DE2139755A1 - Fungicidal seed dressings - contg benzimidazole-2-carbamate esters - Google Patents

Fungicidal seed dressings - contg benzimidazole-2-carbamate esters

Info

Publication number
DE2139755A1
DE2139755A1 DE19712139755 DE2139755A DE2139755A1 DE 2139755 A1 DE2139755 A1 DE 2139755A1 DE 19712139755 DE19712139755 DE 19712139755 DE 2139755 A DE2139755 A DE 2139755A DE 2139755 A1 DE2139755 A1 DE 2139755A1
Authority
DE
Germany
Prior art keywords
benzimidazole
contg
seed dressings
carbamate esters
seed dressing
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
Application number
DE19712139755
Other languages
German (de)
Inventor
Rolf Dr Ing Tropitzsch
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CHEM FAB MARKTREDWITZ AG
Original Assignee
CHEM FAB MARKTREDWITZ AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by CHEM FAB MARKTREDWITZ AG filed Critical CHEM FAB MARKTREDWITZ AG
Priority to DE19712139755 priority Critical patent/DE2139755A1/en
Priority to CH1112172A priority patent/CH570761A5/xx
Publication of DE2139755A1 publication Critical patent/DE2139755A1/en
Pending legal-status Critical Current

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
    • A01N47/18—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, directly attached to a heterocyclic or cycloaliphatic 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
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; 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)

Abstract

Seed dressing, for the control of various fungal diseases in cereals and other seed, contains a cpd. of formula: (where X is H, CONHR2 or COOR2; R1 and R2 are alkyl), and opt. fungicides, e.g., hexachlorobenzene, pentachloronitrobenzene, maneb or zineb, and/or insecticides, e.g., hexachlorocyclohexane.

Description

" Saatgutbeizmittel " Die Erfindung betrifft ein Saatgutbeizmittel zur Anwendung sowohl zur Trocken-, als auch zur Feuchtbeize zur Bekämpfung verschiedener pilzlicher Krankheiten. "Seed dressing" The invention relates to a seed dressing for use both for dry and wet dressing to combat various fungal diseases.

Bislang am verbreitetsten sind d-ie verschiedensten, insbesondere organischen Quecksilberverbindungen, die wegen ihrer besonders großen Breitenwirkung alle wesentlichen am Getreide vorkommenden Schadpilze erfassen, worunter Roggen, Weizen, Gerate, Hafer, aber auch Mais und dgl. zu verstehen sind. Ebenso bekannt ist die hohe Toxizität dieser Verbindungen gegen-Aber Warmblütlern. Es ist andererseits bekannt, daß verschiedene Benzimidazole eine starke Wirkung gegen Fusaium nivale aufweisen. Hierzu kommen insbesondere in Betracht: 2-Furylbenzimidazol 2- (a- (N-Methyl-pyrryl) )-benzimidazol 2- (a-Thienyl )-benzimidazol Die Breitenwirkung dieser Mittel entspricht aber nicht derjenigen der Quecksilbeverbindungen. Die Tatsache, daß Benzimidazole in einer Teilchengröße unterhalb 5 mikron als Blattherbizide angewendet werden, läßt noch nicht auf eine umfassendere Eignung als Saatgutbeizmittel schließen.The most widespread so far are the most diverse, in particular organic mercury compounds because of their particularly wide-ranging effect record all major harmful fungi occurring on grain, including rye, Wheat, equipment, oats, but also corn and the like. Are to be understood. Also known is the high toxicity of these compounds against-But warm-blooded animals. It is on the other hand known that various benzimidazoles have a strong effect against Fusaium nivale exhibit. This comes in particular into consideration: 2-furylbenzimidazole 2- (a- (N-Methyl-pyrryl)) -benzimidazole 2- (a-Thienyl) -benzimidazole The broad effect but this agent does not correspond to that of the mercury compounds. The fact, that benzimidazoles used in a particle size below 5 microns as foliar herbicides does not yet suggest a more comprehensive suitability as a seed dressing agent.

Es wurde nun gefunden, daß Benzimidazole der allgemeinen Formel wobei R1 und R2 einen Alkylrest und X Wasserstoff oder eine der Gruppen bedeuten, eine außerordentlich starke Wirksamkeit gegen eine Reihe von schädlichen Pilzen aufweisen.It has now been found that benzimidazoles of the general formula where R1 and R2 are an alkyl radical and X is hydrogen or one of the groups mean that they are extremely effective against a number of harmful fungi.

Die Anwendbarkeit erstreckt sich nicht nur gegen Fusarium nivale, sondern auch gegen den Flugbrand bei Hafer, gegen den Steinbrand bei Weizen, gegen die Streifenkrankheit bei Gerste, gegen den Flugbrand bei Gerste und Weizen usf. Es hat sich gezeigt, daß ein solches Saatgutbeizmittel mit Erfolg auch bei anderem Saatgut, z.B. Elee- und Grassaaten anwendbar ist. Die fungizide Wirkung der Benzimidazole, bei denen in 2-Stellung eine Carbaminsäurealkylgruppe und in 1-Stellung ein Wasserstoffatom, eine Alkylcarbamoylgruppe oder eine Carbonsäurealkylestergruppe vorhanden ist, war aus nicht herzuleiten.The applicability extends not only against Fusarium nivale, but also against the blight of oats, against the stone blight of wheat, against the streak disease in barley, against the blight of barley and wheat, etc. It has been shown that such a seed dressing agent with success can also be used for other seeds, such as elea and grass seeds. The fungicidal effect of the benzimidazoles in which a carbamic acid alkyl group is present in the 2-position and a hydrogen atom, an alkylcarbamoyl group or a carboxylic acid alkyl ester group is present in the 1-position, was no not inferred.

Die folgenden Beispiele lassen die Wirksamkeit des erfindungsgemäßen Saatgutbeizmittels erkennen. Beispiel 1 Wirkung gegen Schneeschimmel an Roggen (Fusarium nivale) Versuchsmethode nach "Richtlinien für die amtliche Prüfung von Pflanzenschutzmitteln" 4-1.1- Gewächshausversuche - 4 Wiederholungen Wirkstoff bzw. Wirkstoffgeh. Aufwand- Wirkst. pro Relativer Vergleichsmittel des Mittels menge des 100 kg Saat- Befall im Mittels gut Durchschn.The following examples demonstrate the effectiveness of the invention Recognize seed dressing agent. Example 1 Action against snow mold on rye (Fusarium nivale) test method according to "guidelines for official testing of pesticides "4-1.1 greenhouse experiments - 4 repetitions of active ingredient or active ingredient Effort-Act. per relative comparative mean of the mean amount of the 100 kg seed infestation on average good average.

Benzimidazol-2-carb- 5,0 Gew. % 200 g/100 kg 10 g 0 aminsäuremethylester " 2,5 Gew. % 200g/100 kg 5 g 0 1-Methylcarbamoylbenzimidazol-2-carbaminsäuremethylester 5,0 " " 200g/100 kg 10 g 0 " 2,5 " " 200g/100 kg 5 g 0 2-Furylbenzimidazol 3,0 " " 200g/100 kg 6 kg 0 Kupferoxychlorid Oxychinolin # 20,0 " " 200 g/100 kg 40 g 0 PCNB Trockenbeize mit org.Benzimidazole-2-carb- 5.0% by weight 200 g / 100 kg 10 g of 0 amic acid methyl ester "2.5% by weight 200 g / 100 kg 5 g of 0 1-methylcarbamoylbenzimidazole-2-carbamic acid methyl ester 5.0""200 g / 100 kg 10 g 0 "2.5""200 g / 100 kg 5 g 0 2-furylbenzimidazole 3.0""200 g / 100 kg 6 kg 0 Copper oxychloride Oxyquinoline # 20.0 "" 200 g / 100 kg 40 g 0 PCNB Dry stain with org.

Hg-Verbindung 2,3 " " 200g/100 kg 4,6 g 10 Unbehandelte Kontrolle Beispiel 2 Wirkung gegen Flugbrand an Hafer (Ustilago avenae) Versuchsmethode nach "Richtlinien für die amtliche Prüfung von Pflanzenschutzmittlen" 4-1.1 - Freilandversuche - 4 Widerholungen.Hg compound 2.3 "" 200g / 100 kg 4.6 g 10 Untreated control example 2 Action against blight on oats (Ustilago avenae) Test method according to "guidelines for the official testing of plant protection products "4-1.1 - Field tests - 4 Repetitions.

Saatgut künstlichen infiziert nach der von Thiede weiterentwickelten Infektionsmethode nach Zade.Seed artificially infected after that developed further by Thiede Zade infection method.

Wirkstoff bzw. Wirkstoffgeh. Aufwand- Wirkstoff pro Relativer Befall Vergleichsmittel des Mittels menge des 100 kg Saatgut im Durchschn.Active ingredient or active ingredient Effort- active ingredient per relative infestation Comparative mean of the mean amount of the 100 kg seed in avg.

Benzimidazol-2-carbaminsäuremethylester 20 Gew. % 300g/100 kg 60 g 0,7 1-Methylcarbamoylbenzimidazol-2-carbaminsäuremethylester 20 " " 300g/100 kg 60 g 0,7 2-Furylbenzimidazol 3 " " 300g/100 kg 9 g 84 Kupferoxychlorid Oxychinolin # 20 " " 300g/100 kg 60 g 80 PCNB Trockenbeize mit org.Benzimidazole-2-carbamic acid methyl ester 20% by weight 300g / 100 kg 60 g 0.7 1-methylcarbamoylbenzimidazole-2-carbamic acid methyl ester 20 "" 300g / 100 kg 60 g 0.7 2-furylbenzimidazole 3 "" 300g / 100 kg 9 g 84 Copper oxychloride Oxyquinoline # 20 "" 300g / 100kg 60g 80 PCNB Dry stain with org.

HG-Verbindung 2,3 " " 300g/100 kg 6,9 g 6 Unbehandelte Kontrolle 100HG compound 2.3 "" 300g / 100 kg 6.9 g 6 Untreated control 100

Claims (2)

Patentansprüche: 1. Saatgutbeizmittel, gekennzeichnet durch einen Gehalt an Benzimidazolen der allgemeinen Formel wobei R1 und R2 einen Alkylrest und X Wasserstoff oder eine der Gruppen bedeuten.Claims: 1. Seed dressing, characterized by a content of benzimidazoles of the general formula where R1 and R2 are an alkyl radical and X is hydrogen or one of the groups mean. 2. Saatgutbeizmittel nach Anspruch 1 als Beatandteil eines Gemischs mit Fungiziden, wie Hexachlorbenzol, Pentachlornitrobenzol, Maneb, Zineb und/oder Insektiziden wie Hexachlorcyclohexan, Phosphorsäureester usf.2. seed dressing according to claim 1 as a beatand part of a mixture with fungicides such as hexachlorobenzene, pentachloronitrobenzene, Maneb, Zineb and / or Insecticides such as hexachlorocyclohexane, phosphoric acid esters, etc.
DE19712139755 1971-08-07 1971-08-07 Fungicidal seed dressings - contg benzimidazole-2-carbamate esters Pending DE2139755A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE19712139755 DE2139755A1 (en) 1971-08-07 1971-08-07 Fungicidal seed dressings - contg benzimidazole-2-carbamate esters
CH1112172A CH570761A5 (en) 1971-08-07 1972-07-26

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19712139755 DE2139755A1 (en) 1971-08-07 1971-08-07 Fungicidal seed dressings - contg benzimidazole-2-carbamate esters

Publications (1)

Publication Number Publication Date
DE2139755A1 true DE2139755A1 (en) 1973-02-22

Family

ID=5816181

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19712139755 Pending DE2139755A1 (en) 1971-08-07 1971-08-07 Fungicidal seed dressings - contg benzimidazole-2-carbamate esters

Country Status (2)

Country Link
CH (1) CH570761A5 (en)
DE (1) DE2139755A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2713163A1 (en) * 1976-04-13 1977-10-27 Kemira Oy FUNGICIDE
US20100173773A1 (en) * 2005-06-30 2010-07-08 Syngenta Crop Protection, Inc. Method of reducing mycotoxin contamination of the harvest

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2713163A1 (en) * 1976-04-13 1977-10-27 Kemira Oy FUNGICIDE
US20100173773A1 (en) * 2005-06-30 2010-07-08 Syngenta Crop Protection, Inc. Method of reducing mycotoxin contamination of the harvest
US8716180B2 (en) * 2005-06-30 2014-05-06 Syngenta Crop Protection Llc Method of reducing mycotoxin contamination of the harvest

Also Published As

Publication number Publication date
CH570761A5 (en) 1975-12-31

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