CA1221379A - Herbicidal 2-haloacetanilides - Google Patents
Herbicidal 2-haloacetanilidesInfo
- Publication number
- CA1221379A CA1221379A CA000373323A CA373323A CA1221379A CA 1221379 A CA1221379 A CA 1221379A CA 000373323 A CA000373323 A CA 000373323A CA 373323 A CA373323 A CA 373323A CA 1221379 A CA1221379 A CA 1221379A
- Authority
- CA
- Canada
- Prior art keywords
- methyl
- compound
- ethyl
- chloroacetanilide
- 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
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- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
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- SPCNPOWOBZQWJK-UHFFFAOYSA-N dimethoxy-(2-propan-2-ylsulfanylethylsulfanyl)-sulfanylidene-$l^{5}-phosphane Chemical compound COP(=S)(OC)SCCSC(C)C SPCNPOWOBZQWJK-UHFFFAOYSA-N 0.000 description 1
- JMGZBMRVDHKMKB-UHFFFAOYSA-L disodium;2-sulfobutanedioate Chemical compound [Na+].[Na+].OS(=O)(=O)C(C([O-])=O)CC([O-])=O JMGZBMRVDHKMKB-UHFFFAOYSA-L 0.000 description 1
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- FBPFZTCFMRRESA-UHFFFAOYSA-N hexane-1,2,3,4,5,6-hexol Chemical compound OCC(O)C(O)C(O)C(O)CO FBPFZTCFMRRESA-UHFFFAOYSA-N 0.000 description 1
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- UUSXSNJAQDJKCG-UHFFFAOYSA-N iodo(methoxy)methane Chemical class COCI UUSXSNJAQDJKCG-UHFFFAOYSA-N 0.000 description 1
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- 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
- 239000003350 kerosene Substances 0.000 description 1
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- XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 description 1
- 239000001115 mace Substances 0.000 description 1
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- VULHYRAYXYTONQ-UHFFFAOYSA-N n-phenylmethanimine Chemical compound C=NC1=CC=CC=C1 VULHYRAYXYTONQ-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- JXTHEWSKYLZVJC-UHFFFAOYSA-N naptalam Chemical compound OC(=O)C1=CC=CC=C1C(=O)NC1=CC=CC2=CC=CC=C12 JXTHEWSKYLZVJC-UHFFFAOYSA-N 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- 150000005181 nitrobenzenes Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- INFDPOAKFNIJBF-UHFFFAOYSA-N paraquat Chemical compound C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 INFDPOAKFNIJBF-UHFFFAOYSA-N 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 230000000885 phytotoxic effect Effects 0.000 description 1
- 235000015108 pies Nutrition 0.000 description 1
- 230000008654 plant damage Effects 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- AUPJTDWZPFFCCP-GMFCBQQYSA-M sodium;2-[methyl-[(z)-octadec-9-enyl]amino]ethanesulfonate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCCN(C)CCS([O-])(=O)=O AUPJTDWZPFFCCP-GMFCBQQYSA-M 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 210000001550 testis Anatomy 0.000 description 1
- 231100000041 toxicology testing Toxicity 0.000 description 1
- 238000005690 transetherification reaction Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000004563 wettable powder 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
- 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
- A01N37/18—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 containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/26—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 containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
Landscapes
- 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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13369580A | 1980-03-25 | 1980-03-25 | |
| US133,695 | 1980-03-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1221379A true CA1221379A (en) | 1987-05-05 |
Family
ID=22459883
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000373323A Expired CA1221379A (en) | 1980-03-25 | 1981-03-18 | Herbicidal 2-haloacetanilides |
Country Status (32)
| Country | Link |
|---|---|
| JP (1) | JPS56145252A (ro) |
| AT (1) | AT374659B (ro) |
| AU (1) | AU536794B2 (ro) |
| BE (1) | BE887995A (ro) |
| BG (1) | BG35893A3 (ro) |
| BR (1) | BR8101604A (ro) |
| CA (1) | CA1221379A (ro) |
| CH (1) | CH645878A5 (ro) |
| CS (1) | CS226729B2 (ro) |
| DD (1) | DD157298A5 (ro) |
| DE (1) | DE3110525C2 (ro) |
| DK (1) | DK120581A (ro) |
| FI (1) | FI73971C (ro) |
| FR (1) | FR2479205A1 (ro) |
| GB (1) | GB2072175B (ro) |
| GR (1) | GR66542B (ro) |
| HU (1) | HU189495B (ro) |
| IE (1) | IE51103B1 (ro) |
| IL (1) | IL62409A (ro) |
| IT (1) | IT1144661B (ro) |
| LU (1) | LU83237A1 (ro) |
| MA (1) | MA19101A1 (ro) |
| NL (1) | NL8101327A (ro) |
| NO (1) | NO151586C (ro) |
| NZ (1) | NZ196540A (ro) |
| PL (1) | PL125377B1 (ro) |
| PT (1) | PT72678B (ro) |
| RO (3) | RO81726A (ro) |
| SE (1) | SE8101729L (ro) |
| TR (1) | TR20885A (ro) |
| ZA (1) | ZA811801B (ro) |
| ZW (1) | ZW5881A1 (ro) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ196544A (en) * | 1980-03-25 | 1983-11-30 | Monsanto Co | 2-haloacetanilides and herbicidal compositions |
| MX6782E (es) * | 1980-03-25 | 1986-07-14 | Monsanto Co | Procedimiento para la preparacion de composiciones herbicidas |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3547620A (en) * | 1969-01-23 | 1970-12-15 | Monsanto Co | N-(oxamethyl)alpha-halo-acetanilide herbicides |
| US4258196A (en) * | 1978-04-17 | 1981-03-24 | Monsanto Company | Process for the production of tertiary 2-haloacetamides |
| NZ196544A (en) * | 1980-03-25 | 1983-11-30 | Monsanto Co | 2-haloacetanilides and herbicidal compositions |
| MX6782E (es) * | 1980-03-25 | 1986-07-14 | Monsanto Co | Procedimiento para la preparacion de composiciones herbicidas |
-
1981
- 1981-03-18 CH CH184881A patent/CH645878A5/de not_active IP Right Cessation
- 1981-03-18 FI FI810833A patent/FI73971C/fi not_active IP Right Cessation
- 1981-03-18 AT AT0126081A patent/AT374659B/de not_active IP Right Cessation
- 1981-03-18 JP JP3807481A patent/JPS56145252A/ja active Pending
- 1981-03-18 LU LU83237A patent/LU83237A1/fr unknown
- 1981-03-18 TR TR20885A patent/TR20885A/xx unknown
- 1981-03-18 ZA ZA00811801A patent/ZA811801B/xx unknown
- 1981-03-18 CA CA000373323A patent/CA1221379A/en not_active Expired
- 1981-03-18 BR BR8101604A patent/BR8101604A/pt unknown
- 1981-03-18 PT PT72678A patent/PT72678B/pt unknown
- 1981-03-18 DE DE3110525A patent/DE3110525C2/de not_active Expired
- 1981-03-18 RO RO81103727A patent/RO81726A/ro unknown
- 1981-03-18 RO RO109605A patent/RO85529B/ro unknown
- 1981-03-18 CS CS811978A patent/CS226729B2/cs unknown
- 1981-03-18 NZ NZ196540A patent/NZ196540A/xx unknown
- 1981-03-18 SE SE8101729A patent/SE8101729L/ not_active Application Discontinuation
- 1981-03-18 BE BE0/204162A patent/BE887995A/fr not_active IP Right Cessation
- 1981-03-18 RO RO109606A patent/RO85530B/ro unknown
- 1981-03-18 GB GB8108376A patent/GB2072175B/en not_active Expired
- 1981-03-18 IT IT8120411A patent/IT1144661B/it active
- 1981-03-18 GR GR64438A patent/GR66542B/el unknown
- 1981-03-18 IE IE594/81A patent/IE51103B1/en unknown
- 1981-03-18 MA MA19307A patent/MA19101A1/fr unknown
- 1981-03-18 NO NO810926A patent/NO151586C/no unknown
- 1981-03-18 HU HU81687A patent/HU189495B/hu unknown
- 1981-03-18 PL PL1981230200A patent/PL125377B1/pl unknown
- 1981-03-18 BG BG8151261A patent/BG35893A3/xx unknown
- 1981-03-18 NL NL8101327A patent/NL8101327A/nl not_active Application Discontinuation
- 1981-03-18 ZW ZW58/81A patent/ZW5881A1/xx unknown
- 1981-03-18 IL IL62409A patent/IL62409A/xx unknown
- 1981-03-18 DD DD81228414A patent/DD157298A5/de unknown
- 1981-03-18 AU AU68483/81A patent/AU536794B2/en not_active Ceased
- 1981-03-18 FR FR8105443A patent/FR2479205A1/fr active Granted
- 1981-03-18 DK DK120581A patent/DK120581A/da not_active Application Discontinuation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry | ||
| MKEX | Expiry |
Effective date: 20040505 |