituted 1-phenyl-4-n-acetoacetatamino-5-halogenpyridazone-(6) compounds and their use as herbicides |
| US00117747A US3796708A (en) | 1970-03-05 | 1971-02-22 | Substituted 1-phenyl-4-n-acetoacetata-mino-5-halopyridazone-(6)compounds |
| FR7106083A FR2078952A5 (OSRAM) | 1970-03-05 | 1971-02-23 | |
| ZA711276A ZA711276B (en) | 1970-03-05 | 1971-03-01 | Substituted 1-phenyl-4-n-acetoacetatamino-5-halogenpyridazone-(6)compounds and their use as herbicides |
| NL7102843A NL7102843A (OSRAM) | 1970-03-05 | 1971-03-03 | |
| CH307171A CH537700A (de) | 1970-03-05 | 1971-03-03 | Herbizid und Verfahren zu seiner Herstellung |
| SE7102727A SE378246B (OSRAM) | 1970-03-05 | 1971-03-03 | |
| HUBA2547A HU162201B (OSRAM) | 1970-03-05 | 1971-03-04 | |
| AT185071A AT304157B (de) | 1970-03-05 | 1971-03-04 | Herbizide Mittel |
| DK99871AA DK128803B (da) | 1970-03-05 | 1971-03-04 | Herbicid. |
| SU1629988A SU379070A1 (ru) | 1971-03-04 | Гербицид | |
| BE763785A BE763785A (fr) | 1970-03-05 | 1971-03-04 | 1-phenyl-4-n-acetoacetatamino-5-halogeno-pyridazones-(6) substituees etleur utilisation en tant qu'herbicides |
| CS167471A CS158291B2 (OSRAM) | 1970-03-05 | 1971-03-05 | |
| GB2305971*A GB1333845A (en) | 1970-03-05 | 1971-04-19 | 1-phenyl-4-acetoacetamino-5-halopyridazones-6 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702010397 DE2010397A1 (de) | 1970-03-05 | 1970-03-05 | Substituierte 1 Phenyl 4 N acetoacetat amino 5 halogenpyndazone (6) und ihre Anwendung als Herbizide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2010397A1 true DE2010397A1 (de) | 1971-09-16 |
Family
ID=5764183
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702010397 Pending DE2010397A1 (de) | 1970-03-05 | 1970-03-05 | Substituierte 1 Phenyl 4 N acetoacetat amino 5 halogenpyndazone (6) und ihre Anwendung als Herbizide |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3796708A (OSRAM) |
| AT (1) | AT304157B (OSRAM) |
| BE (1) | BE763785A (OSRAM) |
| CA (1) | CA946395A (OSRAM) |
| CH (1) | CH537700A (OSRAM) |
| CS (1) | CS158291B2 (OSRAM) |
| DE (1) | DE2010397A1 (OSRAM) |
| DK (1) | DK128803B (OSRAM) |
| FR (1) | FR2078952A5 (OSRAM) |
| GB (1) | GB1333845A (OSRAM) |
| HU (1) | HU162201B (OSRAM) |
| NL (1) | NL7102843A (OSRAM) |
| SE (1) | SE378246B (OSRAM) |
| ZA (1) | ZA711276B (OSRAM) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4943634A (en) * | 1980-09-16 | 1990-07-24 | Eli Lilly And Company | N-heterocyclic benzamides |
| US5086184A (en) * | 1980-09-16 | 1992-02-04 | Dowelanco | N-heterocyclic benzamides |
| US4515625A (en) * | 1980-09-16 | 1985-05-07 | Eli Lilly And Company | Benzamides, compositions and agricultural method |
| JP4261490B2 (ja) | 2002-07-08 | 2009-04-30 | イノヴェイティヴ ソリューションズ アンド サポート インコーポレイテッド | 航空機コックピット内で手動調節可能なデータ設定の入力を助長するための方法及び装置 |
-
1970
- 1970-03-05 DE DE19702010397 patent/DE2010397A1/de active Pending
-
1971
- 1971-02-22 US US00117747A patent/US3796708A/en not_active Expired - Lifetime
- 1971-02-22 CA CA105,971A patent/CA946395A/en not_active Expired
- 1971-02-23 FR FR7106083A patent/FR2078952A5/fr not_active Expired
- 1971-03-01 ZA ZA711276A patent/ZA711276B/xx unknown
- 1971-03-03 SE SE7102727A patent/SE378246B/xx unknown
- 1971-03-03 NL NL7102843A patent/NL7102843A/xx unknown
- 1971-03-03 CH CH307171A patent/CH537700A/de not_active IP Right Cessation
- 1971-03-04 DK DK99871AA patent/DK128803B/da unknown
- 1971-03-04 BE BE763785A patent/BE763785A/xx unknown
- 1971-03-04 AT AT185071A patent/AT304157B/de not_active IP Right Cessation
- 1971-03-04 HU HUBA2547A patent/HU162201B/hu unknown
- 1971-03-05 CS CS167471A patent/CS158291B2/cs unknown
- 1971-04-19 GB GB2305971*A patent/GB1333845A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7102843A (OSRAM) | 1971-09-07 |
| FR2078952A5 (OSRAM) | 1971-11-05 |
| HU162201B (OSRAM) | 1973-01-29 |
| AT304157B (de) | 1972-12-27 |
| CS158291B2 (OSRAM) | 1974-10-15 |
| US3796708A (en) | 1974-03-12 |
| ZA711276B (en) | 1971-12-29 |
| CH537700A (de) | 1973-06-15 |
| BE763785A (fr) | 1971-09-06 |
| DK128803B (da) | 1974-07-08 |
| SE378246B (OSRAM) | 1975-08-25 |
| CA946395A (en) | 1974-04-30 |
| GB1333845A (en) | 1973-10-17 |
| SU379070A3 (OSRAM) | 1973-04-18 |
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