DE1567204B1 - Chlorbenzyl-N-methylcarbamate und diese enthaltende Herbizide - Google Patents
Chlorbenzyl-N-methylcarbamate und diese enthaltende HerbizideInfo
- Publication number
- DE1567204B1 DE1567204B1 DE19641567204 DE1567204A DE1567204B1 DE 1567204 B1 DE1567204 B1 DE 1567204B1 DE 19641567204 DE19641567204 DE 19641567204 DE 1567204 A DE1567204 A DE 1567204A DE 1567204 B1 DE1567204 B1 DE 1567204B1
- Authority
- DE
- Germany
- Prior art keywords
- plants
- grass
- test
- methylcarbamate
- chlorobenzyl
- 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.)
- Pending
Links
- 239000004009 herbicide Substances 0.000 title claims description 18
- WWIBPVJBHARRKA-UHFFFAOYSA-N [chloro(phenyl)methyl]-methylcarbamic acid Chemical compound CN(C(C1=CC=CC=C1)Cl)C(=O)O WWIBPVJBHARRKA-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 28
- 230000002363 herbicidal effect Effects 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 241000196324 Embryophyta Species 0.000 description 29
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 17
- 230000006378 damage Effects 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
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- 238000006243 chemical reaction Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- 235000019441 ethanol Nutrition 0.000 description 8
- 239000002689 soil Substances 0.000 description 8
- DSVOTYIOPGIVPP-UHFFFAOYSA-N (3,4-dichlorophenyl)methyl n-methylcarbamate Chemical compound CNC(=O)OCC1=CC=C(Cl)C(Cl)=C1 DSVOTYIOPGIVPP-UHFFFAOYSA-N 0.000 description 7
- 241000219198 Brassica Species 0.000 description 7
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- 238000009472 formulation Methods 0.000 description 7
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- -1 aromatic sodium sulfonates Chemical class 0.000 description 6
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 6
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- 239000003054 catalyst Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000010931 gold Substances 0.000 description 3
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- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 3
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- GQIZZHZQNGCZJU-UHFFFAOYSA-N (4-chlorophenyl)methyl-methylcarbamic acid Chemical compound CN(Cc1ccc(Cl)cc1)C(O)=O GQIZZHZQNGCZJU-UHFFFAOYSA-N 0.000 description 2
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- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methyl urea Chemical compound CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 description 2
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- 240000003768 Solanum lycopersicum Species 0.000 description 2
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- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
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- 238000007086 side reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000002426 superphosphate Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 238000009736 wetting Methods 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (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 (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26987463A | 1963-04-02 | 1963-04-02 | |
| US457189A US3399048A (en) | 1963-04-02 | 1965-05-19 | Substituted benzyl nu-methylcarbamates as herbicides |
| US487570A US3399228A (en) | 1963-04-02 | 1965-09-15 | 3, 4-dichlorobenzyl nu-methylcarbamate herbicide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1567204B1 true DE1567204B1 (de) | 1971-10-14 |
Family
ID=27402235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19641567204 Pending DE1567204B1 (de) | 1963-04-02 | 1964-03-06 | Chlorbenzyl-N-methylcarbamate und diese enthaltende Herbizide |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US3399048A (en, 2012) |
| BE (1) | BE645752A (en, 2012) |
| BR (1) | BR6457835D0 (en, 2012) |
| CH (1) | CH418056A (en, 2012) |
| DE (1) | DE1567204B1 (en, 2012) |
| FR (1) | FR1397525A (en, 2012) |
| GB (1) | GB1055721A (en, 2012) |
| NL (1) | NL6403519A (en, 2012) |
| SE (1) | SE331214B (en, 2012) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3340294A (en) * | 1965-05-10 | 1967-09-05 | Velsicol Chemical Corp | N-substituted and unsubstituted alkyl and alkenyl-2-dimethylamino-benzhydrylcarbamates |
| US4106924A (en) * | 1966-05-20 | 1978-08-15 | Ici Australia Limited | Pesticidal compositions |
| USRE28496E (en) * | 1968-04-08 | 1975-07-29 | Cinnamyl carbamates | |
| US4303793A (en) * | 1979-03-12 | 1981-12-01 | Ppg Industries, Inc. | Aqueous carbamate dispersions |
| US4358606A (en) * | 1981-06-19 | 1982-11-09 | Zoecon Corporation | Esters of phenalkyloxycarbonylamino acids |
| US4390710A (en) * | 1981-10-19 | 1983-06-28 | Ppg Industries, Inc. | Catalyst system for manufacturing p-chlorophenyl-N-methyl carbamate |
| IT1201113B (it) * | 1986-01-10 | 1989-01-27 | Fmc Corp | Composti erbicidi |
| US4846882A (en) * | 1986-01-10 | 1989-07-11 | Fmc Corporation | Herbicidal aryl tetrahydrophthalimides |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1028986B (de) * | 1956-01-17 | 1958-04-30 | Hoechst Ag | Verfahren zur Herstellung von neuen Harnstoffderivaten |
| US2933383A (en) * | 1956-11-23 | 1960-04-19 | Union Carbide Corp | Method of combating weeds using nu-substituted carbamates of 2, 4, 5-trichloro, 6-nitro phenol |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE531554A (en, 2012) * | 1953-09-02 | |||
| GB886425A (en) * | 1957-05-06 | 1962-01-10 | Monsanto Chemicals | Herbicidal compositions and benzyl and substituted benzyl mono- and di-thiocarbamates for use therein |
| US2992091A (en) * | 1957-05-06 | 1961-07-11 | Monsanto Chemicals | Method of controlling undesirable vegetation |
| US3046302A (en) * | 1959-08-28 | 1962-07-24 | Dow Chemical Co | Methylcarbamates |
| US3098001A (en) * | 1959-12-28 | 1963-07-16 | Schering Ag | Acaricide agent |
| US3328154A (en) * | 1960-09-12 | 1967-06-27 | Monsanto Co | Destroying undesired vegetation with halobenzylcarbamates |
| US3313700A (en) * | 1962-07-18 | 1967-04-11 | Armour Pharmacentical Company | Method of treating the central nervous system with substituted phenethyl carbamates and compositions therefor |
| US3284482A (en) * | 1962-07-30 | 1966-11-08 | Monsanto Co | Chlorobenzyl carbazates |
| US3238036A (en) * | 1963-04-02 | 1966-03-01 | Union Carbide Corp | Method of inhibiting plant growth with cyclohexenyl carbamates |
-
1964
- 1964-03-06 DE DE19641567204 patent/DE1567204B1/de active Pending
- 1964-03-16 GB GB10939/64A patent/GB1055721A/en not_active Expired
- 1964-03-24 BR BR157835/64A patent/BR6457835D0/pt unknown
- 1964-03-26 BE BE645752D patent/BE645752A/xx unknown
- 1964-03-31 FR FR969239A patent/FR1397525A/fr not_active Expired
- 1964-04-01 SE SE03991/64A patent/SE331214B/xx unknown
- 1964-04-02 CH CH416364A patent/CH418056A/fr unknown
- 1964-04-02 NL NL6403519A patent/NL6403519A/xx unknown
-
1965
- 1965-05-19 US US457189A patent/US3399048A/en not_active Expired - Lifetime
- 1965-09-15 US US487570A patent/US3399228A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1028986B (de) * | 1956-01-17 | 1958-04-30 | Hoechst Ag | Verfahren zur Herstellung von neuen Harnstoffderivaten |
| US2933383A (en) * | 1956-11-23 | 1960-04-19 | Union Carbide Corp | Method of combating weeds using nu-substituted carbamates of 2, 4, 5-trichloro, 6-nitro phenol |
Also Published As
| Publication number | Publication date |
|---|---|
| BR6457835D0 (pt) | 1973-09-20 |
| FR1397525A (fr) | 1965-04-30 |
| BE645752A (en, 2012) | 1964-07-16 |
| CH418056A (fr) | 1966-07-31 |
| US3399228A (en) | 1968-08-27 |
| GB1055721A (en) | 1967-01-18 |
| SE331214B (en, 2012) | 1970-12-14 |
| NL6403519A (en, 2012) | 1964-10-05 |
| US3399048A (en) | 1968-08-27 |
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