CH647928A5 - AGENTS FOR DE-LEAVING PLANTS. - Google Patents

Description

The invention relates to an agent for defoliation of plants, preferably cotton plants, containing mixtures of 1,3,3-thiadiazol-5-ylurea or 1,2,3-55 thiadiazolin-2-id derivatives with an ineffective per se Base that increases the effectiveness of the active component.

1,2,3-thiadiazol-5-yl-urea and 1,2,3-thiadiazolin-2-id derivatives have already become known as agents for defoliation of plants (DE-OS 2 506 690; DE-OS 60 2,619,861; DE-OS 2,719,810). However, these active substances do not show sufficient effects in all cases.

Mixtures of l, 2,3-thiadiazol-5-yl-urea derivatives with other defoliation agents are also known, in which the substances which have a more or less defoliation effect each potentiate each other in their action (DE-OS 2 646 712). The synergistic effect of these mixtures is therefore dependent on two already active compounds.

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647 928

The object of the present invention is therefore to provide an agent for defoliation of plants in which the action of the 1,2,3-thiadiazol-5-ylureas or 1,3,3-thiadiazolin-2-id derivatives is increased by the addition of ineffective bases.

According to the invention, this object is achieved by an agent which is characterized by a content of a defoliate 1,2,3-thiadiazol-5-ylurea or 1,2,3-thiadiazolin-2-id-derivative in a mixture ineffective base, which increases the effectiveness of the active component.

Examples of suitable compounds having a defoliation activity according to the invention are:

A) 1,2,3-thiadiazol-5-yl urea derivatives of the general formula

N C - H

N C - N - C - N I

\ / i \

in which hydrogen or a Cj-Cs-alkyl radical, R2 a C, -C5-alkyl radical, a C5-C8-cycloalkyl radical, a phenyl, halophenyl, Cj-Q-alkylphenyl, Cj-Q-alkoxyphenyl, Nitrophenyl or trifluoromethylphenyl radical, an unsubstituted or a pyridyl or pyrimidyl radical or Rj and R2 substituted by C, -C4-alkyl radicals, QQ-alkoxy radicals, halogen atoms, the nitro group or the trifluoromethyl group or Rj and R2 together with the N atom the morpholino, piperidino or pyrrolidino group, R3 is hydrogen or a Q-C5-alkyl radical and X is an oxygen or sulfur atom;

B) l, 2,3-thiadiazolin-2-id derivatives of the general formula

II

I I l | / -L Ä

N 'C = N - C - N B II \ / \

in the

R, hydrogen or a Q-Cj-alkyl radical, R2 hydrogen or a Cj-Cs-alkyl radical, a C5-C8-cycloalkyl radical, a phenyl, halophenyl, Cj-Q-alkylphenyl, C1-C4-alkoxyphenyl- , Nitrophenyl or trifluoromethylphenyl radical, an unsubstituted or a pyridyl or pyrimidyl radical or R, which is substituted one or more times or identically or differently by C 1 -C 4 -alkyl radical, Q — C4-alkoxy radicals, halogen atoms, the nitro group or the trifluoromethyl group. and R2 together with the N atom represent the morpholino, piperidino or pyrrolidino group and B is an alkali metal atom, preferably a lithium, sodium or potassium atom, or a corresponding equivalent of a zinc, manganese, calcium, magnesium or barium atom and X represents oxygen or sulfur.

Examples of substances of the general formula I are:

1-phenyl-3- (1,2,3-thiadiazol-5-yl) urea l-phenyl-l-methyl-3- (1,2,3-thiadiazoI-5-yl) urea l- (4th -Chlorphenyl) -3- (l, 2,3-thiadiazol-5-yl) -urea 1 -Cyclohexyl-3- (1,2,3-thiadiazol-5-yl) -urea 1 - (3-chlorophenyl) - 3- (1,2,3-thiadiazol-5-yl) urea

1 - (4-Methylphenyl) -3- (l, 2,3-thiadiazol-5-yl) urea 1 - (3-methylphenyl) -3- (1,2,3-thiadiazol-5-yl) urea l- (3,4-dichlorophenyl) -3- (l, 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-dimethyl-3-methyl-3- (l, 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 - (4-methyl-2-pyridyl) -3- (1,2,3-thiadiazol-5-yl) -urea l- (4-methyl-2-pyrimidyl) -3- (l, 2,3-thiadiazol-5-yl) -urea 1 - (4-pyridyl) -3- (1,2,3-thiadiazole- 5-yl) urea 1 - (3-pyridyl) -3- (1,2,3-thiadiazol-5-yl) urea 1 - (2-pyrimidyl) -3- (1,2,3-thiadiazole- 5-yl) urea l- (3-methyl-2-pyridyl) -3- (l, 2,3-thiadiazol-5-yl) urea l- (5-methyl-2-pyridyl) -3- ( l, 2,3-thiadiazol-5-yl) -har Substance 1- (6-methyl-2-pyridyl) -3- (1,3,3-thiadiazol-5-yl) urea.

Examples of substances of the general formula II include:

5- (Phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, sodium salt xH20

5- (Phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, calcium salt x8H20

5- (phenylcarbamoylimino) -l, 2,3-thiadiazolin-2-id, potassium salt xH20

5- (phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, lithium salt x4H20 5- (methylphenylcarbamoylimino) -l, 2,3-thiadiazolin-2-id,

Sodium salt xH20 5- (methylphenylcarbamoylimino) -1,2,3-thiadiazolin-2-id,

Potassium salt xH20 5- (methylphenylcarbamoylimino) -1,2,3-thiadiazolin-2-id,

Lithium salt xH20 5- (2-pyridylcarbamoylimino) -l, 2,3-thiadiazolin-2-id, sodium salt xl, 5 H20 5- (2-pyridylcarbamoylimino) -l, 2,3-thiadiazolin-2-id, potassium salt xH20 5 - (2-Pyridylcarbamoylimino) -1,2,3-thiadiazolin-2-id, lithium salt xH20 5- (phenylthiocarbamoylimino) -1,2,3-thiadiazolin-2-id, sodium salt xH20 5- (phenylcarbamoylimino) -1.2 , 3-thiadiazolin-2-id, magnetic

sodium salt x2H2Ò 5- (phenylcarbamoylimino) -1,2,3-thiadiazolin-2-id, zinc salt x3H20

5- (Phenylcarbamoylimino) -l, 2,3-thiadiazolin-2-id, manganese salt x3H20

5- (phenylcarbamoylimino) -l, 2,3-thiadiazolin-2-id, barium salt x3H20

According to the invention, these substances are particularly suitable:

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

The following, for example, are ineffective bases which increase the activity of the active component:

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.

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647 928

4th

For this purpose, such substances should preferably be used which adjust the composition according to the invention to a pH above 8, preferably from 9.5 to 11.5.

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 the defoliation of cotton plants, which ideally enables the use of picking machines for the capsule harvest.

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

It is known to the person skilled in the art that the defoliation is not a herbicidal action and that even killing the treated plant is undesirable because the leaves adhere to the killed plant and the productive parts of the plant can be damaged. The sense of defoliation, to make harvesting easier and to get a purer crop, can be lost. It is therefore necessary that the plant remains alive while the leaves separate and fall off. This enables the further development of the productive plant parts, whereby new leaf growth is to be prevented. The agent according to the invention solves all of these tasks in an excellent manner, so that it can be assumed that the prior art is far exceeded.

The agent according to the invention can also be used in a mixture with other active ingredients, for example defoliants, pesticides or pesticides, depending on the desired purpose.

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

The mixture according to the invention is expediently used 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, if appropriate, wetting agents, adhesives, emulsifiers and / or dispersants .

Suitable liquid carriers are, for example, water, aliphatic and aromatic hydrocarbons, such as benzene, toluene, xylene, cyclohexanone, isophorone, dimethyl sulfoxide, dimethylformamide, and also mineral oil fractions.

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

Examples of surface-active substances are: sodium or calcium lignin sulfonate, polyoxyethylene alkylphenyl ether, naphthalene sulfonic acids and their salts, phenol sulfonic 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 labeled mixture 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 of liquid or solid carriers and optionally up to 30 percent by weight of surfactants.

The weight ratio of the components in the marked mixture should be about 1 part by weight of the defoliants to 0.5 to 1000 parts by weight of the ineffective, basic substance, and depends on the sensitivity and resistance of the plants, the time of use, 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 a customary manner, for example using water as a carrier in spray liquor amounts of about 100 to 1000 liters / ha. It is also possible to use the funds in the so-called “low-volume” or “ultra-low-volume method”.

The defoliants and the basic additives of the marked mixture are known as such and can be prepared by methods known per se.

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

a) 95 percent by weight mixture

4% by weight kaolin

1 percent by weight of surface-active substances based on the sodium salt of N-methyl-N-oleyl-taurine and the calcium salt of lignin sulfonic acid. B) 80 percent by weight of mixture

10 weight percent calcium salt of lignin sulfonic acid

3 percent by weight ammonium salt of the monosulfuric acid ester of tetraethylene glycol nonyl phenyl ether

7% by weight colloidal silica c) 20% by weight mixture

70 weight percent tonsil

8% by weight cell pitch

2 percent by weight wetting agent based on a fatty acid condensation product d) 5 percent by weight mixture

80 weight percent tonsil

10% by weight cell pitch

5 percent by weight wetting agent based on a fatty acid condensation product

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

These preparations can be applied to the plants to be treated either directly or after dilution with water. The pH of these preparations is of particular importance for the potentiation of the action of the mixture and should expediently be greater than 8, preferably from 9.5 to 11.5. It represents a special embodiment of the invention.

The following examples are based on greenhouse tests, which were usually carried out on cotton plants with 5-8 real leaves. The agents were applied in the form of aqueous preparations based on the compositions divided above.

The tests were evaluated by counting the number of leaves dropped since the application and by calculating the percentage in% of the total number of leaves. The same number of sheets was always available for each test member. From test to test, the number of leaves per test element varied between 20 and 28 leaves per test element.

The examples below contain information on the active ingredient, ineffective base, mixture, application rate and the percentage of defoliation determined. In some cases, behind the percentage of défoliation achieved by the combination in brackets, the value calculated using the method described by S. R. Colby is shown

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647 928

that would be expected if additive effects were present (S.R. Colby «Calculating Synergistic and Antagonistic Responses of Herbicide Combinations» Weeds 15/1 (1967) p 20-22).

The calculation was based on the following formula:

is there

X = percentage defoliation with substance A at p kg of active ingredient / ha

Y = percentage defoliation with substance B at q kg active ingredient / ha

E = expected defoliation by A + B at p + q kg / ha

If the observed value is higher than the Colby value E, the combination has a synergistic effect. The results of these examples clearly show the potentiation of the effect of the defoliation-effective substance by the ineffective, basic-reacting substances.

example 1

Young cotton plants in the stage of 5 leaves were treated with the following components of the agent, namely active ingredient, basic reacting substances and their mixture (repeated 4 times). The amount of water used was 500 ltr / ha.

After a few days the percentage of leaves dropped was determined. The results are shown in the following table:

Components effort- defoliation- E

Quantity in rank in% (n.Colby) g / ha l-phenyl-3- (l, 2,3-

thiadiazol-5-yl) -

urea = I

80

35

K2C03 = II

500

0

K4P207 = III

500

0

I + II

80 + 500

70

I + III

80 + 500

60

Example 2

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

Components effort- defoliation- E

amount in% (n.Colby) g / ha l-phenyl-3- (l, 2,3-

thiadiazol-5-yl) -

urea = I

80

57

K2C03 = II

500

0

Na2C03 = XV

500

0

(NH4) 2C03 = IV

500

0

KOH = V

500

0

I + II

80 + 500

70

(57)

I + XV

80 + 500

85

(57)

I + IV

80 + 500

80

(57)

1 + V

80 + 500

60

(57)

Example 3

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

Components effort- defoliation- E

quantity in% (n.Colby) g / ha l-phenyl-3- (l, 2,3-thiadiazol-5-yl) -

urea

- I

40

29

Na oleate

= VI

500

0

Triethanol

amine

= VII

500

0

Triethylamine

= VIII

500

I + VI

40 + 500

33

(29)

i + vn

40 + 500

43

(29)

I + VIII 40 + 500

62

(29)

Example 4

Young cotton plants were treated as indicated in Example 1. The lower efficacy percentages compared to the previous examples are due to unfavorable environmental conditions during the experiment in the winter months. The results are shown in the following table.

Components effort- defoliation-

quantity in% g / ha

1 -phenyl-3- (l, 2,3-thiadia-

zol-5-yl) urea

= I

80

0

k2co3

= II

500

0

1000

0

I + II

80 + 500

29

5- (phenylcarbamoyl-

80

0

imino) -l, 2,3-thiadiazoline-

2-id, calcium salt

= IX

IX + II

80 + 500

24th

l- (2-pyridyl) -3- (l, 2,3-

thia-

diazol-5-yl) urea

= X

80

0

X + II 80 + 500 23.5 Example 5

Young cotton plants were treated as indicated in Example 4. The results are shown in the following table.

Components effort- defoliation- E

quantity in% (n.Colby) g / ha

5- (phenylcarbamoyl-

imino) -l, 2,3-thiadiazoline-

2-id,

Potassium salt XI 500 17

K2C03 = II 500 0

XI + II 500 + 500 39 (17)

Example 6

Young hibiscus plants, each with 7-10 unfolded leaves, were treated as indicated in Example 1. The percentage of fallen leaves was determined 6 days after application.

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Components effort- defoliation- E

amount in% (n.Colby) g / ha l-phenyl-3- (l, 2,3-

thiadiazol-5-yl) -

2.5

0

urea = i

10th

4th

k2co3 = 11

500

0

k4p2o7 = iii

500

0

i + ii

2.5 + 500

14

10 + 500

46

i + iii

2.5 + 500

11

10 + 500

54

Example 7

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

Components effort- defoliation- E

quantity in% (n.Colby) g / ha

1-phenyl- (1,2,3-

thiadiazol-5-yl) -

urea = I

40

19th

k2c03 = 11

3000

0

k4P2o7 = III

3000

0

I + II

40 + 300

57

(19)

.40 + 1000

67

(19)

40 + 3000

71

(19)

40 + 10000

76

(19)

I + III

40 + 1000

62

(19)

40 + 3000

86

(19)

40 + 10000

90

(19)

Example 8

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

Components effort- defoliation- E

quantity in% (n.Colby) g / ha

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

urea =

I.

40

33

k2co3

n

540

0

Hexamethylene

tetramine =

XVI

540

0

I + II

40 + 500

71

I + XVI 40 + 500

48

Example 9

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

Components effort- defoliation- E

quantity in% (n.Colby) g / ha

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

urea

= I

40

64

k2co3

= II

500

0

k3po4

= XVII

500

0

I + II

40 + 500

86

64

I + XVII

40 + 500

91

64

Example 10

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

Components effort- defoliation- E

quantity in% (n.Colby) g / ha

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

urea

= XII

40

63

k2co3

= II

500

0

k3po4

= XVII

500

0

XII + II

40 + 500

71

63

xn + xvn

40 + 500

76

63

Example 11

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

Components effort- defoliation- E

quantity in% (n.Colby) g / ha

5-phenylcarbamoyl-imino) -l, 2,3-thiadiazolin-2-id, magnesium salt = XIII 40 52 K3P04 = XVII 500 0

XIII + XVII 40 + 500 71 52

Example 12

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

Components effort- defoliation- E

quantity in% (n.Colby) g / ha

5-phenylcarbamoyl-imino) -1,2,3-thiadiazolin-2-id, manganese salt = XIV 40 32 K3P04 = XVII 500 0

XIV + XVII 40 + 500 82 32

Example 13

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

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Components effort- defoliation-

amount in% g / ha l-phenyl- (1,2,3-thiadiazol-5-

yl) urea = I 300 19

K2C03 = II 1000 0

I + II 300 + 1000 48

Example 14

Young Urtica urens plants were sprayed with the agent according to the invention or with the individual components. Three weeks later the fresh weight of the aerial parts of the plants was determined. The table below shows the relative values for plant height and fresh weight (untreated = 100).

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Compared to untreated controls, the plants had the desired stubborn, lower and therefore more stable growth. Nevertheless, her fresh weight was higher. The results of the experiment show that the agent according to the invention produces a greater growth-regulating effect than the individual components.

Components Application Plants Fresh

Concentration height relative weighting in ppm relative

1 -phenyl- (1,2,3-thia-diazol-5-yl) urine

material

= I

2nd

79

113

k2co3

= II

26

100

100

I + II

2 + 26

75

131

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Claims (5)

647928 1. Agent for defoliation of plants, characterized by a content of a l, 2,3-thiadiazol-5-yl urea or l, 2,3-thiadiazolin-2-id derivative in a mixture with one itself ineffective base that increases the effectiveness of the active component. 2. Composition according to claim 1, characterized by a content of an l, 2,3-thiadiazol-5-yl-urea derivative of the general formula 10th N C - H C _ N - C - N 'R, in the Rj is hydrogen or a Cx-Cs-alkyl radical, R2 is a Ci-C5-alkyl radical, a C5-C8-cycloalkyl radical, a phenyl, halophenyl, Cj-Q-alkylphenyl, QQ-alkoxyphenyl, nitrophenyl or trifluoromethylphenyl radical, an unsubstituted or a several times the same or different C1-C4-alkyl radicals, Cj-Q-alkoxy radicals, halogen atoms, the nitro group or the trifluoromethyl group substituted pyridyl or pyrimidyl radical or Ri and R2 together with the N atom represent the morpholi-no, piperidino or pyrrolidino group, R3 is hydrogen or a Cj-Cs-alkyl radical and X is an oxygen or sulfur atom. 2nd PATENT CLAIMS 3. Composition according to claims 1 and 2, characterized by a content of l-phenyl-3- (l, 2,3-thiadiazol-5-yl) urea, l-phenyl-l-methyl-3- (l, 2nd , 3-thiadiazol-5-yl) urea or l- (2-pyridyl) -3- (l, 2,3-thiadiazol-5-yl) urea. 4. Composition according to claim 1, characterized by a content of an l, 2,3-thiadiazolin-2-id derivative of the general formula 20th II 30th 35 40 N = C N C = N - X H C. / R1 - N II 6. Composition according to claim 1, characterized in that the ineffective base is selected from the group of alkali metal hydroxides, amines, carbonates, phosphates or monocarboxylic acid alkali metal salts. 7. Composition according to claim 6, characterized by a content of sodium or potassium hydroxide. 8. Composition according to claim 6, characterized by a content of triethylamine, diethanolamine, triethanolamine, triisopropanolamine or hexamethylenetetramine. 9. Composition 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 trisodium phosphate, tripotassium phosphate, tetrasodium pyrophosphate or tetrapotassium pyrophosphate. 11. Agent according to claim 6, characterized by a content of sodium oleate. 12. Composition according to claim 1, characterized by a content of l-phenyl-3- (l, 2,3-thiadiazol-5-yl) urea in a mixture with potassium hydroxide, potassium carbonate, ammonium carbonate, tetrapotassium pyrophosphate, triethylamine, triethanolamine or Sodium oleate. 13. Composition according to claim 1, characterized by a content of l- (2-pyridyl) -3- (l, 2,3-thiadiazol-5-yl) urea in a mixture with potassium carbonate. 14. Composition according to claim 1, characterized by a content of 5- (phenylcarbamoylimino) -l, 2,3-thiadiazolin-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 defoliate substance to 0.5 to 1000 parts by weight of the ineffective base. 16. Composition according to claim 1, characterized in that it has a pH greater than 8, preferably from 9.5 to 11.5. 17. Composition according to claim 1, consisting of 5 to 95 weight percent thiadiazol-5-yl-urea or 1,2,3-thia-diazolin-2-id derivative in a mixture with a basic reacting substance, 95 to 5 weight percent liquid or solid carriers and optionally up to 30 percent by weight of surfactants. 18. Composition according to claim 1 for defoliation of cotton plants. NS ' \ R, 45 in the Rj is hydrogen or a C1-Cs-alkyl radical, R2 is hydrogen or a Cj-Cs-alkyl radical, a C5-C8-cycloalkyl radical, a phenyl, halophenyl, C1-C4-alkylphenyl, C1-C4-alkoxyphenyl, nitrophenyl or trifluoromethylphenyl radical, an unsubstituted or a mono- or several times the same or different by C1-C4-alkyl radicals, QQ-alkoxy radicals, halogen atoms, the nitro group or the trifluoromethyl group substituted pyridyl or pyrimidyl radical or Rj and R2 together with the N atom mean the morpholino, piperidino or pyrrolidino group and B is a Alkali metal atom, preferably a lithium, sodium or potassium atom, or a corresponding equivalent of a zinc, manganese, calcium, magnesium or barium atom, and X represents oxygen or sulfur. 5. Composition according to claims 1 and 4, characterized by a content of 5- (phenylcarbamoylimino) -l, 2,3-thia-diazolin-2-id, calcium salt, 5-phenylcarbamoylimino) -l, 2,3-thiadiazolin-2 -id, magnesium salt or 5-phenylcarbamoyl-imino) -l, 2,3-thiadiazolin-2-id, manganese salt.