DE2405479C2 - N-substituierte Chloracetanilide, Verfahren zu deren Herstellung und Mittel zur Beeinflussung des Pflanzenwachstums - Google Patents
N-substituierte Chloracetanilide, Verfahren zu deren Herstellung und Mittel zur Beeinflussung des PflanzenwachstumsInfo
- Publication number
- DE2405479C2 DE2405479C2 DE19742405479 DE2405479A DE2405479C2 DE 2405479 C2 DE2405479 C2 DE 2405479C2 DE 19742405479 DE19742405479 DE 19742405479 DE 2405479 A DE2405479 A DE 2405479A DE 2405479 C2 DE2405479 C2 DE 2405479C2
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- parts
- formula
- substituted
- methoxy
- 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.)
- Expired
Links
- -1 N-substituted chloroacetanilides Chemical class 0.000 title claims description 16
- 238000000034 method Methods 0.000 title description 12
- 238000002360 preparation method Methods 0.000 title description 4
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 24
- 150000001875 compounds Chemical class 0.000 description 20
- 241000196324 Embryophyta Species 0.000 description 19
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 13
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- 244000062793 Sorghum vulgare Species 0.000 description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 241000209504 Poaceae Species 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 9
- 239000001257 hydrogen Substances 0.000 description 9
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 6
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- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 239000003415 peat Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- SRAWNDFHGTVUNZ-UHFFFAOYSA-M sodium;3,6-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(CCCC)=CC2=CC(CCCC)=CC=C21 SRAWNDFHGTVUNZ-UHFFFAOYSA-M 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH180073A CH579348A5 (enrdf_load_stackoverflow) | 1973-02-08 | 1973-02-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2405479A1 DE2405479A1 (de) | 1974-08-15 |
| DE2405479C2 true DE2405479C2 (de) | 1982-12-30 |
Family
ID=4218891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19742405479 Expired DE2405479C2 (de) | 1973-02-08 | 1974-02-05 | N-substituierte Chloracetanilide, Verfahren zu deren Herstellung und Mittel zur Beeinflussung des Pflanzenwachstums |
Country Status (20)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL103793B1 (pl) * | 1976-03-19 | 1979-07-31 | Monsanto Co | Srodek chwastobojczy |
| DE2726253A1 (de) * | 1977-06-10 | 1978-12-21 | Bayer Ag | N-acylmethyl-chloracetanilide, verfahren zu ihrer herstellung sowie ihre verwendung als herbizide |
| DE2825543A1 (de) * | 1978-06-10 | 1979-12-13 | Bayer Ag | N-substituierte halogenacetanilide, verfahren zu ihrer herstellung und ihre verwendung als herbizide |
| HU177876B (en) * | 1979-04-24 | 1982-01-28 | Nitrokemia Ipartelepek | Process for preparing 2,6-dialkyl-n-/alkoxy-methyl/-chloro-acetanilide derivatives |
| US4606759A (en) * | 1980-03-25 | 1986-08-19 | Monsanto Company | Herbicidal 2-haloacetanilides |
| US4731109A (en) * | 1980-03-25 | 1988-03-15 | Monsanto Company | Herbicidal 2-haloacetanilides |
| IL62411A (en) * | 1980-03-25 | 1984-07-31 | Monsanto Co | 2-chloroacetanilides and herbicidal methods and compositions comprising them |
| US4818273A (en) * | 1983-11-14 | 1989-04-04 | The Dow Chemical Company | Substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamides, compositions containing them, and their utility as herbicides |
-
1973
- 1973-02-08 CH CH180073A patent/CH579348A5/xx not_active IP Right Cessation
-
1974
- 1974-01-31 CA CA191,475A patent/CA1049558A/en not_active Expired
- 1974-02-04 IL IL44136A patent/IL44136A/en unknown
- 1974-02-05 DE DE19742405479 patent/DE2405479C2/de not_active Expired
- 1974-02-06 NL NL7401655A patent/NL7401655A/xx not_active Application Discontinuation
- 1974-02-06 HU HUCI001443 patent/HU169034B/hu unknown
- 1974-02-06 DD DD17641274A patent/DD111277A5/xx unknown
- 1974-02-06 BG BG025713A patent/BG20265A3/xx unknown
- 1974-02-06 PH PH15480A patent/PH10605A/en unknown
- 1974-02-06 RO RO7477538A patent/RO72493A/ro unknown
- 1974-02-07 FR FR7404083A patent/FR2216916B1/fr not_active Expired
- 1974-02-07 ZA ZA00740817A patent/ZA74817B/xx unknown
- 1974-02-07 GB GB564074A patent/GB1455474A/en not_active Expired
- 1974-02-07 AT AT96374A patent/AT335220B/de not_active IP Right Cessation
- 1974-02-07 SU SU7401992654A patent/SU579847A3/ru active
- 1974-02-07 PL PL16863674A patent/PL98124B1/pl unknown
- 1974-02-08 BE BE140680A patent/BE810763A/xx not_active IP Right Cessation
- 1974-02-08 JP JP1616274A patent/JPS5736881B2/ja not_active Expired
- 1974-02-08 BR BR92774A patent/BR7400927D0/pt unknown
- 1974-02-08 CS CS91074A patent/CS177162B2/cs unknown
Non-Patent Citations (1)
| Title |
|---|
| NICHTS-ERMITTELT |
Also Published As
| Publication number | Publication date |
|---|---|
| CH579348A5 (enrdf_load_stackoverflow) | 1976-09-15 |
| ZA74817B (en) | 1975-01-29 |
| AT335220B (de) | 1977-02-25 |
| FR2216916A1 (enrdf_load_stackoverflow) | 1974-09-06 |
| BE810763A (fr) | 1974-08-08 |
| JPS5736881B2 (enrdf_load_stackoverflow) | 1982-08-06 |
| DE2405479A1 (de) | 1974-08-15 |
| FR2216916B1 (enrdf_load_stackoverflow) | 1976-11-26 |
| HU169034B (enrdf_load_stackoverflow) | 1976-09-28 |
| GB1455474A (en) | 1976-11-10 |
| IL44136A0 (en) | 1974-05-16 |
| DD111277A5 (enrdf_load_stackoverflow) | 1975-02-12 |
| RO72493A (ro) | 1982-08-17 |
| JPS49109531A (enrdf_load_stackoverflow) | 1974-10-18 |
| ATA96374A (de) | 1976-06-15 |
| BR7400927D0 (pt) | 1974-09-10 |
| BG20265A3 (bg) | 1975-11-05 |
| CS177162B2 (enrdf_load_stackoverflow) | 1977-07-29 |
| CA1049558A (en) | 1979-02-27 |
| PL98124B1 (pl) | 1978-04-29 |
| SU579847A3 (ru) | 1977-11-05 |
| NL7401655A (enrdf_load_stackoverflow) | 1974-08-12 |
| IL44136A (en) | 1976-12-31 |
| PH10605A (en) | 1977-07-15 |
| AU6526374A (en) | 1975-08-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |