DE3040902A1 - MEANS, IN PARTICULAR, FOR THE DEBELING OF PLANTS - Google Patents

Description

SCHERING AG Intellectual Property

erlin, the 23rd 1ο.193ο

ο η / nqn ^ B MEANS IN PARTICULAR FOR DEAF LEAVING PLANTS

The invention relates to a means in particular for defoliation of plants, preferably cotton plants Mixtures of 1,2,3-thiadiazol-5-yl-urea or 1,2,3-thiadiazolin-2-id derivatives with basic reacting substances.

1,2,3-Thiadiazol-5-yl ~ urea and 1,2,3-thiadiazolin-2-id derivatives have already become known as means for defoliation of plants (DE-OS 25o669o; DE-OS 261986I; DE-OS 27198I0). However, these active ingredients do not show up in all Cases have a sufficient effect.

There are also mixtures of 1,2,3-thiadiazol-5-yl urea derivatives rait other defoliants known, in which each is more or less strong in itself Exfoliating substances mutually potentiate their effect (DE-OS 2646712). The synergistic effects of this Mixtures therefore depend on two compounds that are already active.

The object of the present invention is therefore to create an agent, in particular for defoliation of plants, in which the effect of the known 1,2,3-thiadiazol-5-yl urea- or 1,2,3-thiadiazolin-2-idderivate by adding substances which are ineffective per se is increased.

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£ Board of Directors: Dr. Herbert Asmls Dr. Christian Brunn - Hana-Jürgtn Hamann Postal address: SCHERINQ AQ - D-1000 Btrlln 65 · P.O. Box 65 0311

ΐ Dr. Heinz Hanno «Karl Otto Mlltalstenscheld Dr. Hor.t Wllzel Postacheck account: Berlin-West 1175-101, bank number 10010010

-S Chairman of the Supervisory Board. Or. Eduard v. Schwurlzkoppen Berliner Cammerzbank AQ, Berlin, account no. 10a 7006 00, bank number 100 400

Company headquarters: Berlin and Bergkamen! ^he !! ^ner g'aeonto-Bank AQ, Berlin, account no. 241/5008 Bank number 100700 Jj Commercial register: AG Charlottenburg 93 HHB 283 and AQ Kamen HRB0061 Kon {o * lür "iwaf'BanlclelteBhlfiöoΓ202Ο0" ' Good legal protection SCHERING AG

w * rblldi «r Rechtsssd

30A0902

According to the invention, this object is achieved by a means which is characterized by a content of a defoliant 1,2,3-thiadiazol-5-yl urea or 1,2,3-Thiadiazolin-2-id-derivative mixed with a basic reacting substance.

As defoliant compounds according to the invention come into question:
A) 1,2,3-Thiadiazol ~ 5-yl urea derivatives of the general formula

C - II

^x *,

Ii / N C-N-C-N

V 4, \

in which R _{1 is} hydrogen or a C -C _r -alkyl radical, R _{0 is} a CC _n -AIlCyIrOSt, a Cp.-Cc-cycloalkyl radical, a phenyl-, halophenyl-, C -C, -alkylphenyl-, C -C, - Alkoxyphenyl, nitrophenyl or trifluoromethylphenyl radical, an unsubstituted or a mono- or polysubstituted or identical or different by C -C alkyl radicals, C -C alkoxy radicals, halogen atoms, the nitro group or the trifluoromethyl group, pyridyl or pyrimidyl radical or R ₁ and R together with the N atom is the morpholino, piperidino or pyrrolidino group, R is hydrogen or a C -C _r -alkyl radical and

Board of Directors: Dr. Herbert Asmis Dr. Christian Brunn · Hans-JOrgen Hamann Postal address: SCHERING AG · D-1000 Berlin 85- Postfach 65 0311 Dr. Heinz Hannse ■ Karl Otto Mlttelstenscheid · Dr. Horst WiUeI postal check account: Berlin-West 1175-101, bank code 10010010 Chairman of the Supervisory Board: Dr. Eduard von Schwartzkoppen Berliner Cpmmerzbank AG. Berlin, account no. 108700600 bank code 10040001

ei », η.,! -— = 11., *« »■ R.riin " nri R.rnioimAn Berliner DiscoMo-Bank AG, Berlin, account no. 241/5008. Bank code 100 700

Seat of the company. Berlin and Bergkamen Berliner Handels-Gesellschaft - Frankfurter Bank -. Berlin, Qawarbllcriar Rachtsichub

X represent an oxygen or sulfur atom; B) 1,2,3-Thiadiazolin-2-id derivatives of the general formula

II JN * - · γ -p

ι ι? A.

NC = NCN VT II

'T?

S 2

in the

R _{1 is} hydrogen or a C _{1 -C -alkyl radical, R 3 is} hydrogen or a C -C -alkyl radical, a C -Cg -cycloalkyl radical, a phenyl, halophenyl, C 1 -C 4 -alky, phenyl, C 1 -C 6 ^ -Alkoxyphenyl-, nitrophenyl-, or trifluoromethylphenyl radical, an unsubstituted or a pyridyl or pyrimidyl radical substituted one or more times identically or differently by C -C ^ alkyl, C ^ C ^ alkoxy, halogen atoms, the nitro group or the trifluoromethylphenyl group or R ₁ and R ₃ together with the N atom denote the morpholino, piperidino or pyrrolidino group and B an alkali metal atom, preferably a lithium, sodium or potassium atom, or a corresponding equivalent of a zinc, manganese, calcium, Magnesium or barium atoms and X represent oxygen or sulfur.

Examples of substances of the general formula I include:

l-phenyl-3- (l, 2,3-thiadiazol-5-yl) urea l-phenyl-l-methyl-3- (l, 2,3-thiadiazol-5-yl) urea

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Board of Directors: Dr. Herbert Aamls Dr. Christian Bruhn · Hans-Jürgen Hamann Postal address: SCHERING AG · D-1000 Berlin 65 · P.O. Box 650311 Dr. Heinz HannseKarl Otto Mlttelstenscheld - Dr. Horst Wltzel Postscheck account: Berlin-West 1175-101, Banklelteahl 10010010

Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 400

Company headquarters: Berlin and Bergkamen Berliner Disconto-Bank AG, Berlin, account no. 241/5008. Bank code 100700

Commercial register: AG Charlottenburg 93 HRB283 and AG Kamen HRB0061 Berliner Handels-Gesellschaft - Frankfurter Bank -, Berlin,

Account no. 14-362, bank code 100 202 00

^ G «full legal protection

1- (4-Chlorophenyl) -3- (1,2,3-thiadiazol-5-yl) urea l-Cyclohexyl-3- (1,2,3-thiadiazol-5-yl) urea 1- (3 -Chlorophenyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1- (4-methylphenyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1- (3 -Methylphenyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1- (3, ^ t-dichlorophenyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1 -Methyl-3- (1,2,3-thiadiazol-5-yl) -urea 1,1-dimethyl-3- (1,2,3-thiadiazol-5-yl) -urea 1,1-dinethyl-3 -methyl-3- (1,2,3-thiadiazol-5-yl) -urea 1-methyl-3-methyl-3- (1,2,3-thiadiazol-5-yl) -urea 1-phenyl-3 - (1,2,3-thiadiazol-5-yl) -thiourea 1- (4-chlorophenyl) - 3- (1,2,3-thiadiazol-5-yl) -thiourea 1- (2-pyridyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1_ (5-chloro-2-pyridyl) -3 (1,2,3-thiadiazol-5-yl) -urea 1_ (Z ₁ -Methyl -2-pyridyl) -3- (1,2,3-thiadiazol-5-yl) urea 1- (4-methyl-2-pyrimidyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1_ (4-pyridyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1_ (3-pyridyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1- (2-pyrimi dyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1- (3-methyl-2-pyridyl) - 3- (1,2,3-thiadiazol-5-yl) -urea 1_ (5> methyl-2-pyridyl) -3- (1,2,3-thiadiazol-5-yl) -urea 1- (6-methyl-2-pyridyl) -3- (1,2,3-thiadiazole- 5-yl) urea.

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Board of Directors: Dr. Herbert Asmls ■ Or. Christian Bruhn · Hans-Jürgen Hamann Postal address: SCHERINQ AG ■ D-1000 Berlin S! ■ P.O. Box 65 0311 Dr. Heinz Hannse · Karl Otto Mlttelstenscheld · Dr. Horst Witzel Postscheck account: Berlin-West 1175-101, bank code 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AQ, Berlin, account no. 108 700600, bank code 100

«... j-,,» ---, ......- <.. H ", nn" mi Ftarnkamsn Berliner Disconto-Bank AG, Berlin, account number 241/5008. Bank code 100700Oi

Came "....-. ., „„ ^ - ,, η n., + ,,,, .. c- _n „w..rt« r R »nk _. Berlin

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¹ J SCHERING AG

Commercial accounting

Substances of the general formula II include, for example:
5 - '(Phenylcarbanoylimino) -1,2, 3-thiadiazolin.-2-id,

5- (Paen.ylcarbamoylir.iino) -1,2,3-thiadiazolin-2-id, Calcium salt xoILO

I _g

5- (Phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, potassium salt xH _o 0

5- (Phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, lithium salt χ ^ Η ,, Ο

5- (methylphenylcarbamoylimino) -1,2,3-thiadiazolin72-id, Sodium salt

5- (methylphenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, potassium salt

5- (methylplienylcarbamoylimino) -1,2, 3-thiadiazolin-2-id, Lithium salt

5- (2-Pyridylcarbamoylimino) -1,2,3-thiadiazoline-2-id, sodium salt xl, 5 H ₀ O

5- (2-Pyridylcarbamoylitnino) -l, 2, 3-thiadiazolin-2-id, Potassium salt xll 0

5- (2-pyridylcarbamoylimino) -1,2,3-thiadiazolin-2-id, Lithium salt xH "0

5- (Phenylthiocarbamoylmino) -l, 2,3-thiadiazolin-2-id, Sodium salt xH 0

5- (Phenylcarbamoyliraino) -1,2,3-thiadiazolin-2-id,

5- (Phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, zinc salt x3H _o 0

5- (Phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, Mangansalζ χ3H ₉ °

5- (Phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, darium salt x3II _r) 0

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BATH ORIGINAL

Board of Directors: Dr. Herbert Asmis Dr. Christian Bruhn ■ Hans-Jürgen Hamann Postal address: SCHERING AG ■ D-1000 Berlin 65 ■ P.O. Box 650311 Dr. Heinz Hannsa · Karl Otto Mittelstenscheld. Dr. Horst Witzel Postscheck account: Berlin-West 1175-101. Bank code 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 400 Registered office of the company · Berlin and Bergkamen Berliner Disconto-Bank AG, Berlin, account no. 241/5008, bank code 10070000 Commercial register: AG Charlottenburg 93 HRB 283 U. AG Kamen HRB 0061 S ^erline j; ^Han 4 ^e L ^s -i ^es i _I "? ^Ch l ^f i 7 / IST! ^{Äurter Bank} " · ^Borlin · Account no. 14-362, bank code 10020200

f ft · · φ »4η .A

..-: ..: SCHERING AG

Intellectual Property

Of these substances are particularly suitable according to the invention :

1-phenyl-3- (1,2,3-thiadiazol-5-yl) urea 1- (2-pyridyl) -3- (1,2,3-thiadiazol-5-yl) urea 5-C phenylcarbamoylimino) 1,2,3-thiadiazolin-2-id salts.

Basically reacting substances according to the invention which are ineffective by themselves include the following: alkali hydroxides , for example sodium and potassium hydroxide, amines , such as alkylamines, for example triethylamine, alkanolamines, for example diethanolamine, triethanolamine and triisopropanolamine, hexamethylenetetramine,

Carbonates , such as sodium carbonate, potassium carbonate, ammonium carbonate,

Phosphates , such as tertiary phosphates, for example trisodium phosphate, tripotassium phosphate, pyrophosphates, such as tetrasodium pyrophosphate or tetrapotassium pyrophosphate, monocarboxylic acid alkali salts , such as sodium oleate. For this purpose, those substances should preferably be used which adjust the agent according to the invention to a pH value above 8, preferably from 9.5 to 11.5r. The agent according to the invention surprisingly has an effect which is greater than that of the individual components.

It is therefore particularly suitable for defoliation of

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Board of Directors: Or. Herbert Asmlt ■ Dr. Christian Bruhn · Hana-JOrgen Hamann Postal address: SCHERING AQ ■ D-1000 Berlin 65 ■ Postfach 6S 0311 Dr- Heinz Hannse ■ Karl Otto Mlttelstenscheid · Dr. Horst Wltzel Postscheck account: Berlin-West 1175-101. Bank number 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AQ, Berlin, account no. 108 7006 00, bank number 100 400 Company headquarters: Berlin and Bergkamen Berliner Dlaconto-Bank AQ, Berlin, account no. 241/5003. Bank number 100 700 Hanrtdiiirnnlstnr · Art charlottenbura 93 HRB 283 and AG Kamen HRB 0061 Berliner Handels-Gesellschaft - Frankfurter Bank -, Berlin, Intellectual Property

SCHERING AG

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Cotton plants, which is an ideal way of using Plowing machines for the capsule harvest is made possible.

However, other plants can also be defoliated or their growth can be influenced, such as for example tillering promotion, side shoot formation, Inhibition of root growth in grasses and dicotyledons such as hibiscus, apple and other woody plants. It goes without saying that the agent according to the invention is therefore advantageous can be used both for defoliation and for regulating the growth of plants.

It is known to the person skilled in the art that defoliation is not herbicidal Effect is and that even the killing of the treated plant is undesirable because the leaves on the killed Plant stick and the productive parts of the plant can be damaged. The sense of defoliation, to one Easier harvesting and a cleaner crop can be lost as a result. It is therefore necessary that the plant stays alive while the leaves separate and fall off. This enables further development of the productive parts of the plant, with new leaf growth should be prevented. The invention achieves all of these objects Means in an excellent manner, so that it can be assumed that the state of the art is far is exceeded.

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Board of Directors: Dr. Herbert Asmls Dr. Christian Brunn · Hans-Jürgen Hamann Postal address: SCHERING AG · D-1000 Berlin 65 ■ Postfach 65 0311 Dr. Heinz Hannse · Karl Otto Mittelstenscheid · Dr. Horst Wltzel Postscheck account: Berlln-West1175-101, bank number 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 400

ι and Bergkamen Berliner Disconto-Bank AG, Berlin, account no. 241/5008, bank number 100 700

ί ot ί-) οη 9nt it Δη ifam «n UQR ivifii Berliner Hsndeis-Gesellaciieit · - Frsnkfurter Bank ~ * i Berlin ·

SCHERING AG

Intellectual Property

The agent according to the invention can also be mixed with others Active ingredients, for example defoliation, crop protection or pesticides, depending on the one desired Purpose to be used.

A promotion of the effect and the speed of action can also be achieved, for example, by additives that increase the effect, such as organic solvents, wetting agents and oils
will. This allows a further reduction in the application rate
the actual active ingredients too.

The mixture according to the invention is expediently in the form of preparations such as powders, scattering agents, solutions, emulsions or suspensions, with the addition of liquid and / or solid carriers or diluents and optionally wetting agents, adhesives, emulsifiers and / or
Dispersing aids applied.

Suitable liquid carriers are, for example, water, aliphatic and aromatic hydrocarbons, such as benzene, Toluene, xylene, cyclohexanone, isophorone, dimethyl sulfoxide, Diniethylformamide, furthermore minor oil fructionone.

Mineral earths are suitable as solid carriers, for example Tonsil, silica gel, talc, kaolin, attaclay, limestone, Silicic acid and vegetable products, for example flours.

c Board of Directors: Dr. Herbert Asmia ■ Dr. Christian Brunn · Hans-Jürgen Hamann Postal address: SCHERINQ AG · D-1000 B «rlln BS ■ P.O. Box 65 0311

Z Dr. Heinz Hannse · Karl Otto Mittelstenscheid · Dr. Horst Witzel Postscheck account: Berlin-West 1175-101. Bank code 10010010 JS Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen. Berliner Commerzbank AQ, Berlin, account no. 108700600, bank code 100 400

<? it7 Aar r <xsoll <! rhaft Rnrlln unri Bernkamen Berliner Disconto-BankAQ, Berlin, account number 241/5008, bank code 100 70000

ρ seat of the company. Berlin and Bergkamen ^ ^ ^ _ _mr _ ^ Berliner Handels-Gesellschaft - Frankfurter Bank -, Berlin.

"- SCHERINGiÄG * ^

Intellectual Property

The following surface-active substances should be mentioned: for example sodium or calcium lignin sulfonate, polyoxyethylene alkylphenyl ether, Naphthalenesulfonic acids and their salts, phenolsulfonic acids and their salts, formaldehyde condensates, Fatty alcohol sulfates, salts of long-chain fatty acids and substituted benzenesulfonic acids and their salts.

The proportion of the featured mix in the various Preparations can vary within wide limits. For example, the agents contain about 5 to 95 percent by weight of this mixture, about 95 to 5 percent by weight liquid or solid carriers and optionally up to 30 percent by weight of surface-active substances.

The weight ratio of the components in the marked Mixture should be about 1 part by weight of the defoliant active substance to 0.5 to 1000 parts by weight of the ineffective, basic substance and depends on the sensitivity and resistance of the plants, the application key point, the climatic conditions and soil conditions.

The application rates for the desired defoliation are generally 1-10,000 g mixture / ha, preferably 10 - 1000 g mixture / ha.

The agent can be applied in the usual way.

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£ Board of Directors: Or. Herbert Asmls · Dr. Christian Brunn ■ Hans-Jürgen Hamann Postal address: SCHERING AG · D-1000 Berlin 65 · PO Box 650311

t Dr. Heinz Hannse. Karl Otto MMelstenscheld Dr. Horst Witzel Postscheck account: Berlin-West 1175-101, bank code IM 10010

■ Ϊ Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berlin Commerzbank AG. Berlin, account no. 108 7006 00. Bank code 100 400

E Registered office of the company · Berlin and Berqkamen Berliner Disconto-Bank AG, Berlin, account no. 241/5008, bank code 100 700

ο Commercial register: AG CharloUenburg 93 HRB 283 and AG Kamen HRB O061 S ^erl , ⁱⁿ \ ^r , ^H ?? il !, ^s * £ ^es £! ^l? . ^ch $ ™ " ^F .S, ⁿ iä ^{urter Bank} " ■ ^Berlin ·

° - account no. 14-362, bank code 10020200

SC3 GC IV 425S)

BATH ORIGINAL

^; .. ^:: . ^: SCHERING AG

Gewirblidtu- legal protection

genes, for example with water as a carrier in spray liquid quantities from about 100 to 1000 liters / ha. An application of the means in the so-called "low-volume" or "ultra-low-volume process" is also possible.

The defoliant active substances and the basic additives of the marked mixture are known as such and can be prepared by processes known per se.

For example, the following ingredients are used to produce the preparations:

a) 95 percent by weight mixture

k weight percent kaolin

1 percent by weight of surfactants based

of the sodium salt of N-methyl-N-oleyl-taurine and the calcium salt of lignin sulfonic acids

b) 80 percent by weight mixture

10 percent by weight calcium salt of lignin sulfonic acid 3 percent by weight of ammonium salt of the monosulfuric acid

ester of tetra ethylene glycol nonylphenyl ether

7 weight percent colloidal silica

c) 20 percent by weight mixture 70 percent by weight Tonsil

8 percent by weight cell pitch

2 percent by weight wetting agent based on a fatty acid

condensation product

Board of Directors: Dr. Herbert Asmls Dr. Christian Brunn ■ Hans-Jürgen Hamann Postal address: SCHERING AQ · D-1000 Berlin 65 · Postfach 65 0311 Dr. Heinz Hannse · Karl Otto Mittelstenscheid · Dr. Horst Wltzel Postscheck account: Berlin-West 1175-101, bank code 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwarfzkoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 400

c- j "/-^". place-j.- "". rwiin ..nrf RernkamBn Berliner Disconto ^ Bank AG, Berlin, Account No._241 / 5008. Bank code 100 700

SCHERING AG

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/ ff.

d) 5 percent by weight 80 percent by weight IO weight percent

5 percent by weight

mixture

Tonsil

Cell pitch

Wetting agent based on a fatty acid condensation product duck it

The preparations are produced, for example by mixing the individual components in a drum and then grinding in a mill.

These preparations can be applied to the plants to be treated either directly or after dilution with water be applied. The pH value of these preparations is of particular importance for the potentiation of the effect of the mixture and should be used greater than 8, preferably from 91.5 to 11.51. It represents a special embodiment of the invention represent.

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Presentation: Or. Herbert Asmls ■ Dr. Christian Bruhn ■ Hans-Jürgen Hamann Or. Η · Ιηζ Hanns «· Karl Otto Mlttelstenscheld - Dr. Honest jokes I. Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Company headquarters: Berlin and Bergkamen Commercial register: AQ Charlottenburg 93 HRB283 and AQ Kamen HRB0061 Postal address: SCHERING AG ■ D-1000 Berlin 65 - PO Box 650311 Postschock account: Berlin-West 1175-101, bank code 10010010 Berliner Commerzbank AG, Berlin, account no. 106 7006 00, bank code 100 400 00 Berliner Disconto-Bank AG, Berlin, account no. 241/5008, bank code 100 700 00 Berliner Handels-Gesellschaft - Frankfurter Bank -, Berlin, Account no. 14-362, bank code 100 20200

SCJ GC IV 42550

» ^: SCHERING AG

Intellectual Property

The following examples are based on greenhouse experiments, usually on cotton plants with 5 - "real leaves performed% mrden. Dde funds were in shape aqueous preparations based on the compositions listed above are used.

Evaluation of the tests carried out by counting the dropped since the application leaves and by calculating the proportion in% of the total number of sheets. The same number of leaves was always available for each test element in the individual test. From trial to trial, the number of leaves per trial segment varied between 20 and 20 leaves per trial segment.

The following examples contain information on active ingredient, substance with a basic reaction, mixture and application rate and the percentage of defoliation determined. Partly is behind that achieved by the combination Percentage of defoliation in brackets of the fourth calculated using the method described by S.R. Colby indicated, which would be expected in the presence of an additive effect (S.R. Colby "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations "Weeds 15/1 (1967) P 20-22).

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Board of Directors: Dr. Herbert Asmls Dr. Christian Bruhn ■ Hans-Jürgen Hamann Postal address: SCHEF) INQ AQ · D-1000 Berlin 65 · Postfach 65 0311 Dr. Heinz Hannse · Karl Otto Mlttelstenscheid. Dr. Horst Witzal postal check account: Berlin-West 1175-101. Bank number 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AQ, Berlin, account no. 108 7006 00, bank code 100 400

........ -.-..-... - "" _ .. "^ p. _r " _{t) imen} Berliner Disconto-BankAQ, Berlin, account no. 241/5008. Bank code 100 700

SCHERING AG

Commercial «legal protection

The calculation was based on the following formula:

TTV

^E = ^{x + Y} -T3Ö

where X = percentage defoliation with

Substance A at ρ kg active ingredient / ha

Y = percentage defoliation with

Substance B at q kg active ingredient / ha

E = expected defoliation by A + Bbeip + q kg / ha

If the observed value is higher than the value E calculated according to Colby, the combination has a synergistic effect. the Results of these examples clearly show the potency of the defoliant active substance by the basically ineffective basic reacting substances.

Example 1

Young cotton plants at the 5-leaf stage were made with the following components of the agent, namely active ingredient, basic reacting substances and their mixture treated (repetition 4 times). The amount of water used is 500 liters / ha. After a few days the percentage became discarded leaves were found. The results are the can be found in the following table:

Components Application rate defoliation E

in g / ha in % (after Colby)

l-phenyl-3- (1,2,3- OO 35

thiadiazol-5-yl) urea = I.

-Ik- ORIGINAL BATHROOM

Board of Directors: Dr. Herbert Asmls Dr. Christian Bruhn · Hans-Jürgen Hamann Postal address: SCHERING AG · D-1000 Berlin 65 · P.O. Box 650311 Dr. Heinz Hannse · Karl Otto Mittelstenscheid · Dr. Horst Witzel Postscheck account: Berlin-West 1175-101, bank code 10010010

Chairman of the supervisory board: Or. Eduard v. Schwartzkoppan Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 «0 Company headquarters: Berlin and Bergkamen Berliner Disconto-Bank AG, Berlin, account no. 241/5008, bank code 10070000 . Handeleregister: AG Charlottenburg 93 HRB 283 and HRB 0061 AG Kamen g ^erlln \ ^{r Ha "d} J -5 ^to _1, ^{ll cn} ^] ^t ~ Frankfurter Bank - Berlin,??. Account no. 14-362, bank code 10020200 Intellectual Property

Components II Application rate
in g / ha 500 + 500 Defoliation
in ° / o E.
(n .Colby) K ₂ CO ₃ III 500 + 500 O ¥ ₂ ° 7 I + 80 O I + II Co 70 ( 35) e 1 III 60 ⁽ 35) B e i s ρ i

Young cotton plants were treated as indicated in Example 1. The results are shown in the table below remove.

Components

Application rate in g / ha defoliation E.

(after Colby)

in ^c / o

l-phenyl-3- (l, 2,3-thiadiazol-5-yl) urea = I.

Go

^K 2 ^CO 3 = II II 500 500 Na ₀ CO ₀ = XV XV 500 500 (NIy ₂ CO. = IV IV 500 500 K OH = V V 500 500 I + CO + I +. 00 + I + 80 + I + 30+

0 (57) 0 (57) 0 (57) 0 (57) 70 "5 OO 60

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BATH ORIGINAL

Board of Directors: Dr. Herbert Asml «· Dr. Christian Brunn ■ Hans-JOrgen Hamann Postal address: SCHERINQ AG ■ D-1000 Berlin 65 · P.O. Box 65 0311

Dr. Heinz Hannse - Karl Otto Mlttelstenscheld ■ Dr. Horst WlUeI Chairman of the Supervisory Board: Dr. Eduard v. Black tops Sl) T dar nMnll «ch« (t: Berlin and Bergkamen

Postal check account: Berlin-West 1175-101, bank code 10010010 Berliner Commerzbank AQ, Berlin, account no. 108 7006 00, bank code 100 400 Berliner Dlsconlo-Bank AQ. Berlin, Konlo no. 341/5009. Bank number 100 700 Rarllnnr Hundels-Qeielltchalt - Frankfurter Dank -, Berlin,

SCHERING AG

Intellectual Property

The i.spiel 3

Young cotton plants were given as in Example 1 treated. The results can be found in the following table:

Components Application rate defoliation E

in g / ha in % (according to Colby)

l-phenyl-3- (1,2,3-40 29

thiadiazol-5-yl) urea = I.

Na oleate = VI 500 Triethanolamine = VII 500 triethylamine = VIII 500

ι + vi 4o + 500
• ι + VIi 40 + 500
ι + viii 40 + 500 62 (29)

Example 4

0 (29) 0 (29) 33 43

Jxinge rolling plants were specified as in Example 1 treated. The effects percentages, which are lower in comparison with the previous examples, are due to unfavorable environmental conditions during the test in the winter months. The results are in the table below refer to.

Components Application rate defoliation in g / ha in ⁰ A

l-phenyl-3- (1,2,3-80 0

thiadiazol-5-yl) -

urea = I -I6-

Board of Directors: Or. Herbert Asmls · Dr. Christian Bruhn - Hans-Jürgen Hamann Postal address: SCHERING AG D-1000 Berlin 65 Postfach 65 0311 Dr. Heinz Hannse. Karl Otto Mlttelstenscheid Dr. Horst Witze, Postscheckkonto: Berlin-West «75-101. Bank.eit number 10010010

Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00. Bank code 100 400 Company headquarters: Berlin and Bergkamen Berliner Disconto-Bank AG, Berlin, account no. 241/5008, bank code 100700 Commercial register: AG Charlottenburg 93 HRB 2B3 and AG Kamen HRB 0061 Berliner Handels-Gesellschaft - Frankfurter Bank -, Berlin, Account no. 14-362. Bank code 100 202 OQ Account no. 14-362, bank code 10020200

: '.'. I * j. U "Ο ^; .J SCHERING AG

General legal protection

Components

Application rate in g / ha defoliation in %

V ⁰ 3 = II IX + II 500
1,000 + 500 • 0
0 I + OO 29 5- (phenyl-
carbamoylimino) -
1,2,3-
thiadiazolin-2-
id,
Calcium salt = IX II ao + 500 0 ao 24 l- (2-pvridvl) 80 0

3,, 3
thiadiazol-5-yl) urea = X

30 + '■ 3.5

X + II example 5

Young cotton plants are treated as indicated in example k. The results are shown in the table below.

Components

Application rate in g / ha defoliation E.

in / j (after Colby)

5- (Phenylcarbarnoylimino) -1,2,3-thiadiazolin-2-id, potassium salt XI

K ₀ CO = II

XI

II

500

500 500

0 39

(17)

-17-

± 1 Board of Directors: Dr. Herbert Asmle Dr. Christian Bruhn ■ Hans-Jürgen Hamann Postal address: SCHERINQ AQ ■ D-1000 Berlin 65 ■ P.O. Box 650311

Dr. Heinz Hannae · Karl Otto Mlttelttenacheid · Dr. Horst Wltzel

• | Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen

§ Seat of the company: Berlin and Bergkamen

tn u «m ·» uoonnm Postal check account: Berlin-West 1175-101, bank code 10010010 Berliner Commerzbank AQ, Berlin, account no. 108 7006 00, bank code 100 400 Berliner Dlsconto-Bank AQ, Berlin, account no. 241/5008, bank number 100 700 Berliner Handels-Qesellschalt - Frankfurter Bank -, Berlin,

: - * *.: * <.. ^: schering ag

QewerfallcRer legal protection

Example 6

Young ilibiscus sprouts grow 7-10 each unfolded Leaves were treated as indicated in Example 1. The percentage of fallen leaves was determined 6 days after the application.

Components Application rate defoliation E

in g / ha xn ^c / o

(after Colby)

l-phenyl-3- (l ', 2,3-2,5 thiadiazol-5-yl) -10 urea = I.

K ₂ CO ₃ = II 500 , 5 η 0 ^K 4 ^P 2 ° 7 = III 500 , 5 H
Η 0 I + II 2 14th
46 I + III 2
10 11
54 B e i s ρ i e 1 7 t- 500 h 500
l 500

Young cotton plants were treated as indicated in Example 1. The results are shown in the table below

remove.
Component s

Application rate in s / ha defoliation
in %

E (after Colby)

1-phenyl- (1,2,3-thiadiazol-5-yl) urea = I.

40

^K 2 ^CO 3

= II 3000

-18-

Board of Directors: Dr. Herbert A «mls ■ Dr. Christian Bruhn · Hans-Jürgen Hamann Dr. Halnz Hanme · Karl Otto Mltttlstenacheld · Dr. Horst Wltzel Chairman of the Supervisory Board: Dr. Eduard v. Schwart2koppen Company headquarters: Berlin and Bergkamen Commercial register: AQ Charlottenburg 93 HRB 283 and AG Kamen HRB 0061 Postal address: SCHERING AQ ■ D-1000 Berlin 65 ■ Pottfach 650311 Postal check account: Berlin-West 1175-101. Bank number 10010010 Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 400 Berliner Dtsconto-BankAG, Berlin, account no. 241/5008, bank code 100 700 Berliner Handels-Gesellschaft - Frankfurter Bank -, Berlin, Account no. 14-362, bank code 100 202 00

SC3 GC IV 42550

■■ - · * - · ^; * · 8th 3OO ... .. ..SCHERINGAG
Intellectual Property (19) w *
► * η 4 1000 3040902. (19) \ · 3000 Defoliation E
in % (according to Colby) (19) Components Application rate
in g / ha 10,000 0 (19) ^K 4 ^P 2 ° 7 = ^1Z1 3000 1000 57 (19) I + II 40 + 3000 67 (19) 40 + 10,000 71 (19) 40 + 76 40 + 62 I + III 40 + 86 40 + 90 40 + example

Young cotton plants were treated as indicated in Example 1. The results are shown in the table below .

Components

Application rate in g / ha defoliation in %

E (after Colby)

1-phenyl- (1,2,3-thiadiazol-5-yl) urea

Hexamethylenetetramine

= I.

40

= II 540 500 = XVI 540 500 + II 40 + + XVI 40 +

33

0 0

71 48

(33). (33)

-19-

Board of Directors: Dr. Herbert Asmls Dr. Christian Brunn ■ Hans-Jürgen Hamann Dr. Heinz Hannse · Karl Otto Mittelstenscheid ■ Dr. Horst Wltzel Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppan sit »(W na« »n * rhnff RnHIn and Bergkamen Postal address: SCHERING AQ · D-1000 Berlin 65 ■ Postfach 850311 Postal check account: Berlin-West 1175-101, bank code 10010010 Berlin Commerzbank AQ. Berlin. KoMo no. 108700600, bank number 100 400 OO Berliner Dlsconto-Bank AG, Berlin, account no. 241/5008, bank number 100700 Rariinar Hnndüli-Gesellschalt - Frankfurter Bank -, Berlin,

SCHERING AG

Intellectual Property

Example 9

Young cotton plants were given as in Example 1 treated. The results are shown in the table below.

Components Application rate defoliation E

in g / ha in % (according to Colby)

1-phenyl- (1,2,3- kO 6k

thiadiazol-5-yl) urea = I.

K ₂ CO = II 500 0

KPO ₄ = XVII 500 0

I + II kO + 500 86 6k

I + XVII kO + 500 91 64

Example 10

Young cotton plants were given as in Example 1 treated. The results are shown in the table below.

Components Application rate defoliation E

in g / ha in % (according to Colby)

1-phenyl-l-methyl- kO 63

(1,2,3-thiadiazole-

K ₂ CO ₃

ff = XII 500 + 500 0 = II 500 + 500 0 = XVII ko 71 XII + II ko 76 XII + XVII

63 63

-20-

3: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AQ, Berlin, account no. 108 7006 00, bank code 100 400

Company headquarters: Berlin and Bergkamen Berliner Disoonto-Bank AG, Berlin, account no. 241/5008, bank code 100700 Commercial register: AQ Charlottenburg 93 HRB283 and AQ Kamen HRB 0061 Berliner Handels-Geaellschaft - Frankfurter Bank-, Berlin, Account no. 14-362, bank code 100 20200

.ak- ^:. '.' .: Λ. ^: " Ο U SCHERING AG

Intellectual Property

Example 11

Young cotton plants were treated as indicated in Example 1. The results are in the table below to take from η.

Components Application rate defoliation E

in g / ha in % (according to Colby)

5-phenylcarbamoyl-40 52

imino) -1,2,3-thiadiazoline-

2-id, magnesium salt = XIII

K PO, = XVII 500 0

XIII + XVII 40 + 500 71

Example 12

Young cotton plants were treated as indicated in Example 1. The results are in the table below refer to.

Components Application rate defoliation E

in g / ha in % (according to Colby)

5-phenylcarbamoyl-

imino) -1,2,3-thiadiazoline-

2-id, manganese salt = XIV 40 32

K PO, = XVII 500 0

^ Il

XIV + XVII 40 + 500 82

-21-

Board of Directors: Dr. Herbert Asmls Dr. Christian Brunn · Hans-Jürgen Hamann Postal address: SCHERING AQ · D-1000 Berlin 65 ■ Postfach 65 0311

\ Dr. Heinz Hannse · Karl Otto Mittelstenscheid · Dr. Horst Witzel Postscheck account: Berlin-West 1175-101, bank code 10010010

- Chairman of the Supervisory Board: Dr. Eduard v. Schwartekoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 400 OQ

-, .- ..- ~ _t . ". o „„ „„ _nri ! Wnkam-n Berliner Disconto-BankAG, Berlin, account number 241/5008, bank code 10070000

ⁿ ·> - »- u» "Hi.Re« .n «rhBft - Frankfurter Bank -, Berlin,

SCHERING AG

Intellectual Property

Example 13

Young citrus plants with 21-27 leaves were grown as in Example 1 treated. The results are given in the table below.

Component s Application rate
in g / ha 14th Defoliation
in % 1-phenyl- (1,2,3-
thiadiazol-5-yl) -
urea = 300
I. 19th K ₂ CO ₃ II 1000 . 0 I + II 300+ looo 48 example

Young plants of Urtica urens were treated with the agent according to the invention or with the individual components sprayed. Three weeks later, the fresh weight of the above-ground parts of the plant was determined. In the following The table shows the relative values for plant height and fresh weight (untreated = 100). the Compared to the untreated control, plants showed the desired more compact, lower and thus more stable Grew up. Still, her fresh weight was higher. The results of the experiment show that the inventive Medium has a greater growth-regulating effect than the individual components.

-22-

Board of Directors: Dr. Herbert Asmis Dr. Christian Bruhn ■ Hans-Jürgen Hamann Postal address: SCHERING AG · D-10OO Berlin 65 · Postfach 65 0311 Chairman of the Supervisory Board: Dr. Eduard v. Schwartekoppen Berliner Commerzbank AG, Berlin, account no! 108 7006 00. Bank free number 100 400 Company headquarters: Berlin and Bergkamen Berliner Disconto-Bank AG, Berlin, account number 241/5008, bank code 10070000 Commercial register: AG Cherlottenburg 93 HRB 283 and AG Kamen HRB0061 Berliner Handels-Gesellschaft - Frankfurter Bank -, Berlin. Account no. 14-362, bank code 100 202 00 G * w «'rbl! Cfiar legal protection

Components Application Plant Height Fresh Concentration relative weight in ppm relative

1-phenyl .- (1,2,3-2 79 113 thiadiazol-5-yl) urea = I.

K CO = II 26 100 100

I + II 2 + 26 75 131

-23-

Board of Directors: Dr. Herbert Asmls Dr. Christian Bruhn ■ Hans-Jürgen Hamann Postal address: SCHERINQ AQ · D-1000 Berlin 65 ■ Postfach 65 0311 Dr. Heinz Hannsa · Karl Otto Mittelstenscheid · Dr. Horst Witzel Postscheck account: Berlin-West 1175-101. Bank number 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AQ, Berlin, account no. 108 7006 00, bank number 100 400

ei * H = _P ro.eii. ^ h ,. «· riariin unrl Bernkamen Berliner Dlsconto-Bank AG, Berlin. Account no. 241/5008, bank number 100 700

R .. «ii.rh.n« "rim and BeraKamen _n ., N"., U «nrt.i..r?.«. Ii.rh _n | t - Frankfurter Bank = - "-

Claims (1)

Vy ·: ":. ·;:;:": SCHERING AG - * - '' ■ * '■; Commercial legal protection Claims 1. Means in particular for defoliation of plants, characterized by a content of a 1,2,3-thiadiazol-5-yl urea or 1,2,3-thiadiazolin-2-id derivative in mixture with a basic reacting agent Substance. 2. Means according to claim 1, characterized by a Content of a 1,2,3-thiadiazol-5-yl urea derivative the general formula N
Il • C
Il - H. χ
Il Λ N N C. -N- C - / * 3 in the R is hydrogen or a C -C -Alley Ire st, R is a C -C -Alley Ire st, a C -Cq cycloalkyl radical, a phenyl, halophenyl, C -C ^ alkylphenyl, C -C alkoxyphenyl -, nitrophenyl or trifluoromethylphenyl radical, an unsubstituted or a pyridyl or pyrimidyl radical substituted several times, identically or differently by C -C alkyl radicals, C -C alkoxy radicals, halogen atoms, the nitro group or the trifluoromethyl group, or -24- ■ ORIGINAL INSPECTED Board of Directors: Dr. Herbert Asmis Dr. Christian Brunn ■ Hans-Jürgen Hamann Postal address: SCHERING AG · D-1000 Berlin SS · Pottfach 65 0311 Dr. Heinz Hannse · Karl Otto Mittelstenscheld ■ Dr. Horst Witzel Postscheck account: Berlin-West 1175-101, bank number 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00. Bank code 100 400 ι · Berlin and RprnkBmnn Berliner Disconto-Bank AG, Berlin, account no. 241/5008. Bank number 100 700 ι. Benin una oergKamen ",, _{ο t} _, _ ^. ■■ t_i. γ? 1-_ι.ι .._. β ι. η,: _ i Charlottenburg 93 HRB 283 and AG Kamen HRB 0061 SCHERING AG Intellectual Property H ₁ and R ₀ together with the N atom form the morpholino, JL £ Piperidino or pyrrolidino group, R is hydrogen or a C -C -alkyl radical and X represent an oxygen or sulfur atom. 3 · Means according to claims 1 and 2, characterized by a content of l-phenyl-3- (1,2,3-thiadiazol-5-yl) urea, 1-phenyl-1-methyl-3- (1,2,3-thiadiazol-5-yl) urea or 1- (2-pyridyl) -3- (1,2,3-thiadiazol-5-yl) urea. k. Agent according to Claim 1, characterized by a content of a 1,2,3-thiadiazoline-2-id derivative of the general formula II II in the R is hydrogen or a C -C -alkyl radical, R "is hydrogen or a C _{1 -C -alkyl radical, a C -C n} - • 1 1 5 5 'J Cycloalkyl radical, a phenyl, ilalogenphenyl, C -C, -Alkylphenyl-, C -C ^ -Alkoxyphenyl-, Nitrophenyl-, or Trif luomethylphenylrest, an unsubstituted one or one or more identical or different through C -C ^ -alkyl radicals, C -C ^ -alkoxy radicals, halogen atoms, the nitro group or the trifluoromethyl group substituted Board of Directors: Dr. Herbert Asmls ■ Dr. Christian Bruhn ■ Hans-Jürgen Harnann Postal address: SCHERING AG · D-10O0 Berlin 65 · Postfach 65 0311 Dr. Heinz Hannse ■ Karl Otto Mittelstenscheid · Dr. Horst Witzel Postscheck account: Berlin-West 1175-101, bank code 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 400 Slö of the company Berlin and Berakamen Berliner Disconto-BankAG, Berlin, account number 241/5008, bank code 100700 H. * delsÄr? AGS bhaÄburgia HRB 283 u. AG Kamen HRB 0061 K-Ä ^ Ä ^^^^ ^ * "' ^ *' N = C. = N X _R. R. 2 I. I. Il / 1 N C. - C - - N ^ S ^/ \ ι schering ag Intellectual Property tuted pyridyl or pyrimidyl radical or R and R together with the N atom denote the morpholino, piperidino or pyrrolidino group and B denotes an alkali metal atom, preferably a lithium, sodium or potassium atom, or a corresponding equivalent of a zinc, Manganese, calcium, magnesium or barium atoms, and X represent oxygen or sulfur. 5. Means according to claims 1 and 4, characterized by a content of 5- (phenylcarbamoylimino) -l, 2,3-thiadiazolin-2-id, Calcium salt, 5-phenylcarbamoylimino) -l, 2,3-thiadiazolin-2-id, Magnesium salt or 5-phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, Manganese salt. 6. Agent according to claim 1, characterized by a content of a basic reacting S \ xb punch from the group of Alkali hydroxides, amines, carbonates, phosphates or monocarboxylic acids Alkali salts. 7. Agent according to claim 6, characterized by a content of sodium or potassium hydroxide. 3. Agent according to claim 6, characterized by a content on triethylamine, diethanolamine, triethanolanine, triiso-'iropanolanine or hexamethylenetetramine. 9. lüttel according to claim 6, characterized by a content of sodium carbonate, potassium carbonate or ammonium carbonate . 10. Agent according to claim 6, characterized by a content of trinatrium phosphate, tripotassium phosphate, tetra- ORIGINAL BATHROOM -26- Board of Directors: Or. Herbert Asmls · Dr. Christian Bruhn ■ Hans-Jürgen Harnann Postal address: SCHERINQ AG ■ 0-1000 Berlin 65 ■ P.O. Box S50311 Dr. Heinz Hannse · Karl Otto Mittelstenscheid ■ Dr. Horst Wltzel Postscheck account: Berlin-West 1175-101, BanklelUahl 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berlin Commerzbank AG. Berlin, account no. 108 7006 00, bank number 100 400 Berliner Disconto-Bank AQ. Berlin, account no. 241/5008. Bank code 100 700 u. AQ Kamen HRB0061 KSJSSiÄ ^ Ä'hf mm «*" * .: l SCHERING AG Intellectual Property sodium pyrophosphate or tetrapotassium pyrophosphate. 11. Means according to claim 6, characterized by a Sodium oleate content. 12. Composition according to claim 1, characterized by a content of 1-phenyl-3- (1,2,3-thiadiazol-5-yl) -urea in Mi s clmng with potassium hydroxide, potassium carbonate, ammonium carbonate, tetrakaliuiapyrophosphat, triethylainin, triethanolamine or Sodium oleate. 13- means according to claim 1, characterized by a 1- (2-pyridyl) -3- (1,2,3-thiadiazol-5-yl) urea content mixed with potassium carbonate. Ik. Agent according to Claim 1, characterized by a content of 5-C phenylcarbamoylimino) -1, 2, 3-thiadiazoline-2-id calcium salt in a mixture with potassium carbonate. 15. Composition according to claim 1, containing the individual components in a weight ratio of 1 part by weight of the defoliant active substance to 0.5 to 1000 parts by weight of the basic reacting substance. 16. Agent according to claim 1, characterized in that it has a pH value greater than 8, preferably from 9.5 to 11.5. 17. Composition according to claim 1, consisting of 5 to 95 percent by weight Thiadiazol-5-yl urea - or 1,2,3- -27- Board of Directors: Dr. Herbert Asmls - Dr. Christian Bruhn - Hans-Jürgen Hamann Postal address: SCHERING AG ■ D-1000 Berlin 65 · P.O. Box 65 0311 Dr. Heinz Hannse · Karl Otto Mlttelstenscheld · Dr. Horst Witzel Postscheck account: Berlin-West 1175-101, bank code 10010010 Chairman of the Supervisory Board: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AG, Berlin, account no. 108 7006 00, bank code 100 400 Headquarters of the gas company · Berlin and Berakamen Berliner Disconto-BankAG, Berlin, account no. 241/5008, bank code 100700 to £ aX £ $$! ^ U. AG Kamen HRB0061 gS ^ tMefft ^ l ^ iöoaB « ¹ '* ¹ " ^ "' ⁸ ^""' Commercial legal protection Thiadiazolin-2-id derivative in mixture; with a basic reacting substance, 95 to 5 percent by weight liquid or solid carriers and optionally up to z \ i 30 weight sproaent surface-active substances. lO. lütt el senäß claim 1 to the bleeding ;; from plants. -28- BATH ORIGINAL Board of Directors: Dr. Herbert Asmis Dr. Christian Brunn ■ Hana-JQrgan Hamann Postal address: SCHERING AQ · O-1000 Berlin 65 · P.O. Box «50311 Dr. Heinz Hannse ■ Karl Otto Mlttelstenscheld ■ Dr. Horst Wlteel Postscheck-Account: Berlin-West 1175-101, bank code 10010010 Chairman of the Supervisory Board »: Dr. Eduard v. Schwartzkoppen Berliner Commerzbank AQ, Berlin, account no. 108 7006 00, bank number 100400 ( Slft of society: Berlin and B.rgk.m.n ... .__ g ^ -r DJsoon ^^