JPS58172371A - ３―クロル―８―シアノ―キノリン、該化合物を含有する除草剤 - Google Patents
３―クロル―８―シアノ―キノリン、該化合物を含有する除草剤Info
- Publication number
- JPS58172371A JPS58172371A JP58047326A JP4732683A JPS58172371A JP S58172371 A JPS58172371 A JP S58172371A JP 58047326 A JP58047326 A JP 58047326A JP 4732683 A JP4732683 A JP 4732683A JP S58172371 A JPS58172371 A JP S58172371A
- Authority
- JP
- Japan
- Prior art keywords
- group
- atom
- formula
- quinoline
- cyano
- 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.)
- Granted
Links
- 230000002363 herbicidal effect Effects 0.000 title claims description 8
- 239000004009 herbicide Substances 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title description 2
- -1 or - specifically Chemical group 0.000 claims description 26
- 125000004429 atom Chemical group 0.000 claims description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 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 7
- QPLRIECZPQQBPX-UHFFFAOYSA-N 3-chloroquinoline-8-carbonitrile Chemical compound N#CC1=CC=CC2=CC(Cl)=CN=C21 QPLRIECZPQQBPX-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 5
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000004076 pyridyl group Chemical group 0.000 claims description 5
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 5
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- CIIFKVFOVFJZDM-UHFFFAOYSA-N quinoline-8-carbonitrile Chemical compound C1=CN=C2C(C#N)=CC=CC2=C1 CIIFKVFOVFJZDM-UHFFFAOYSA-N 0.000 claims description 3
- 150000003839 salts Chemical group 0.000 claims description 3
- QXNFVMWXCNSVCO-UHFFFAOYSA-N 3-chloro-8-(dichloromethyl)quinoline Chemical compound ClC1=CN=C2C(C(Cl)Cl)=CC=CC2=C1 QXNFVMWXCNSVCO-UHFFFAOYSA-N 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 2
- ZXVYXHCQVLQTRD-UHFFFAOYSA-N 7-(butylamino)-3-chloroquinoline-8-carbonitrile Chemical compound C1=C(Cl)C=NC2=C(C#N)C(NCCCC)=CC=C21 ZXVYXHCQVLQTRD-UHFFFAOYSA-N 0.000 claims 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical group [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
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- 239000002184 metal Substances 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 235000021395 porridge Nutrition 0.000 claims 1
- WDXARTMCIRVMAE-UHFFFAOYSA-N quinoline-2-carbonitrile Chemical compound C1=CC=CC2=NC(C#N)=CC=C21 WDXARTMCIRVMAE-UHFFFAOYSA-N 0.000 claims 1
- 229910052710 silicon Inorganic materials 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
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- 239000013543 active substance Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 7
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- SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 5
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- 239000012876 carrier material Substances 0.000 description 3
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- 239000000428 dust Substances 0.000 description 3
- 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 3
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- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
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- LWFCXBKKDAIZJE-UHFFFAOYSA-N 3,7-dichloro-8-(dichloromethyl)quinoline Chemical compound ClC1=CN=C2C(C(Cl)Cl)=C(Cl)C=CC2=C1 LWFCXBKKDAIZJE-UHFFFAOYSA-N 0.000 description 2
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- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
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- MXBFSAYTTZBUBY-UHFFFAOYSA-N n-chlorohydroxylamine Chemical compound ONCl MXBFSAYTTZBUBY-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
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- AHLBNYSZXLDEJQ-FWEHEUNISA-N orlistat Chemical compound CCCCCCCCCCC[C@H](OC(=O)[C@H](CC(C)C)NC=O)C[C@@H]1OC(=O)[C@H]1CCCCCC AHLBNYSZXLDEJQ-FWEHEUNISA-N 0.000 description 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
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- 150000003248 quinolines Chemical class 0.000 description 1
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- 229910001750 ruby Inorganic materials 0.000 description 1
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- 239000011343 solid material Substances 0.000 description 1
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- 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
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
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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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823210979 DE3210979A1 (de) | 1982-03-25 | 1982-03-25 | 3-chlor-8-cyano-chinoline, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses |
| DE3210979.2 | 1982-03-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58172371A true JPS58172371A (ja) | 1983-10-11 |
| JPH0344070B2 JPH0344070B2 (en, 2012) | 1991-07-04 |
Family
ID=6159273
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58047326A Granted JPS58172371A (ja) | 1982-03-25 | 1983-03-23 | ３―クロル―８―シアノ―キノリン、該化合物を含有する除草剤 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4511393A (en, 2012) |
| EP (1) | EP0090258B1 (en, 2012) |
| JP (1) | JPS58172371A (en, 2012) |
| DE (2) | DE3210979A1 (en, 2012) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62242979A (ja) * | 1986-04-15 | 1987-10-23 | Fuji Xerox Co Ltd | 定着装置のオフセツト防止機構 |
| CN105452752A (zh) * | 2013-06-17 | 2016-03-30 | 科诺科菲利浦公司 | 浮罐应用中汽化和回收残留lng的联合级联方法 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3108873A1 (de) * | 1981-03-09 | 1982-09-16 | Basf Ag, 6700 Ludwigshafen | Dichlorchinolinderivate, ihre herstellung, ihre verwendung als herbizide und mittel dafuer |
| EP0224823A3 (de) * | 1985-11-26 | 1988-02-10 | BASF Aktiengesellschaft | Chinolinderivate und ihre Verwendung zur Bekämpfung von unerwümschtem Pflanzenwachstum |
| US4933447A (en) * | 1987-09-24 | 1990-06-12 | Ss Pharmaceutical Co., Ltd. | Quinoline derivatives |
| DE4014171A1 (de) * | 1990-05-03 | 1991-11-07 | Basf Ag | Cyanochinolinverbindungen |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3764681A (en) * | 1970-07-08 | 1973-10-09 | Lilly Co Eli | Certain tetrazolo-(1,5-a) quinoline compounds as fungus control agents |
| GB1424359A (en) * | 1972-05-04 | 1976-02-11 | Ici Ltd | Herbicidal process |
| GB1419788A (en) * | 1972-08-02 | 1975-12-31 | Pfizer | Herbicidal method using 2-trifuluromethyl-4-quinolinols |
| IT998326B (it) * | 1973-08-06 | 1976-01-20 | Montedison Spa | Derivati degli acidi chinolin 8 carbossilici ad attivita antiparas sitaria |
| US4009020A (en) * | 1975-05-06 | 1977-02-22 | Amchem Products, Inc. | Method of regulating plant growth |
| DE3108873A1 (de) * | 1981-03-09 | 1982-09-16 | Basf Ag, 6700 Ludwigshafen | Dichlorchinolinderivate, ihre herstellung, ihre verwendung als herbizide und mittel dafuer |
-
1982
- 1982-03-25 DE DE19823210979 patent/DE3210979A1/de not_active Withdrawn
-
1983
- 1983-03-16 EP EP83102589A patent/EP0090258B1/de not_active Expired
- 1983-03-16 DE DE8383102589T patent/DE3372759D1/de not_active Expired
- 1983-03-23 JP JP58047326A patent/JPS58172371A/ja active Granted
- 1983-03-23 US US06/477,964 patent/US4511393A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62242979A (ja) * | 1986-04-15 | 1987-10-23 | Fuji Xerox Co Ltd | 定着装置のオフセツト防止機構 |
| CN105452752A (zh) * | 2013-06-17 | 2016-03-30 | 科诺科菲利浦公司 | 浮罐应用中汽化和回收残留lng的联合级联方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US4511393A (en) | 1985-04-16 |
| DE3210979A1 (de) | 1983-09-29 |
| DE3372759D1 (en) | 1987-09-03 |
| EP0090258A2 (de) | 1983-10-05 |
| EP0090258A3 (en) | 1984-05-02 |
| JPH0344070B2 (en, 2012) | 1991-07-04 |
| EP0090258B1 (de) | 1987-07-29 |
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