DE1793756B2 - DIURETHANE - Google Patents
DIURETHANEInfo
- Publication number
- DE1793756B2 DE1793756B2 DE19681793756 DE1793756A DE1793756B2 DE 1793756 B2 DE1793756 B2 DE 1793756B2 DE 19681793756 DE19681793756 DE 19681793756 DE 1793756 A DE1793756 A DE 1793756A DE 1793756 B2 DE1793756 B2 DE 1793756B2
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- phenyl
- carbamate
- carbamoyloxy
- compounds according
- 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.)
- Granted
Links
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
- A01N47/22—O-Aryl or S-Aryl esters 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- 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)
Description
Verbindung link
Name der VerbindungName of the connection
SchmelzpunkteMelting points
F. = 148—1490CMp = 148-149 0 C.
Methyl-N-(3-(N'-(3'-fluor-Methyl-N- (3- (N '- (3'-fluoro-
phenyl)-carbamoyloxy)-phenyl) carbamoyloxy) -
phenyl)-carbamatphenyl) carbamate
Methyl-N-(3-(N'-n-butyl- F. = 105—1060C N'-(3'-methylphenyl)-Methyl-N- (3- (N'-n-butyl- F. = 105-106 0 C N '- (3'-methylphenyl) -
carbamoyloxy)-phenyl)-carbamoyloxy) -phenyl) -
carbamatcarbamate
Die bisher nicht bekannten Verbindungen können beispielsweise durch Umsetzung von entsprechenden N-Hydroxphenylurethanen mit entsprechenden Isocyanaten oder Carbamidsäurechloriden in an sich bekannter Weise hergestellt werden.The previously unknown compounds can, for example, by reacting appropriate N-Hydroxphenylurethanen with corresponding isocyanates or carbamic acid chlorides per se be produced in a known manner.
Im Gewächshausversuch wurden die in der Tabelle aufgeführten Pflanzenarten im Nachauflaufverfahren mit den erfindungsgemäßen VerbindungenIn the greenhouse test, the plant species listed in the table were post-emergence with the compounds according to the invention
(1) Methyl-N-(3-(N'-(3'-fluorphenyl)-carbamoyloxy)-phenyl)-carbamat (1) Methyl N- [3- (N '- (3'-fluorophenyl) -carbamoyloxy) -phenyl) -carbamate
(2) Methyl-N-(3-(N'-n-butyl-N'-(3'-methyI-phenyl)-carbamoyloxy)-phenyl)-carbamat (2) Methyl N- [3- (N'-n-butyl-N '- (3'-methyl-phenyl) -carbamoyloxy) -phenyl) -carbamate
sowie den Vergleichsmittelnas well as the comparison means
(3) Methyl-N-(3-(N'-(3'-methylphenyl)-carbamoyloxy)-phenyl)-carbamat (3) methyl N- [3- (N '- (3'-methylphenyl) carbamoyloxy) phenyl) carbamate
4545
(4) Isopropyl-N-(3-chlorphenyl)-carbamat(4) Isopropyl N- (3-chlorophenyl) carbamate
(5) Methyl-N-(3-methylcarbamoyloxyphenyl)-carbamat (5) methyl N- (3-methylcarbamoyloxyphenyl) carbamate
(6) MethyI-N-methyl-N-(3-(N'-me.thyl-N'-(3'-methylphenyl)-carbamoyloxy)-phenyl)-carbamat (6) Methyl-N-methyl-N- (3- (N'-methyl-N '- (3'-methylphenyl) -carbamoyloxy) -phenyl) -carbamate
in einer Aufwandmenge von 3 kg Wirkstoff/ha behandelt. treated at an application rate of 3 kg active ingredient / ha.
Die Mittel wurden als Emulsionen in 500 Liter Wasser je Hektar ausgebracht. Zwei Wochen nach der Behandlung erfolgte die Auswertung durch Bonitur entsprechend einer Bewertungsskala von 0 = »total vernichtet« bis 10 ■-= »nicht geschädigt«.The agents were applied as emulsions in 500 liters of water per hectare. Two weeks after the treatment was evaluated by scoring according to a rating scale of 0 = »total destroyed «up to 10 ■ - =» not damaged «.
Die erhaltenen Befunde zeigen deutlich die wesentlieh bessere Selektivität der erfindungsgemäßen Verbindungen gegenüber den wichtigen Kulturpflanzen Mais, Weizen und Gerste bei ausgezeichneter Unkrautwirkung im Vergleich zu den bekannten MittelnThe results obtained clearly show the essentials better selectivity of the compounds according to the invention with respect to the important crop plants Maize, wheat and barley with excellent weed effects compared to the known agents
3 -^ 43 - ^ 4
Verbindungs-Nr. (1) (2) (3) (4) (5) (6) unbe-Connection no. (1) (2) (3) (4) (5) (6) unrelated
handeltacts
Claims (2)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19681793756 DE1793756B2 (en) | 1968-06-20 | 1968-06-20 | DIURETHANE |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19681793756 DE1793756B2 (en) | 1968-06-20 | 1968-06-20 | DIURETHANE |
Publications (3)
Publication Number | Publication Date |
---|---|
DE1793756A1 DE1793756A1 (en) | 1973-05-24 |
DE1793756B2 true DE1793756B2 (en) | 1976-12-16 |
DE1793756C3 DE1793756C3 (en) | 1978-05-18 |
Family
ID=5707796
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19681793756 Granted DE1793756B2 (en) | 1968-06-20 | 1968-06-20 | DIURETHANE |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE1793756B2 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2413933A1 (en) * | 1974-03-20 | 1975-09-25 | Schering Ag | DIURETHANE WITH SELECTIVE HERBICIDAL EFFECT |
-
1968
- 1968-06-20 DE DE19681793756 patent/DE1793756B2/en active Granted
Also Published As
Publication number | Publication date |
---|---|
DE1793756C3 (en) | 1978-05-18 |
DE1793756A1 (en) | 1973-05-24 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C3 | Grant after two publication steps (3rd publication) |