IL44922A - N,n-bis(3,6-dichloro-2-methoxybenzoyloxyalkyl)aniline derivatives - Google Patents
N,n-bis(3,6-dichloro-2-methoxybenzoyloxyalkyl)aniline derivativesInfo
- Publication number
- IL44922A IL44922A IL44922A IL4492274A IL44922A IL 44922 A IL44922 A IL 44922A IL 44922 A IL44922 A IL 44922A IL 4492274 A IL4492274 A IL 4492274A IL 44922 A IL44922 A IL 44922A
- Authority
- IL
- Israel
- Prior art keywords
- methoxy
- bis
- compounds
- soil
- herbicides
- Prior art date
Links
- 125000002490 anilino group Chemical class [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 45
- 241000196324 Embryophyta Species 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 27
- 230000002363 herbicidal effect Effects 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- -1 (2-methoxy-3 ,6- dichlorobenzoyloxypropyl) aniline Chemical compound 0.000 description 25
- 239000004009 herbicide Substances 0.000 description 21
- 239000002689 soil Substances 0.000 description 19
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- LLUYGIUJQSTELT-UHFFFAOYSA-N 3,6-dichloro-2-methoxybenzoyl chloride Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(Cl)=O LLUYGIUJQSTELT-UHFFFAOYSA-N 0.000 description 8
- 238000002386 leaching Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 5
- 230000009286 beneficial effect Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 206010061217 Infestation Diseases 0.000 description 4
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- 238000002474 experimental method Methods 0.000 description 4
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
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- 239000011521 glass Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
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- 230000002588 toxic effect Effects 0.000 description 3
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- XZIDTOHMJBOSOX-UHFFFAOYSA-N 2,3,6-TBA Chemical compound OC(=O)C1=C(Cl)C=CC(Cl)=C1Cl XZIDTOHMJBOSOX-UHFFFAOYSA-N 0.000 description 2
- YOYAIZYFCNQIRF-UHFFFAOYSA-N 2,6-dichlorobenzonitrile Chemical compound ClC1=CC=CC(Cl)=C1C#N YOYAIZYFCNQIRF-UHFFFAOYSA-N 0.000 description 2
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
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- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
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- SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 description 1
- JCIIKRHCWVHVFF-UHFFFAOYSA-N 1,2,4-thiadiazol-5-amine;hydrochloride Chemical compound Cl.NC1=NC=NS1 JCIIKRHCWVHVFF-UHFFFAOYSA-N 0.000 description 1
- JEZZOKXIXNSKQD-UHFFFAOYSA-N 1,3-bis(4-nitrophenyl)urea Chemical compound C1=CC([N+](=O)[O-])=CC=C1NC(=O)NC1=CC=C([N+]([O-])=O)C=C1 JEZZOKXIXNSKQD-UHFFFAOYSA-N 0.000 description 1
- VTWOCLHRMQBXIS-UHFFFAOYSA-N 1-(1,1,4-trimethyl-6-propan-2-yl-2,3-dihydroinden-5-yl)propan-1-one;1-(3,3,7-trimethyl-5-propan-2-yl-1,2-dihydroinden-4-yl)propan-1-one Chemical compound C1=C(C(C)C)C(C(=O)CC)=C2C(C)(C)CCC2=C1C.C1=C(C(C)C)C(C(=O)CC)=C(C)C2=C1C(C)(C)CC2 VTWOCLHRMQBXIS-UHFFFAOYSA-N 0.000 description 1
- WLKSPGHQGFFKGE-UHFFFAOYSA-N 1-chloropropan-2-yl n-(3-chlorophenyl)carbamate Chemical compound ClCC(C)OC(=O)NC1=CC=CC(Cl)=C1 WLKSPGHQGFFKGE-UHFFFAOYSA-N 0.000 description 1
- UYGUFXUBSNDUFA-UHFFFAOYSA-N 2,3,5,6-tetrachlorobenzoic acid Chemical compound OC(=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl UYGUFXUBSNDUFA-UHFFFAOYSA-N 0.000 description 1
- XTVIFVALDYTCLL-UHFFFAOYSA-N 2,3,5-trichloro-1h-pyridin-4-one Chemical compound ClC1=CNC(Cl)=C(Cl)C1=O XTVIFVALDYTCLL-UHFFFAOYSA-N 0.000 description 1
- SVPKNMBRVBMTLB-UHFFFAOYSA-N 2,3-dichloronaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(Cl)=C(Cl)C(=O)C2=C1 SVPKNMBRVBMTLB-UHFFFAOYSA-N 0.000 description 1
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- 239000002794 2,4-DB Substances 0.000 description 1
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- OWZPCEFYPSAJFR-UHFFFAOYSA-N 2-(butan-2-yl)-4,6-dinitrophenol Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O OWZPCEFYPSAJFR-UHFFFAOYSA-N 0.000 description 1
- JUVSRZCUMWZBFK-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-4-methylanilino]ethanol Chemical compound CC1=CC=C(N(CCO)CCO)C=C1 JUVSRZCUMWZBFK-UHFFFAOYSA-N 0.000 description 1
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- ILXXYQLPPNVJDP-UHFFFAOYSA-N 2-[n-[2-(3,6-dichloro-2-methoxybenzoyl)oxyethyl]anilino]ethyl 3,6-dichloro-2-methoxybenzoate Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(=O)OCCN(C=1C=CC=CC=1)CCOC(=O)C1=C(Cl)C=CC(Cl)=C1OC ILXXYQLPPNVJDP-UHFFFAOYSA-N 0.000 description 1
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- 238000009736 wetting Methods 0.000 description 1
- 235000005765 wild carrot Nutrition 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C219/02—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C219/04—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C219/14—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the hydroxy groups esterified by a carboxylic acid having the esterifying carboxyl group bound to a carbon atom of a six-membered aromatic ring
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US383932A US3890373A (en) | 1973-07-30 | 1973-07-30 | N,N-bis(2-methoxy-3,6-dichlorobenzoyloxyalkyl)anilines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL44922A0 IL44922A0 (en) | 1974-07-31 |
| IL44922A true IL44922A (en) | 1977-01-31 |
Family
ID=23515357
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL44922A IL44922A (en) | 1973-07-30 | 1974-05-30 | N,n-bis(3,6-dichloro-2-methoxybenzoyloxyalkyl)aniline derivatives |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US3890373A (de) |
| JP (1) | JPS5048127A (de) |
| AR (1) | AR216736A1 (de) |
| AT (1) | AT335792B (de) |
| BE (1) | BE817052A (de) |
| BR (1) | BR7405999D0 (de) |
| CA (1) | CA1031364A (de) |
| CH (1) | CH596763A5 (de) |
| DE (1) | DE2436710A1 (de) |
| DK (1) | DK142302B (de) |
| EG (1) | EG11487A (de) |
| ES (1) | ES426894A1 (de) |
| FR (1) | FR2239446B1 (de) |
| GB (1) | GB1430548A (de) |
| IL (1) | IL44922A (de) |
| IN (1) | IN139899B (de) |
| IT (1) | IT1049295B (de) |
| NL (1) | NL7409370A (de) |
| NO (1) | NO138175C (de) |
| PH (1) | PH9623A (de) |
| SE (1) | SE411448B (de) |
| SU (1) | SU797541A3 (de) |
| ZA (1) | ZA743310B (de) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3013054A (en) * | 1958-08-04 | 1961-12-12 | Velsicol Chemical Corp | 2-methoxy-3, 6-dichlorobenzoates |
| US3227759A (en) * | 1962-07-10 | 1966-01-04 | Velsicol Chemical Corp | N-(substituted phenyl)-aralkyl amines |
| US3227760A (en) * | 1962-07-10 | 1966-01-04 | Velsicol Chemical Corp | N,n-mono- and di-substituted-aralkyl amines |
| US3736112A (en) * | 1970-03-31 | 1973-05-29 | Akzona Inc | Herbicidal compositions |
-
1973
- 1973-07-30 US US383932A patent/US3890373A/en not_active Expired - Lifetime
-
1974
- 1974-05-06 AR AR253602A patent/AR216736A1/es active
- 1974-05-22 ZA ZA00743310A patent/ZA743310B/xx unknown
- 1974-05-23 CA CA200,690A patent/CA1031364A/en not_active Expired
- 1974-05-24 IN IN1138/CAL/74A patent/IN139899B/en unknown
- 1974-05-30 IL IL44922A patent/IL44922A/en unknown
- 1974-06-03 ES ES426894A patent/ES426894A1/es not_active Expired
- 1974-06-07 PH PH15919*UA patent/PH9623A/en unknown
- 1974-06-27 GB GB2852674A patent/GB1430548A/en not_active Expired
- 1974-06-28 BE BE146050A patent/BE817052A/xx unknown
- 1974-07-03 IT IT51902/74A patent/IT1049295B/it active
- 1974-07-11 NL NL7409370A patent/NL7409370A/xx not_active Application Discontinuation
- 1974-07-22 BR BR5999/74A patent/BR7405999D0/pt unknown
- 1974-07-25 NO NO742709A patent/NO138175C/no unknown
- 1974-07-27 EG EG300/74A patent/EG11487A/xx active
- 1974-07-29 DK DK404574AA patent/DK142302B/da unknown
- 1974-07-29 SU SU742049178A patent/SU797541A3/ru active
- 1974-07-29 SE SE7409765A patent/SE411448B/xx unknown
- 1974-07-29 AT AT621574A patent/AT335792B/de not_active IP Right Cessation
- 1974-07-30 DE DE2436710A patent/DE2436710A1/de not_active Withdrawn
- 1974-07-30 CH CH1048674A patent/CH596763A5/xx not_active IP Right Cessation
- 1974-07-30 FR FR7426485A patent/FR2239446B1/fr not_active Expired
- 1974-07-30 JP JP49087450A patent/JPS5048127A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2436710A1 (de) | 1975-06-19 |
| IN139899B (de) | 1976-08-14 |
| ES426894A1 (es) | 1976-07-16 |
| NO138175B (no) | 1978-04-10 |
| EG11487A (en) | 1977-08-15 |
| BE817052A (fr) | 1974-10-16 |
| CA1031364A (en) | 1978-05-16 |
| CH596763A5 (de) | 1978-03-15 |
| DK404574A (de) | 1975-04-01 |
| DK142302C (de) | 1981-03-09 |
| NO138175C (no) | 1978-07-19 |
| FR2239446A1 (de) | 1975-02-28 |
| JPS5048127A (de) | 1975-04-30 |
| AT335792B (de) | 1977-03-25 |
| IL44922A0 (en) | 1974-07-31 |
| FR2239446B1 (de) | 1978-11-24 |
| US3890373A (en) | 1975-06-17 |
| AU7106374A (en) | 1976-01-15 |
| SE411448B (sv) | 1979-12-27 |
| SE7409765L (de) | 1975-01-31 |
| DK142302B (da) | 1980-10-13 |
| ATA621574A (de) | 1976-07-15 |
| NO742709L (de) | 1975-02-24 |
| NL7409370A (nl) | 1975-02-03 |
| BR7405999D0 (pt) | 1975-05-06 |
| SU797541A3 (ru) | 1981-01-15 |
| ZA743310B (en) | 1975-05-28 |
| IT1049295B (it) | 1981-01-20 |
| GB1430548A (en) | 1976-03-31 |
| AR216736A1 (es) | 1980-01-31 |
| PH9623A (en) | 1976-01-20 |
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