CH666691A5 - Thia(oxa)-diazolderivate. - Google Patents
Thia(oxa)-diazolderivate. Download PDFInfo
- Publication number
- CH666691A5 CH666691A5 CH3409/85A CH340985A CH666691A5 CH 666691 A5 CH666691 A5 CH 666691A5 CH 3409/85 A CH3409/85 A CH 3409/85A CH 340985 A CH340985 A CH 340985A CH 666691 A5 CH666691 A5 CH 666691A5
- Authority
- CH
- Switzerland
- Prior art keywords
- hydrocarbon
- radical
- residue
- hydrogen
- substituted
- Prior art date
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- 229910052736 halogen Inorganic materials 0.000 claims description 47
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- -1 methylenedioxy Chemical group 0.000 claims description 43
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- ZUUKAUMWYUEKQX-UHFFFAOYSA-N 5,5-dimethyl-4h-1,3-thiazol-2-amine Chemical compound CC1(C)CN=C(N)S1 ZUUKAUMWYUEKQX-UHFFFAOYSA-N 0.000 description 1
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- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
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- 241000759139 Schoenoplectiella hotarui Species 0.000 description 1
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- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 description 1
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- 240000006394 Sorghum bicolor Species 0.000 description 1
- QHTQREMOGMZHJV-UHFFFAOYSA-N Thiobencarb Chemical compound CCN(CC)C(=O)SCC1=CC=C(Cl)C=C1 QHTQREMOGMZHJV-UHFFFAOYSA-N 0.000 description 1
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- 125000005085 alkoxycarbonylalkoxy group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
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- 239000007900 aqueous suspension Substances 0.000 description 1
- ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 description 1
- CNBGNNVCVSKAQZ-UHFFFAOYSA-N benzidamine Natural products C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 CNBGNNVCVSKAQZ-UHFFFAOYSA-N 0.000 description 1
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- 238000009835 boiling Methods 0.000 description 1
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 1
- VAIZTNZGPYBOGF-UHFFFAOYSA-N butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 1
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- 229940125810 compound 20 Drugs 0.000 description 1
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- 238000007865 diluting Methods 0.000 description 1
- BWUPSGJXXPATLU-UHFFFAOYSA-N dimepiperate Chemical compound C=1C=CC=CC=1C(C)(C)SC(=O)N1CCCCC1 BWUPSGJXXPATLU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- ARFLASKVLJTEJD-UHFFFAOYSA-N ethyl 2-bromopropanoate Chemical compound CCOC(=O)C(C)Br ARFLASKVLJTEJD-UHFFFAOYSA-N 0.000 description 1
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
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- 150000004820 halides Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DKAGJZJALZXOOV-UHFFFAOYSA-N hydrate;hydrochloride Chemical compound O.Cl DKAGJZJALZXOOV-UHFFFAOYSA-N 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- ZHDTXTDHBRADLM-UHFFFAOYSA-N hydron;2,3,4,5-tetrahydropyridin-6-amine;chloride Chemical compound Cl.NC1=NCCCC1 ZHDTXTDHBRADLM-UHFFFAOYSA-N 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
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- 239000002917 insecticide Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- FMKOJHQHASLBPH-UHFFFAOYSA-N isopropyl iodide Chemical compound CC(C)I FMKOJHQHASLBPH-UHFFFAOYSA-N 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000010871 livestock manure Substances 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
- XMJHPCRAQCTCFT-UHFFFAOYSA-N methyl chloroformate Chemical compound COC(Cl)=O XMJHPCRAQCTCFT-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 description 1
- ITBBWXGMLGHKHU-UHFFFAOYSA-N n-(4-chloro-2-fluoro-5-propan-2-yloxyphenyl)-6,6-dimethyl-5h-[1,3]thiazolo[2,3-c][1,2,4]oxadiazol-3-imine Chemical compound C1=C(Cl)C(OC(C)C)=CC(N=C2N3CC(C)(C)SC3=NO2)=C1F ITBBWXGMLGHKHU-UHFFFAOYSA-N 0.000 description 1
- WBSPRWXSPLMBHZ-UHFFFAOYSA-N n-(4-chlorophenyl)-6,6-dimethyl-7-oxo-5h-[1,3]thiazolo[2,3-c][1,2,4]thiadiazol-3-imine Chemical compound O=S1C(C)(C)CN2C1=NSC2=NC1=CC=C(Cl)C=C1 WBSPRWXSPLMBHZ-UHFFFAOYSA-N 0.000 description 1
- HYGGBDZAFIVUHN-UHFFFAOYSA-N n-[1-[2-chloro-5-[(6,6-dimethyl-5h-[1,3]thiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)amino]-4-fluorophenoxy]propan-2-ylidene]hydroxylamine Chemical compound C1=C(Cl)C(OCC(C)=NO)=CC(N=C2N3CC(C)(C)SC3=NS2)=C1F HYGGBDZAFIVUHN-UHFFFAOYSA-N 0.000 description 1
- GYLDXXLJMRTVSS-UHFFFAOYSA-N n-butylacetamide Chemical group CCCCNC(C)=O GYLDXXLJMRTVSS-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- YORCIIVHUBAYBQ-UHFFFAOYSA-N propargyl bromide Chemical compound BrCC#C YORCIIVHUBAYBQ-UHFFFAOYSA-N 0.000 description 1
- ASRAWSBMDXVNLX-UHFFFAOYSA-N pyrazolynate Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OS(=O)(=O)C1=CC=C(C)C=C1 ASRAWSBMDXVNLX-UHFFFAOYSA-N 0.000 description 1
- FKERUJTUOYLBKB-UHFFFAOYSA-N pyrazoxyfen Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OCC(=O)C1=CC=CC=C1 FKERUJTUOYLBKB-UHFFFAOYSA-N 0.000 description 1
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- SZXAJDQTPWYNBN-NWBUNABESA-M sodium;4-methoxycarbonyl-5,5-dimethyl-3-oxo-2-[(e)-n-prop-2-enoxy-c-propylcarbonimidoyl]cyclohexen-1-olate Chemical compound [Na+].C=CCO\N=C(/CCC)C1=C([O-])CC(C)(C)C(C(=O)OC)C1=O SZXAJDQTPWYNBN-NWBUNABESA-M 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- FZMKKCQHDROFNI-UHFFFAOYSA-N sulfometuron Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 FZMKKCQHDROFNI-UHFFFAOYSA-N 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth 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)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59164855A JPS6143192A (ja) | 1984-08-08 | 1984-08-08 | チアジアゾ−ル誘導体、その製造方法及び除草剤 |
| JP60001446A JPS61161288A (ja) | 1985-01-10 | 1985-01-10 | チアジアゾ−ル誘導体、その製造方法及び選択的除草剤 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH666691A5 true CH666691A5 (de) | 1988-08-15 |
Family
ID=26334658
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH3409/85A CH666691A5 (de) | 1984-08-08 | 1985-08-08 | Thia(oxa)-diazolderivate. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4812161A (en, 2012) |
| KR (1) | KR870001694B1 (en, 2012) |
| AR (1) | AR241115A1 (en, 2012) |
| BR (1) | BR8503732A (en, 2012) |
| CA (1) | CA1253504A (en, 2012) |
| CH (1) | CH666691A5 (en, 2012) |
| DE (1) | DE3528583A1 (en, 2012) |
| ES (3) | ES8703438A1 (en, 2012) |
| FR (1) | FR2568881B1 (en, 2012) |
| GB (1) | GB2163427B (en, 2012) |
| IT (1) | IT1184690B (en, 2012) |
| RO (2) | RO96413B (en, 2012) |
| SU (2) | SU1706370A3 (en, 2012) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3606168A1 (de) * | 1986-02-26 | 1987-08-27 | Basf Ag | Zimtsaeurepropargylester, verfahren zu ihrer herstellung und ihre verwendung zur schaedlingsbekaempfung |
| US4906281A (en) * | 1988-07-01 | 1990-03-06 | Fmc Corporation | Herbicidal 9-arylimino-8-thia-1,6-diazabicyclo [4.3.0]nonane-7-ones (and thiones) |
| DE4002366A1 (de) * | 1990-01-25 | 1991-08-01 | Schering Ag | Verfahren und zwischenprodukte zur herstellung von anellierten iminothiazolen |
| EP0457714A1 (de) * | 1990-03-22 | 1991-11-21 | Ciba-Geigy Ag | Thiadiazabicyclononanderivate, Verfahren zu ihrer Herstellung, Zwischenprodukte und ihre Verwendung als Herbizide |
| US5229514A (en) * | 1990-03-22 | 1993-07-20 | Ciba-Geigy Corporation | Intermediates to 8-thia-1,6-diazabicyclo[4.3.0]nonane herbicides |
| DE4131579A1 (de) * | 1991-09-23 | 1993-03-25 | Boehringer Mannheim Gmbh | Thiadiazolo(4,3-a)pyridinderivate, verfahren zu ihrer herstellung und diese enthaltenden arzneimittel |
| DE4132089A1 (de) * | 1991-09-23 | 1993-03-25 | Schering Ag | Herbizide mittel mit synergistischer wirkung |
| DE4232418A1 (de) * | 1992-09-28 | 1994-03-31 | Bayer Ag | Verwendung von substituierten 1,2,4-Oxadiazolderivaten zur Bekämpfung von Endoparasiten, neue substituierte 1,2,4-Oxadiazolderivate und Verfahren zu ihrer Herstellung |
| CN1077886C (zh) * | 1993-10-21 | 2002-01-16 | G·D·瑟尔公司 | 用作一氧化一氮合酶抑制剂的脒基衍生物 |
| US5498725A (en) * | 1993-12-15 | 1996-03-12 | Sumitomo Chemical Company, Limited | Process for preparing 5-aminodihydropyrrole intermediate thereof and process for preparing said intermediate |
| US5629322A (en) * | 1994-11-15 | 1997-05-13 | Merck & Co., Inc. | Cyclic amidine analogs as inhibitors of nitric oxide synthase |
| EP1020448B1 (en) * | 1996-03-21 | 2005-02-16 | Isagro Ricerca S.r.l. | Arylheterocycles with herbicidal activity |
| US6552052B2 (en) * | 1998-06-10 | 2003-04-22 | Monsanto/G.D. Searle | Pyrrolo[2,1-c][1,2,4] thiadiazoles and Pyrollo[2,1-c][1,12,4]oxadiazoles useful as nitric oxide synthase inhibitors |
| IL139899A (en) * | 1999-12-07 | 2005-06-19 | Sumitomo Chemical Co | Uracil compounds and use thereof |
| JP2003516973A (ja) * | 1999-12-16 | 2003-05-20 | ビーエーエスエフ アクチェンゲゼルシャフト | 除草剤フェノキシおよびチオフェノキシアクリル酸 |
| JP6937748B2 (ja) * | 2015-10-08 | 2021-09-22 | エフ エム シー コーポレーションＦｍｃ Ｃｏｒｐｏｒａｔｉｏｎ | 複素環で置換した二環式アゾール有害生物防除剤 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL35743A (en) * | 1970-11-27 | 1974-10-22 | Peretz B | 3-isopropyl-5-amino-1,2,4-thiadiazole compounds |
| US3726891A (en) * | 1970-12-02 | 1973-04-10 | Shell Oil Co | Fused 1,2,4-thiadiazolines |
-
1985
- 1985-07-29 US US06/760,158 patent/US4812161A/en not_active Expired - Fee Related
- 1985-08-02 CA CA000488019A patent/CA1253504A/en not_active Expired
- 1985-08-06 RO RO127334A patent/RO96413B/ro unknown
- 1985-08-06 RO RO119781A patent/RO92378B/ro unknown
- 1985-08-07 BR BR8503732A patent/BR8503732A/pt not_active IP Right Cessation
- 1985-08-07 KR KR1019850005706A patent/KR870001694B1/ko not_active Expired
- 1985-08-07 FR FR8512111A patent/FR2568881B1/fr not_active Expired
- 1985-08-07 SU SU853939370A patent/SU1706370A3/ru active
- 1985-08-08 ES ES546006A patent/ES8703438A1/es not_active Expired
- 1985-08-08 AR AR301229A patent/AR241115A1/es active
- 1985-08-08 DE DE19853528583 patent/DE3528583A1/de active Granted
- 1985-08-08 CH CH3409/85A patent/CH666691A5/de not_active IP Right Cessation
- 1985-08-08 IT IT48457/85A patent/IT1184690B/it active
- 1985-08-08 GB GB08519896A patent/GB2163427B/en not_active Expired
-
1986
- 1986-01-27 SU SU864013917A patent/SU1746884A3/ru active
- 1986-03-12 ES ES552944A patent/ES8800242A1/es not_active Expired
- 1986-03-12 ES ES552943A patent/ES8800232A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AR241115A1 (es) | 1991-11-15 |
| RO96413A (ro) | 1989-03-30 |
| AR241115A2 (es) | 1991-11-15 |
| GB2163427B (en) | 1987-11-25 |
| ES8703438A1 (es) | 1987-02-16 |
| SU1706370A3 (ru) | 1992-01-15 |
| FR2568881B1 (fr) | 1988-12-30 |
| IT8548457A0 (it) | 1985-08-08 |
| FR2568881A1 (fr) | 1986-02-14 |
| GB2163427A (en) | 1986-02-26 |
| DE3528583A1 (de) | 1986-02-13 |
| DE3528583C2 (en, 2012) | 1989-10-12 |
| RO92378B (ro) | 1987-12-01 |
| IT1184690B (it) | 1987-10-28 |
| RO96413B (ro) | 1989-03-31 |
| ES552944A0 (es) | 1987-10-16 |
| RO92378A (ro) | 1987-11-30 |
| SU1746884A3 (ru) | 1992-07-07 |
| ES546006A0 (es) | 1987-02-16 |
| CA1253504A (en) | 1989-05-02 |
| BR8503732A (pt) | 1986-05-13 |
| US4812161A (en) | 1989-03-14 |
| KR860001819A (ko) | 1986-03-22 |
| ES552943A0 (es) | 1987-10-16 |
| KR870001694B1 (ko) | 1987-09-24 |
| GB8519896D0 (en) | 1985-09-18 |
| ES8800242A1 (es) | 1987-10-16 |
| ES8800232A1 (es) | 1987-10-16 |
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| PL | Patent ceased | ||
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