JPS6124361B2 - - Google Patents
Info
- Publication number
- JPS6124361B2 JPS6124361B2 JP50034586A JP3458675A JPS6124361B2 JP S6124361 B2 JPS6124361 B2 JP S6124361B2 JP 50034586 A JP50034586 A JP 50034586A JP 3458675 A JP3458675 A JP 3458675A JP S6124361 B2 JPS6124361 B2 JP S6124361B2
- Authority
- JP
- Japan
- Prior art keywords
- compounds
- compound
- carrier
- weight
- barley
- 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
- 150000001875 compounds Chemical class 0.000 claims description 29
- 235000007320 Avena fatua Nutrition 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 13
- 230000002363 herbicidal effect Effects 0.000 claims description 12
- 244000075850 Avena orientalis Species 0.000 claims description 10
- 235000005373 Uvularia sessilifolia Nutrition 0.000 claims description 10
- 235000013339 cereals Nutrition 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
- 229910052731 fluorine Chemical group 0.000 claims description 5
- 239000011737 fluorine Chemical group 0.000 claims description 5
- 239000004094 surface-active agent Substances 0.000 claims description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 241000209219 Hordeum Species 0.000 description 10
- 235000007340 Hordeum vulgare Nutrition 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 231100000614 poison Toxicity 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 241000209764 Avena fatua Species 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- -1 sulfuric acid Chemical class 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 235000004535 Avena sterilis Nutrition 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002574 poison Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 231100000674 Phytotoxicity Toxicity 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000004009 herbicide Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007096 poisonous effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000004546 suspension concentrate Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- QRANPOAGRHSSMN-UHFFFAOYSA-N 2-chloroethyl 2-(N-benzoyl-3,4-dichloroanilino)propanoate Chemical compound C(C1=CC=CC=C1)(=O)N(C(C(=O)OCCCl)C)C1=CC(=C(C=C1)Cl)Cl QRANPOAGRHSSMN-UHFFFAOYSA-N 0.000 description 1
- FYTQLMHHVHDTRJ-UHFFFAOYSA-N 2-chloroethyl 2-(N-benzoyl-3-chloro-4-fluoroanilino)propanoate Chemical compound C(C1=CC=CC=C1)(=O)N(C(C(=O)OCCCl)C)C1=CC(=C(C=C1)F)Cl FYTQLMHHVHDTRJ-UHFFFAOYSA-N 0.000 description 1
- UKDPYBMPYKTMND-UHFFFAOYSA-N 2-chloroethyl 2-(N-benzoyl-4-fluoroanilino)propanoate Chemical compound C(C1=CC=CC=C1)(=O)N(C(C(=O)OCCCl)C)C1=CC=C(C=C1)F UKDPYBMPYKTMND-UHFFFAOYSA-N 0.000 description 1
- 241000209761 Avena Species 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- YQVMVCCFZCMYQB-UHFFFAOYSA-N Flamprop Chemical compound C=1C=C(F)C(Cl)=CC=1N(C(C)C(O)=O)C(=O)C1=CC=CC=C1 YQVMVCCFZCMYQB-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- KTYVHLCLTPLSGC-UHFFFAOYSA-N amino propanoate Chemical compound CCC(=O)ON KTYVHLCLTPLSGC-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000006480 benzoylation reaction Methods 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002361 compost Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000008268 mayonnaise Substances 0.000 description 1
- 235000010746 mayonnaise Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 231100000208 phytotoxic Toxicity 0.000 description 1
- 230000000885 phytotoxic effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- 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 |
|---|---|---|---|
| GB13088/74A GB1498411A (en) | 1974-03-25 | 1974-03-25 | 2-haloalkyl-aminopropionates and their use as selective herbicides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS50160234A JPS50160234A (US20100268047A1-20101021-C00003.png) | 1975-12-25 |
| JPS6124361B2 true JPS6124361B2 (US20100268047A1-20101021-C00003.png) | 1986-06-10 |
Family
ID=10016622
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50034586A Expired JPS6124361B2 (US20100268047A1-20101021-C00003.png) | 1974-03-25 | 1975-03-24 |
Country Status (13)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63172770U (US20100268047A1-20101021-C00003.png) * | 1987-04-30 | 1988-11-09 |
-
1974
- 1974-03-25 GB GB13088/74A patent/GB1498411A/en not_active Expired
-
1975
- 1975-03-04 CA CA221,216A patent/CA1052386A/en not_active Expired
- 1975-03-21 IT IT21527/75A patent/IT1049376B/it active
- 1975-03-24 DD DD184991A patent/DD117333A5/xx unknown
- 1975-03-24 BE BE1006552A patent/BE827046A/xx not_active IP Right Cessation
- 1975-03-24 HU HU75SE00001774A patent/HU172883B/hu not_active IP Right Cessation
- 1975-03-24 ES ES435952A patent/ES435952A1/es not_active Expired
- 1975-03-24 JP JP50034586A patent/JPS6124361B2/ja not_active Expired
- 1975-03-24 DE DE2512940A patent/DE2512940C2/de not_active Expired
- 1975-03-24 CH CH375175A patent/CH616653A5/de not_active IP Right Cessation
- 1975-03-24 IL IL46907A patent/IL46907A/xx unknown
- 1975-03-24 FR FR7509085A patent/FR2265728B1/fr not_active Expired
- 1975-03-24 NL NLAANVRAGE7503464,A patent/NL181163C/xx not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63172770U (US20100268047A1-20101021-C00003.png) * | 1987-04-30 | 1988-11-09 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1052386A (en) | 1979-04-10 |
| JPS50160234A (US20100268047A1-20101021-C00003.png) | 1975-12-25 |
| NL181163C (nl) | 1987-07-01 |
| AU7943175A (en) | 1976-09-30 |
| CH616653A5 (en) | 1980-04-15 |
| FR2265728A1 (US20100268047A1-20101021-C00003.png) | 1975-10-24 |
| IL46907A0 (en) | 1975-05-22 |
| ES435952A1 (es) | 1976-12-16 |
| NL7503464A (nl) | 1975-09-29 |
| DE2512940A1 (de) | 1975-10-09 |
| FR2265728B1 (US20100268047A1-20101021-C00003.png) | 1977-04-15 |
| DE2512940C2 (de) | 1984-04-19 |
| DD117333A5 (US20100268047A1-20101021-C00003.png) | 1976-01-12 |
| GB1498411A (en) | 1978-01-18 |
| HU172883B (hu) | 1978-12-28 |
| IL46907A (en) | 1978-03-10 |
| NL181163B (nl) | 1987-02-02 |
| BE827046A (nl) | 1975-09-24 |
| IT1049376B (it) | 1981-01-20 |
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