CA1221378A - Herbicidal 2-haloacetanilides - Google Patents
Herbicidal 2-haloacetanilidesInfo
- Publication number
- CA1221378A CA1221378A CA000373315A CA373315A CA1221378A CA 1221378 A CA1221378 A CA 1221378A CA 000373315 A CA000373315 A CA 000373315A CA 373315 A CA373315 A CA 373315A CA 1221378 A CA1221378 A CA 1221378A
- Authority
- CA
- Canada
- Prior art keywords
- compound
- ethyl
- methyl
- chloroacetanilide
- isobutyl
- 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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- -1 alkyl radical Chemical class 0.000 claims description 35
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 28
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 22
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 8
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- ZHTRIHHOIODBFA-UHFFFAOYSA-N n-(2-butoxy-6-propan-2-ylphenyl)-2-chloroacetamide Chemical compound CCCCOC1=CC=CC(C(C)C)=C1NC(=O)CCl ZHTRIHHOIODBFA-UHFFFAOYSA-N 0.000 description 1
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- VULHYRAYXYTONQ-UHFFFAOYSA-N n-phenylmethanimine Chemical group C=NC1=CC=CC=C1 VULHYRAYXYTONQ-UHFFFAOYSA-N 0.000 description 1
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- XITQUSLLOSKDTB-UHFFFAOYSA-N nitrofen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C(Cl)C=C1Cl XITQUSLLOSKDTB-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
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- 229960001027 opium Drugs 0.000 description 1
- 239000003960 organic solvent Substances 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
- 239000008188 pellet Substances 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000008654 plant damage Effects 0.000 description 1
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- 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
- 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
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 1
- WJNRPILHGGKWCK-UHFFFAOYSA-N propazine Chemical compound CC(C)NC1=NC(Cl)=NC(NC(C)C)=N1 WJNRPILHGGKWCK-UHFFFAOYSA-N 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
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- 230000036186 satiety Effects 0.000 description 1
- 235000019627 satiety Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 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
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 239000002426 superphosphate Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000002344 surface layer Substances 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
- 210000000515 tooth Anatomy 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 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
- 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 |
|---|---|---|---|
| US13369680A | 1980-03-25 | 1980-03-25 | |
| US133,696 | 1993-10-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1221378A true CA1221378A (en) | 1987-05-05 |
Family
ID=22459887
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000373315A Expired CA1221378A (en) | 1980-03-25 | 1981-03-18 | Herbicidal 2-haloacetanilides |
Country Status (33)
| Country | Link |
|---|---|
| JP (1) | JPS56145253A (el) |
| AT (1) | AT376871B (el) |
| AU (1) | AU537090B2 (el) |
| BE (1) | BE887996A (el) |
| BG (1) | BG36193A3 (el) |
| BR (1) | BR8101598A (el) |
| CA (1) | CA1221378A (el) |
| CH (1) | CH644584A5 (el) |
| CS (1) | CS226730B2 (el) |
| DD (1) | DD158201A5 (el) |
| DE (1) | DE3110451C2 (el) |
| DK (1) | DK120881A (el) |
| FR (1) | FR2479201B1 (el) |
| GB (1) | GB2072176B (el) |
| GR (1) | GR74140B (el) |
| HU (1) | HU189498B (el) |
| IL (1) | IL62412A (el) |
| IT (1) | IT1144662B (el) |
| KE (1) | KE3479A (el) |
| LU (1) | LU83236A1 (el) |
| MA (1) | MA19102A1 (el) |
| MW (1) | MW1081A1 (el) |
| MX (1) | MX6782E (el) |
| NL (1) | NL8101323A (el) |
| NZ (1) | NZ196543A (el) |
| OA (1) | OA06770A (el) |
| PH (1) | PH17172A (el) |
| PL (1) | PL125385B1 (el) |
| PT (1) | PT72679B (el) |
| RO (2) | RO85828B (el) |
| SE (1) | SE8101730L (el) |
| SG (1) | SG84484G (el) |
| ZA (1) | ZA811802B (el) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3110525C2 (de) * | 1980-03-25 | 1986-10-30 | Monsanto Co., St. Louis, Mo. | 2-Chloracetanilide und sie enthaltende Herbizide |
| EG14796A (en) * | 1980-03-25 | 1985-03-31 | Monsanto Co | Herbicidal 2-haloacetanilides |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3442945A (en) * | 1967-05-22 | 1969-05-06 | Monsanto Co | Phytotoxic alpha-halo-acetanilides |
| 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 |
| DE3110525C2 (de) * | 1980-03-25 | 1986-10-30 | Monsanto Co., St. Louis, Mo. | 2-Chloracetanilide und sie enthaltende Herbizide |
| EG14796A (en) * | 1980-03-25 | 1985-03-31 | Monsanto Co | Herbicidal 2-haloacetanilides |
-
1981
- 1981-03-18 GB GB8108377A patent/GB2072176B/en not_active Expired
- 1981-03-18 RO RO110452A patent/RO85828B/ro unknown
- 1981-03-18 NZ NZ196543A patent/NZ196543A/en unknown
- 1981-03-18 LU LU83236A patent/LU83236A1/fr unknown
- 1981-03-18 MA MA19308A patent/MA19102A1/fr unknown
- 1981-03-18 AU AU68484/81A patent/AU537090B2/en not_active Ceased
- 1981-03-18 SE SE8101730A patent/SE8101730L/ not_active Application Discontinuation
- 1981-03-18 IT IT20412/81A patent/IT1144662B/it active
- 1981-03-18 PL PL1981230201A patent/PL125385B1/pl unknown
- 1981-03-18 DD DD81228416A patent/DD158201A5/de unknown
- 1981-03-18 BR BR8101598A patent/BR8101598A/pt unknown
- 1981-03-18 BE BE0/204163A patent/BE887996A/fr not_active IP Right Cessation
- 1981-03-18 CS CS811979A patent/CS226730B2/cs unknown
- 1981-03-18 ZA ZA00811802A patent/ZA811802B/xx unknown
- 1981-03-18 IL IL62412A patent/IL62412A/xx unknown
- 1981-03-18 JP JP3807581A patent/JPS56145253A/ja active Pending
- 1981-03-18 OA OA57356A patent/OA06770A/xx unknown
- 1981-03-18 BG BG051262A patent/BG36193A3/xx unknown
- 1981-03-18 GR GR64436A patent/GR74140B/el unknown
- 1981-03-18 MX MX819354U patent/MX6782E/es unknown
- 1981-03-18 DE DE3110451A patent/DE3110451C2/de not_active Expired
- 1981-03-18 CH CH184981A patent/CH644584A5/de not_active IP Right Cessation
- 1981-03-18 AT AT0125981A patent/AT376871B/de not_active IP Right Cessation
- 1981-03-18 PT PT72679A patent/PT72679B/pt unknown
- 1981-03-18 FR FR8105439A patent/FR2479201B1/fr not_active Expired
- 1981-03-18 RO RO81103732A patent/RO81729A/ro unknown
- 1981-03-18 PH PH25379A patent/PH17172A/en unknown
- 1981-03-18 DK DK120881A patent/DK120881A/da not_active Application Discontinuation
- 1981-03-18 NL NL8101323A patent/NL8101323A/nl not_active Application Discontinuation
- 1981-03-18 HU HU81688A patent/HU189498B/hu unknown
- 1981-03-18 MW MW10/81A patent/MW1081A1/xx unknown
- 1981-03-18 CA CA000373315A patent/CA1221378A/en not_active Expired
-
1984
- 1984-11-21 KE KE3479A patent/KE3479A/xx unknown
- 1984-11-26 SG SG844/84A patent/SG84484G/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry | ||
| MKEX | Expiry |
Effective date: 20040505 |