CA1071196A - S-(allyloxy)thiocarbamate herbicidal compositions - Google Patents
S-(allyloxy)thiocarbamate herbicidal compositionsInfo
- Publication number
- CA1071196A CA1071196A CA225,347A CA225347A CA1071196A CA 1071196 A CA1071196 A CA 1071196A CA 225347 A CA225347 A CA 225347A CA 1071196 A CA1071196 A CA 1071196A
- Authority
- CA
- Canada
- Prior art keywords
- active compound
- herbicidally active
- sec
- carbon atoms
- allyloxy
- 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
- 230000002363 herbicidal effect Effects 0.000 title abstract description 6
- 239000000203 mixture Substances 0.000 title description 4
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 41
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 18
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 12
- 241000196324 Embryophyta Species 0.000 claims description 8
- RFONJRMUUALMBA-UHFFFAOYSA-N 2-methanidylpropane Chemical group CC(C)[CH2-] RFONJRMUUALMBA-UHFFFAOYSA-N 0.000 claims 14
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 8
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 229940073584 methylene chloride Drugs 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 208000027418 Wounds and injury Diseases 0.000 description 4
- 230000006378 damage Effects 0.000 description 4
- 208000014674 injury Diseases 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 3
- 244000075850 Avena orientalis Species 0.000 description 3
- 235000007319 Avena orientalis Nutrition 0.000 description 3
- 244000058871 Echinochloa crus-galli Species 0.000 description 3
- 239000004009 herbicide Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- LULAYUGMBFYYEX-UHFFFAOYSA-N 3-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 2
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 2
- 244000237956 Amaranthus retroflexus Species 0.000 description 2
- 235000009393 Avena byzantina Nutrition 0.000 description 2
- 244000178993 Brassica juncea Species 0.000 description 2
- 244000152970 Digitaria sanguinalis Species 0.000 description 2
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 2
- 235000015225 Panicum colonum Nutrition 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 235000015422 Rumex crispus ssp. crispus Nutrition 0.000 description 2
- 235000015426 Rumex crispus ssp. fauriei Nutrition 0.000 description 2
- 244000207667 Rumex vesicarius Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- -1 allyloxy thiocarbamate Chemical compound 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 229940001593 sodium carbonate Drugs 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- MFYSUUPKMDJYPF-UHFFFAOYSA-N 2-[(4-methyl-2-nitrophenyl)diazenyl]-3-oxo-n-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC1=CC=C(C)C=C1[N+]([O-])=O MFYSUUPKMDJYPF-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 241000219198 Brassica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000011332 Brassica juncea Nutrition 0.000 description 1
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 1
- 235000014700 Brassica juncea var napiformis Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000219833 Phaseolus Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 229920001213 Polysorbate 20 Polymers 0.000 description 1
- 240000004284 Rumex crispus Species 0.000 description 1
- 235000021501 Rumex crispus Nutrition 0.000 description 1
- 235000005775 Setaria Nutrition 0.000 description 1
- 241000232088 Setaria <nematode> Species 0.000 description 1
- 235000008515 Setaria glauca Nutrition 0.000 description 1
- 235000001155 Setaria leucopila Nutrition 0.000 description 1
- 244000010062 Setaria pumila Species 0.000 description 1
- 229920006328 Styrofoam Polymers 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- GGNALUCSASGNCK-UHFFFAOYSA-N carbon dioxide;propan-2-ol Chemical compound O=C=O.CC(C)O GGNALUCSASGNCK-UHFFFAOYSA-N 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000011086 glassine Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 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
- 230000001590 oxidative effect Effects 0.000 description 1
- 231100000208 phytotoxic Toxicity 0.000 description 1
- 230000000885 phytotoxic effect Effects 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008261 styrofoam Substances 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/20—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
- C07D295/21—Radicals derived from sulfur analogues of carbonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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 |
|---|---|---|---|
| US46610574A | 1974-05-02 | 1974-05-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1071196A true CA1071196A (en) | 1980-02-05 |
Family
ID=23850491
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA225,347A Expired CA1071196A (en) | 1974-05-02 | 1975-04-24 | S-(allyloxy)thiocarbamate herbicidal compositions |
Country Status (19)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119432A (en) * | 1977-05-17 | 1978-10-10 | Stauffer Chemical Company | Herbicidal N-(dialkylcarbamyl)-N-trifluoromethyl-phenylcarbamyl alkyl disulfides |
-
1975
- 1975-04-23 GB GB1679875A patent/GB1460878A/en not_active Expired
- 1975-04-24 CA CA225,347A patent/CA1071196A/en not_active Expired
- 1975-04-25 DE DE19752518544 patent/DE2518544A1/de not_active Withdrawn
- 1975-04-26 JP JP50051252A patent/JPS50145528A/ja active Pending
- 1975-04-28 BR BR3283/75A patent/BR7502586A/pt unknown
- 1975-04-29 PH PH17110A patent/PH10846A/en unknown
- 1975-04-29 CH CH547675A patent/CH609206A5/xx not_active IP Right Cessation
- 1975-04-29 RO RO7582123A patent/RO70642A/ro unknown
- 1975-04-29 FR FR7513364A patent/FR2269303B1/fr not_active Expired
- 1975-04-30 DD DD185800A patent/DD121010A5/xx unknown
- 1975-04-30 CS CS753036A patent/CS203091B2/cs unknown
- 1975-04-30 NZ NZ177375A patent/NZ177375A/xx unknown
- 1975-04-30 IT IT49386/75A patent/IT1050293B/it active
- 1975-04-30 HU HU75SA2786A patent/HU175660B/hu unknown
- 1975-04-30 AR AR258581A patent/AR210260A1/es active
- 1975-05-01 IL IL47216A patent/IL47216A/en unknown
- 1975-05-01 ZA ZA00752833A patent/ZA752833B/xx unknown
- 1975-05-02 NL NL7505234A patent/NL7505234A/xx not_active Application Discontinuation
- 1975-05-02 BE BE7000648A patent/BE828700A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AR210260A1 (es) | 1977-07-15 |
| BR7502586A (pt) | 1976-03-16 |
| FR2269303A1 (enrdf_load_stackoverflow) | 1975-11-28 |
| DE2518544A1 (de) | 1975-11-13 |
| PH10846A (en) | 1977-09-13 |
| ZA752833B (en) | 1976-04-28 |
| DD121010A5 (enrdf_load_stackoverflow) | 1976-07-12 |
| CS203091B2 (en) | 1981-02-27 |
| FR2269303B1 (enrdf_load_stackoverflow) | 1980-02-08 |
| CH609206A5 (en) | 1979-02-28 |
| NL7505234A (nl) | 1975-11-04 |
| IT1050293B (it) | 1981-03-10 |
| AU8029975A (en) | 1976-10-21 |
| BE828700A (nl) | 1975-11-03 |
| IL47216A0 (en) | 1975-07-28 |
| JPS50145528A (enrdf_load_stackoverflow) | 1975-11-21 |
| RO70642A (ro) | 1980-08-15 |
| IL47216A (en) | 1977-10-31 |
| GB1460878A (en) | 1977-01-06 |
| NZ177375A (en) | 1978-04-03 |
| HU175660B (hu) | 1980-09-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |