FR2590767A1 - Novel use of a substituted uracile and its associations as a selective herbicide in maize crops - Google Patents

Novel use of a substituted uracile and its associations as a selective herbicide in maize crops Download PDF

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FR2590767A1
FR2590767A1 FR8517911A FR8517911A FR2590767A1 FR 2590767 A1 FR2590767 A1 FR 2590767A1 FR 8517911 A FR8517911 A FR 8517911A FR 8517911 A FR8517911 A FR 8517911A FR 2590767 A1 FR2590767 A1 FR 2590767A1
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    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
    • A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
    • 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
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl

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  • 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

The invention relates to herbicidal associations which are selective in maize crops and are suitably formulated and contain various herbicides which are currently recognised as selective in this crop and conveniently prepared on the basis of 3-cyclohexyl-1,5,6,7- 3hexahydro-2H-cyclopentapyrimidine-2,4(3H)dione, the latter being used at dosage rates from 150 g to 1,500 g of active ingredient per hectare, before sowing with incorporation, or pre-emergence of the crop and the weeds, or post-emergence.

Description

La technique du désherbage des cultures de mais se heurte de plus en plus - d'une part, au phénomène de changement de flore, - d'autre part, au développement de races de plantes adventices, qui
acquièrent une résistance à certains produits désherbants, du moins
s'ils sont fréquemment utilisés sur la même sole.The technique of weeding corn crops is increasingly coming up against - on the one hand, the phenomenon of flora change, - on the other hand, the development of weed breeds, which
acquire resistance to certain weed killers, at least
if they are frequently used on the same floor.

Depuis une quinzaine d'années, ces deux phénomènes se conjuguent, aussi bien en Europe qu'en Amérique, sur les cultures de mais. La littérature rapporte abondamment ce phénomène de l'émergence de races résistantes aux herbicides du groupe des triazines, en particulier - chloro-2-ethylamino-4isopropylamino-6-triazîne-I ,3,5 (XI) - chloro-2bis (ethylamino)-4,6 triazine-I,3,5 (XII) - (chloro-4ethylamino-6triazine-I ,3, 5 yl-2) amino-2-methyl-2propionitri le
(XIII).For the past fifteen years, these two phenomena have been combined, both in Europe and in America, on corn crops. The literature abundantly reports this phenomenon of the emergence of races resistant to herbicides from the triazine group, in particular - chloro-2-ethylamino-4isopropylamino-6-triazîne-I, 3,5 (XI) - chloro-2bis (ethylamino) -4.6 triazine-I, 3.5 (XII) - (chloro-4ethylamino-6triazine-I, 3, 5 yl-2) amino-2-methyl-2propionitri
(XIII).

aussi bien pour certaines dicotylédones (amaranthe, morelle, chenopode, renouées...) que les graminées dites estivales (prairie, setaire, digitaires).as well for certain dicots (amaranth, nightshade, nightshade, knotweed ...) as the so-called summer grasses (meadow, setaire, crabgrass).

La croissance du phénomène nous a incités à chercher à remplacer totalement ou partiellement ces triazines, dans les formules herbicides du mais.The growth of the phenomenon has prompted us to seek to totally or partially replace these triazines, in the herbicidal formulas of corn.

Pour ce faire, il fallait trouver une molécule utilisable seule ou, à dose plus faible, associée à divers herbicides du mais existants et connus pour leur sélectivité pour le mais. Une telle molécule devait être utilisable avec une sélectivité satisfaisante en présemis, avec incorporation dans le sol,ou en prélevée de la culture, ou en,postlevée,sur les adventices en cours de germination, ou du moins encore jeunes. Enfin, cette molécule devait n'avoir jamais été reconnue antérieurement comme utilisable sur maïs par les milieux scientifiques.To do this, it was necessary to find a molecule that could be used alone or, at a lower dose, combined with various existing corn herbicides known for their selectivity for corn. Such a molecule should be usable with satisfactory selectivity in pre-planting, with incorporation into the soil, or pre-emergent from the crop, or post-emergent, on weeds in the process of germination, or at least still young. Finally, this molecule must never have been previously recognized as usable on corn by scientific circles.

L'intervention présentée ici propose une nouvelle potentialité de la 3-cyclohexyl-1,5,6,7 - 3hexahydro-2H cyclopenta-pyrimidine 2,4(3H)dione (I), dont la formule développée est donnée page suivante. Sa formule brute est CI3 H18 N2 02. Cet herbicide polyvalent a fait l'objet de divers brevets en 1959 et 1960, en particulier le brevet USP 3.235.360, mais il n'a jamais été signalé comme utilisable sur culture de maïs, seule ou en association.The intervention presented here offers a new potential for 3-cyclohexyl-1,5,6,7 - 3hexahydro-2H cyclopenta-pyrimidine 2,4 (3H) dione (I), the developed formula of which is given on the following page. Its raw formula is CI3 H18 N2 02. This polyvalent herbicide was the subject of various patents in 1959 and 1960, in particular the patent USP 3,235,360, but it has never been reported as usable on corn cultivation, alone or in association.

Non décrit dans la littérature phytosanitaire, comme sélectif du mais voir en particulier Index phytosanitaire 1986 (communication avant parution) publié par ACTA Paris, ou The Pesticide Manuel 7th Edition, publié par The British Crop Protection Council (Croydon U.K)-, il n'a jamais été homologué pour cet usage dans aucun pays du monde.

Figure img00020001
Not described in the phytosanitary literature, as selective for but see in particular 1986 Phytosanitary Index (communication before publication) published by ACTA Paris, or The Pesticide Manuel 7th Edition, published by The British Crop Protection Council (Croydon UK) -, there is no has never been approved for this use in any country in the world.
Figure img00020001

La littérature scientifique, telle qu'on peut en prendre connaissance dans les
Weed Abstracts (C.A.B.UK), ou les Chemical
Abstracts, ne rapporte aucune publication signalant une quelconque sélectivité du produit sur le mais. La carrière internationale de cette molécule, maintenant du domaine public, ne concerne, ni de près ni de loin, la culture du maïs.Scientific literature, as it can be read in
Weed Abstracts (CABUK), or the Chemicals
Abstracts, does not report any publication reporting any selectivity of the product on corn. The international career of this molecule, now in the public domain, does not concern, directly or indirectly, the cultivation of corn.

Nous avons étudié ce produit (présenté en formulation, poudre mouillable ou liquide à pulvériser), seul ou associé à d'autres molécules sélectives du mais, et observé les faits suivants
I) Sur divers types de sol, la molécule I présente une marge de sélectivi
té sur mais.We have studied this product (presented in formulation, wettable powder or liquid to be sprayed), alone or combined with other selective molecules of corn, and observed the following facts
I) On various types of soil, the molecule I has a margin of selectivity.
tee on but.

I.I en préémergence de l'ordre de I,5 à 2X, suivant les types de sol. I.I in pre-emergence of the order of I, 5 to 2X, depending on the types of soil.

I.2 en postémergence, en pulvérisation par-dessus le mais, une
sélectivité de 2 à 4X suivant les stades du mais, cette marge de
sélectivité est bien évidemment inférieure à celle des molécules
(XI), (XII) ou (XIII).I.2 postemergence, spraying over the corn, a
selectivity from 2 to 4X depending on the stages of maize, this margin of
selectivity is obviously lower than that of molecules
(XI), (XII) or (XIII).

2) Sur divers dicotylédones, même résistantes aux triazines, le produit
est efficace à des doses de 400 à 800g/ha m.a., cette efficacité
certaine cependant, ne peut être obtenue qu'à dose plus enlevée 600 à
1000g/ha m.a., dans les sols lourds ou riches en matière organiques 3) Sur diverses graminées, à levée généralement plus tardive que les
précédentes, en particulier les graminées d'été, si une pluviométrie
ou une irrigation convenable sont disponibles, un contrôle satisfaisant
et une rémanence presque jusqu'à la récolte, peuvent être obtenus même
en post émergence du mais(lorsque les graminées sont en germination et
en tout état de cause avant le stade 3 à 4 feuilles en général), à des
doses de l'ordre de 800g/ha m.a.2) On various broadleaf weeds, even resistant to triazines, the product
is effective at doses of 400 to 800g / ha ai, this efficiency
certain however, can only be obtained with a higher dose 600 to
1000g / ha ai, in heavy soils or soils rich in organic matter 3) On various grasses, usually emerged later than
previous, especially summer grasses, if rainfall
or suitable irrigation is available, satisfactory control
and a persistence almost until harvest, can be obtained even
post-emergence of corn (when the grasses are germinating and
in any event before the 3 to 4 leaf stage in general), at
doses of the order of 800g / ha ai

4) Dans de nombreux cas, pour des raisons de sélectivité ou d'économie,il
est préférable de limiter l'apport de la molécule (I) entre 400 et
600g/ha et lui adjoindre une dose faible de l'une des molécules
considérée comme sélectives du mais, telles que décrites dans l'Index
phytosanitaire (p.320 et 321), ou dans le Weed Control Manual 1985 & BR<
Herbicide Guide (Meister Publication),(p.54 à 69) et en particulier ::
- le dinitrobutyl phenol (II)
- le 2 dinitro.tert-butyl 4,6 phénol (III)
- le 2,4 dichlrophenoxy 2-nitrobenzoate de 5-methyle (IV)
- les divers sels de l'acide 2,4 dichlorophenoxyacetique (V)
- le N,N diisobutyl thiocarbamate de 2-éthyle (VI)
- le N,N dipropyl thiocarbamate de 2-éthyle (VII)
- le N(di-n-propyl) thiocarbamate de n propyle (VIII)
- le (dichloro3 ,4phenyl)3methoxy-I-N-methylurée (IX)
- l'isopropyl-3-IH,3H-benzothiadiazine-2,I,30ne-4-dioxyde-2,2 (X)
- le chloro-2N-(diethyl-2,6phényl)N-methoxy methyl acetamide (XIV)
- le 2ethyl-6-methyl-N(I'methyl,2'methoxyethyl)chloroacetanilide (XV)
- la dinitro-2,6tert.butyl-4N-sec.butylaniline (XVI)
- le dibromo 3,5 hydroxy 4 benzonitrile (XVI I)
- la 2,6dinitro-N-ethyl-N(2methyl 2propenyl-4 trifluoromethyl
aniline (XVIII)
- la N(ethyl propyl-l) dinitro-2,6-xylidine3,4 (XIX)
- les sels de l'acide3 < iichloamohenzoique 2,5 (XX)
- le dibromo-3,5-hydroxy-4-0-(dinitro 2,4 phenyl)benzaldoxime (XXI)
- 1'0-(6chloro-3-phényl-4-piridazinyl) carbothiolate d'n-octyl (XXII)
C'est ainsi qu'une complémentarité, une efficacité sur un spectre plus
vaste de mauvaises herbes, et même une synergie peut être observée avec
ces associations tout à fait nouvelles.4) In many cases, for reasons of selectivity or economy, it
is preferable to limit the intake of the molecule (I) between 400 and
600g / ha and add a low dose of one of the molecules to it
considered selective for corn, as described in the Index
phytosanitary (p.320 and 321), or in the Weed Control Manual 1985 & BR <
Herbicide Guide (Meister Publication), (p.54 to 69) and in particular:
- dinitrobutyl phenol (II)
- 2 dinitro.tert-butyl 4.6 phenol (III)
- 2,4-dichlrophenoxy 2-nitrobenzoate of 5-methyl (IV)
- the various salts of 2,4 dichlorophenoxyacetic acid (V)
- N, N 2-ethyl diisobutyl thiocarbamate (VI)
- N, N 2-ethyl dipropyl thiocarbamate (VII)
- N (di-n-propyl) n propyl thiocarbamate (VIII)
- (dichloro3, 4phenyl) 3methoxy-IN-methylurea (IX)
- isopropyl-3-IH, 3H-benzothiadiazine-2, I, 30ne-4-dioxide-2,2 (X)
- chloro-2N- (diethyl-2,6phenyl) N-methoxy methyl acetamide (XIV)
- 2ethyl-6-methyl-N (I'methyl, 2'methoxyethyl) chloroacetanilide (XV)
- dinitro-2,6tert.butyl-4N-sec.butylaniline (XVI)
- dibromo 3,5 hydroxy 4 benzonitrile (XVI I)
- 2,6dinitro-N-ethyl-N (2methyl 2propenyl-4 trifluoromethyl
aniline (XVIII)
- N (ethyl propyl-1) dinitro-2,6-xylidine3,4 (XIX)
- salts of acid 3 <iichloamohenzoic 2,5 (XX)
- dibromo-3,5-hydroxy-4-0- (dinitro 2,4 phenyl) benzaldoxime (XXI)
- 1'0- (6chloro-3-phenyl-4-piridazinyl) n-octyl carbothiolate (XXII)
This is how complementarity, efficiency on a spectrum more
extensive weeds, and even synergy can be observed with
these completely new associations.

En effet, Si certaines de ces matières actives existent dans la pratique phytosanitaire en programme ou en association avec la molécule XI (en particulier les produits(VI) programme (France)
(VIII) programme (F)
(IX) programme (USA)
(X) association prête à l'emploi (F)
(XIV) association (F)
(XV) association (F)
(XVIII) association (F)
(XIX) association (F)
(XX? programme (USA)
(XXII) programme (Europe) jamais aucune de ces molécules n'ont été associées avec la molécule I.Indeed, if some of these active ingredients exist in phytosanitary practice in the program or in association with the molecule XI (in particular the products (VI) program (France)
(VIII) program (F)
(IX) program (USA)
(X) ready-to-use association (F)
(XIV) association (F)
(XV) association (F)
(XVIII) association (F)
(XIX) association (F)
(XX? Program (USA)
(XXII) program (Europe) never have any of these molecules been associated with molecule I.

Ne serait ce que sous forme de recommandatiors de programme.If only in the form of program recommendations.

D'ailleurs, d'autres associations actuellement peu faciles à réaliser sont possibles dans le cadre de ce brevet avec les molécules suivantes 2(3,4 dichlorophenyl) 4 methyl 1,2,4 oxadiazolidine-2,5dione (XXIII) 2chloro N iso propyl acetanilide (XXIV) 2chloro-2'-methyl-6'-ethvl-N-(ethoxymethyl)acetanilide (XXV)
Seul ou associé aux molécules mentionnées au paragraphe précédent, le produit (I) peut remplacer totalement les molécules triazines (XI) (XII) (XIII) et briser la progression de l'émergence de races résistantes aux triazines. On peut également, là où ce choix technique est judicieux, utiliser des associations (I) (XI) et l'une quelconque des molécules cidessus. On limite alors la molécule (XI) ou les molécules (XII) et (XIII) à des doses faibles ne nourrissant pas l'émergence de races résistantes.Moreover, other associations which are currently difficult to achieve are possible within the framework of this patent with the following molecules 2 (3,4 dichlorophenyl) 4 methyl 1,2,4 oxadiazolidine-2,5dione (XXIII) 2chloro N iso propyl acetanilide (XXIV) 2chloro-2'-methyl-6'-ethvl-N- (ethoxymethyl) acetanilide (XXV)
Alone or combined with the molecules mentioned in the previous paragraph, the product (I) can completely replace the triazine molecules (XI) (XII) (XIII) and break the progression of the emergence of races resistant to triazines. It is also possible, where this technical choice is judicious, to use associations (I) (XI) and any of the above molecules. We then limit the molecule (XI) or molecules (XII) and (XIII) to low doses which do not nourish the emergence of resistant races.

Exemple 1 : Elargissement du spectre des carbamates herbicides. Example 1: Broadening of the spectrum of herbicidal carbamates.

Les incorporations sont possibles avec la molécule (I). Or une gamme de produits à base de carbamates donne d'excellents résultats sur graminées mais un spectre insuffisant sur dicotylédones.Incorporations are possible with the molecule (I). However, a range of carbamate-based products gives excellent results on grasses but an insufficient spectrum on dicots.

L'adjonction de 600g/ha de la molécule aux molécules (VI) (VII) et (VIII) avec incorporation à 6 cm de profondeur permet d'observer dans un test les résultats suivants
Efficacité dicots T+45 T+90
(VI) 4000 40 ó 32, ó
(VI) 3400 + 600 (I) 80% 76%
(VII) 3600 50% 46 ó
(VII) 3000 + 600 (I) 95% 92%
(VIîI)5600 45% 31%
(VIII) 5000 * 600 (I) 90,0 ' 84%
On constate que la molécule (I) apporte malgré une baisse de doses du carbamate d'environ 10% un surplus d'efficacité sur dicotylédones y compris en rémanence. Le tableau ci-dessus ne rapporte pas les efficacités graminées. Elles sont toujours supérieures pour l'association par rapport au carbamate seul, même sur graminées.The addition of 600 g / ha of the molecule to molecules (VI) (VII) and (VIII) with incorporation at a depth of 6 cm allows the following results to be observed in a test
Efficiency of T + 45 T + 90
(VI) 4000 40 ó 32, ó
(VI) 3400 + 600 (I) 80% 76%
(VII) 3600 50% 46 ó
(VII) 3000 + 600 (I) 95% 92%
(VIîI) 5600 45% 31%
(VIII) 5000 * 600 (I) 90.0 '84%
It is noted that the molecule (I) brings, despite a drop in doses of carbamate of approximately 10%, a surplus of efficacy on dicotyledons, including afterglow. The table above does not report the grass efficiencies. They are always higher for association compared to carbamate alone, even on grasses.

Exemple 2 : Suppression des trâzines en prééntergence
La rupture du cycle de l'émergence progressive de races de mauvaises herbes résistantes aux triazines oblige au mieux à remplacer intégralement celles-ci par la molécule (I) ou un binôme de (I) avec une autre molécule de prélevée sélective du mais ou au moins à réduire la dose de là triazine à un minimum estimé par la Recherche Agronomique à 500 à 600g/ha.Example 2: Suppression of tranzines in pre-emergency
The break in the cycle of the gradual emergence of weed breeds resistant to triazines requires at best to replace them in their entirety with the molecule (I) or a binomial of (I) with another molecule of selective removal of maize or less to reduce the dose of the triazine to a minimum estimated by Agronomic Research at 500 to 600 g / ha.

L'essai ci-dessous sur mais a été semé le 20 Mai et traité le 22 Mai en postsemis prélevée des mauvaises herbes.The test below on maize was sown on May 20 and treated on May 22 in post-weed removal.

Produit g/ha m.a. % efficacité globale à T+45
(I) 600 6,5
(I) 900 9,5
(IV) 1000 4,5
Produit g/ha m.a. ç efficacité globale à T+45
(IV) 1000 + (XI) 100û 9
(IV) 1000 + (I) 600 8,5
(IV) 1000 + (I) 600 + (IX) 200 10
(XIV) 2000 7
(XIV) 2000 + (XI) 900 10
(XIV) 2000 + (I) 600 9
(XIV) 1000 + (I) 600 + (IX) 200 10
(XV) 2000 + (XI 1000 9,5
(XV) 2000 + (I) 600 9,5
(XVI) 2400 + (XI) 1000 8,5
(XVI) 2000 + (I) 600 8,5
(XVIII) 1250 + (XI) 1500 9
(XVIII) 1000 + (I) 600 9
(XIX) 1500 + (XI) 1000 8,5
(XIX) 1500 + (I) 600 8,5
(XIX) 1500 + (I) 600 + (IX) 200 10
Témoin non traité 0
En conclusion 1) En présence d'une population mixte, la molécule (I) n'a été totalement
satisfaisante qu'à dose forte, sans accident observé.La molécule (I)
à 6009 dans cet essai, éventuelle mais additionnée de 2009 de (IX)
complète efficacement les molécules (IV) (XIV) (XV) (XVI) (XVIII) et
(XIX) et même les active puisqu'on peut en réduire la dose dans le
cas des produits (XIV) (XVI) (XVIII), tout en conservant une efficaci
té souvent supérieure à 9/10 45 jours après l'application.Product g / ha my% overall efficiency at T + 45
(I) 600 6.5
(I) 900 9.5
(IV) 1000 4.5
Product g / ha ma overall efficiency at T + 45
(IV) 1000 + (XI) 100û 9
(IV) 1000 + (I) 600 8.5
(IV) 1000 + (I) 600 + (IX) 200 10
(XIV) 2000 7
(XIV) 2000 + (XI) 900 10
(XIV) 2000 + (I) 600 9
(XIV) 1000 + (I) 600 + (IX) 200 10
(XV) 2000 + (XI 1000 9.5
(XV) 2000 + (I) 600 9.5
(XVI) 2400 + (XI) 1000 8.5
(XVI) 2000 + (I) 600 8.5
(XVIII) 1250 + (XI) 1500 9
(XVIII) 1000 + (I) 600 9
(XIX) 1500 + (XI) 1000 8.5
(XIX) 1500 + (I) 600 8.5
(XIX) 1500 + (I) 600 + (IX) 200 10
Untreated witness 0
In conclusion 1) In the presence of a mixed population, the molecule (I) was not completely
satisfactory only at high dose, with no accident observed. The molecule (I)
to 6009 in this test, possible but added with 2009 of (IX)
effectively completes molecules (IV) (XIV) (XV) (XVI) (XVIII) and
(XIX) and even activates them since the dose can be reduced in the
case of products (XIV) (XVI) (XVIII), while retaining an efficiency
t often more than 9/10 45 days after application.

2) Une autre conclusion apparaît à l'observation des résultats au 20/8.2) Another conclusion appears from the observation of the results on 20/8.

Les notes d'efficacité sont toujours en faveur, déjà sur graminées
(vulpin, graminées estivales, paturin), mais parfois sur dicotylédones
aux associations contenant la molécule (I).Efficacy ratings are still in favor, already on grasses
(vulpin, summer grasses, bluegrass), but sometimes on broadleaf weeds
associations containing the molecule (I).

Exemple 3 : Effet antinraminees de postémerqence
La molécule (I) peut renforcer l'efficacité de certaines molécules efficaces sur les dicotylédones, mais inefficaces sur graminées. Ce renforcement porte déjà sur certaines dicotylédones qui sont plus aisément détruites, y compris des levées tardives car (I) possède une certaine persistance dans le sol et surtout, il confère à ces associations une efficacité contre les graminées, si celles-ci sont traitées avant le stade 3 feuilles,dans la mesure où les conditions pluviométriqués sont favorables. EXAMPLE 3 Antinramine Effect of Postemergence
The molecule (I) can reinforce the efficiency of certain molecules which are effective on dicots, but ineffective on grasses. This reinforcement already relates to certain broadleaf weeds which are more easily destroyed, including late emergence because (I) has a certain persistence in the soil and above all, it gives these associations an effectiveness against grasses, if these are treated before the 3 leaf stage, as long as the rainfall conditions are favorable.

DU SOL COUVERT
Produits en Dicots Gram. Dicots Gram.COVERED FLOOR
Products in Gram Dicots. Gram dicots.

g m.a/ha 15/7 30/8 (III) 1000 3 5 20 35 (III) 1000 + (I) 600 1 1 4 9 (III) 750 + (I) 600 1 2 4 (V) 1200 (amine) 10 6 28 42 (V) 600 + (I) 600 4 4 12 10 (X) 1440 12 5 20 29 (X) 1000 + (I) 600 7 4 11 7 (XVII) 350 6 7 25 40 (XVII) 350 + (I) 600 2 4 7 8 (XXI) 1000 3 6 15 45 (XXI) 800 + (I) 600 2 1 4 4 (XXII) 900 3 6 9 36 (XXII) 700 + (I) 600 1 3 2 5
Témoin non traité (X) 30 5 60 40
Cet essai semé le 15 Mai et traité le 25 Juin met en évidence un effet très net de la molécule I qui améliore totalement la qualité du désherbage à fin août (30/8) tout en augmentant l'efficacité sur dicotylédones à la même date.g ai / ha 15/7 30/8 (III) 1000 3 5 20 35 (III) 1000 + (I) 600 1 1 4 9 (III) 750 + (I) 600 1 2 4 (V) 1200 (amine) 10 6 28 42 (V) 600 + (I) 600 4 4 12 10 (X) 1440 12 5 20 29 (X) 1000 + (I) 600 7 4 11 7 (XVII) 350 6 7 25 40 (XVII) 350 + (I) 600 2 4 7 8 (XXI) 1000 3 6 15 45 (XXI) 800 + (I) 600 2 1 4 4 (XXII) 900 3 6 9 36 (XXII) 700 + (I) 600 1 3 2 5
Untreated control (X) 30 5 60 40
This test sown on May 15 and treated on June 25 highlights a very clear effect of the molecule I which totally improves the quality of weeding at the end of August (30/8) while increasing the effectiveness on dicots on the same date.

Les notations visuelles de comportement du mais ne signalent aucune phytotoxicité, sauf à fin août l'effet dépressif des adventices sur le témoin. The visual ratings of the behavior of maize do not indicate any phytotoxicity, except at the end of August the depressive effect of the weeds on the control.

Claims (13)

REVENDICATIONS 1) Composition sélective caractérisée en ce qu'elle est basée sur le1) Selective composition characterized in that it is based on the 3-cyel!~hexyl-1-5,6,7 - 3hexaydro-?.H eyclopenta-gyrimidine 2,4(3H)dione formulé pour apporter avant le semis ou entre le semis et la levée, ou 3-cyel! ~ Hexyl-1-5,6,7 - 3hexaydro - ?. H eyclopenta-gyrimidine 2,4 (3H) dione formulated to provide before sowing or between sowing and emergence, or après la levée du mais entre 1509 et 15009 de matière active à after the lifting of the corn between 1509 and 15009 of active ingredient to l'hectare en vue de contrôler la végétation adventice, dans les cultures per hectare to control weed vegetation in crops de maYs. of corn. 2) Composition selon la revendication 1 contenant dérivé phénolique2) Composition according to claim 1 containing phenolic derivative sélectif du mais de formule générale. selective corn of general formula.
Figure img00070001
Figure img00070001
Figure img00070002
Figure img00070002
 acide de formule générale acid of general formula et le 2,4 dichlorophenoxy 2-nitrobenzoate de 5-methyle and 5-methyl 2,4-dichlorophenoxy 2-nitrobenzoate 3) Composition selon la revendication 1 contenant un dérivé d'aryloxy3) Composition according to claim 1 containing an aryloxy derivative tel que le tert.butyl - 2 -dinitro - 4,6 phénol such as tert.butyl - 2 -dinitro - 4.6 phenol tel que l'acide 2,4 dichloro phenoxyacétique. such as 2,4 dichloro phenoxyacetic acid. 4) Composition suivant la revendication 1 contenant un dérivé herbicide4) Composition according to claim 1 containing a herbicidal derivative sélectif du maïs dérivé d'un acide arylthiolcarbamique de formule selective corn derived from an arylthiolcarbamic acid of formula générale general
Figure img00070003
Figure img00070003
 5) Composition suivant la revendication 1 contenant un dérivé urée 5) Composition according to claim 1 containing a urea derivative substituée sélectif du mais de formule générale selective corn substitute of general formula
Figure img00070004
Figure img00070004
 tel le 3,4 dichlorophenyl-3methoxy-1-N-méthyl 1 urée such as 3,4 dichlorophenyl-3methoxy-1-N-methyl 1 urea 6) Composition suivant la revendication 1 contenant une diazine hetero6) Composition according to claim 1 containing a hetero diazine cyclique sélective du mals de formule générale selective cyclic of the general formula
Figure img00080001
Figure img00080001
 2,2. 2.2. telle que l'isopropyl-S 1H,3H-benzothiadiazine - 2,1 3 one-4-dioxyde such as isopropyl-S 1H, 3H-benzothiadiazine - 2.1 3 one-4-dioxide 7) Composition suivant la revendication 1 contenant une triazine7) Composition according to claim 1 containing a triazine substituée sélective du mais de formule générale selective substitute for the corn of general formula
Figure img00080002
Figure img00080002
 8) Composition suivant la revendication 1 contenant un composé à 1 ou 8) Composition according to claim 1 containing a compound containing 1 or 2 fonctions amides sélectif du mais de formule générale 2 selective amide functions of corn of general formula
Figure img00080003
Figure img00080003
 acetamide. acetamide. et la 2chloro-N-(2ethyl-6methylphenyl)-N-(2methoxy 1 methyl ethyl) and 2chloro-N- (2ethyl-6methylphenyl) -N- (2methoxy 1 methyl ethyl) Tel que la chloro 2N(diethyl-2,6phenyl)N methoxymethyl acétamide  Such as chloro 2N (diethyl-2,6phenyl) N methoxymethyl acetamide 9) Composition suivant la revendication 1 contenant un hydroxybenzonitrile9) Composition according to claim 1 containing a hydroxybenzonitrile de formule générale general formula
Figure img00080004
Figure img00080004
 où ho est du brome ou de l'iode. where ho is bromine or iodine. 10) Composition suivant la revendication 1 contenant un composé tnlvidine 10) Composition according to claim 1 containing a tnlvidine compound sélectif du mais de formule générale selective corn of general formula
Figure img00080005
Figure img00080005
 tel que le 2,6 dinitro-N-éthyl-N-(2-methyl-2Ffopénil) 4 trifluoromethyl aniline  such as 2,6 dinitro-N-ethyl-N- (2-methyl-2Ffopenil) 4 trifluoromethyl aniline OU LE N (ethylpropyl-1) dinitro-2,6 xylidine-3,4. OR N (ethylpropyl-1) dinitro-2,6 xylidine-3,4. 11) Composition selon la revendication 1 contenant un composé nitrophenyl11) Composition according to claim 1 containing a nitrophenyl compound ether de formule générale ether of general formula
Figure img00090001
Figure img00090001
 tel que le dibromo 3,5 hydroxy 4-0 (dinitro 2,4 phenyl) benzaldoxime. such as dibromo 3.5 hydroxy 4-0 (dinitro 2,4 phenyl) benzaldoxime. 12) Composition suivant la revendication 1 contenant un dérivé pyridazine12) Composition according to claim 1 containing a pyridazine derivative sélectif du mais selective corn tel que 0-(6-chloro-3 phenyl)-4pyridazinyl) carbothiolate such as 0- (6-chloro-3 phenyl) -4pyridazinyl) carbothiolate d'n-octyl. of n-octyl. 13) Composition suivant les revendications 1 à 12 associant deux ou 13) Composition according to claims 1 to 12 combining two or plusieurs des produits mentionnés à doses sélectives autour du compo several of the products mentioned in selective doses around the ingredient sé revendiqué en 1.  claimed in 1.
FR8517911A 1985-12-02 1985-12-02 Novel use of a substituted uracile and its associations as a selective herbicide in maize crops Pending FR2590767A1 (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1270771A (en) * 1959-08-14 1961-09-01 Du Pont New substituted uracils and their preparation
FR1497568A (en) * 1966-08-22 1967-10-13 Seppic Sa Selective weed control of grasses using uracil compounds
US3360521A (en) * 1959-08-14 1967-12-26 Du Pont 3-substituted-5, 6-alkyleneuracils
FR2029250A5 (en) * 1969-01-21 1970-10-16 Roussel Uclaf

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1270771A (en) * 1959-08-14 1961-09-01 Du Pont New substituted uracils and their preparation
US3360521A (en) * 1959-08-14 1967-12-26 Du Pont 3-substituted-5, 6-alkyleneuracils
FR1497568A (en) * 1966-08-22 1967-10-13 Seppic Sa Selective weed control of grasses using uracil compounds
FR2029250A5 (en) * 1969-01-21 1970-10-16 Roussel Uclaf

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 89, no. 19, 6 novembre 1978, page 164, no. 158642h, Columbus, Ohio, US; E.Paulka et al.: "Effect of permeability-active herbicides (2,4-D, chlorflurazole, pyrazone and lenacil) on the growth, protein content, and oxygen consumption of roots of Zea may and the oxidative activity of mitochondria isolated from them" & WISS. Z. PAEDAGOG. HOCHSCH. "KARL LIEBKNECHT" POTSDAM 1977, 21(1), 91-7 *

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