Substituted aminomethylenemalonate, the retrieval method, herbicide tool based on them, the way of weed control and intermediate compounds

 

The invention relates to new substituted aminomethanesulfonic General formula (I) possessing a highly effective herbicide action, as well as the way they are received, herbicide tool based on these intermediate compounds of General formula (II). In the compounds of General formula (I) Z means Metin or nitrogen, R¹group NR⁶R⁷in which R⁶is alkyl with 1-4 carbon atoms, and R⁷is hydrogen or alkyl with 1-4 carbon atoms; alkyl with 1-4 carbon atoms; n = 0, 1 or 2 except for the values 0 or 1 when R¹means a group NR⁶R⁷; R²and R³independently from each other hydrogen or alkyl with 1-4 carbon atoms; R⁴is hydrogen or alkyl with 1-4 carbon atoms, R⁵- formyl, alkylsulphonyl with 1-4 carbon atoms in the alkyl group which may be substituted by one or more Halogens; alkenylboronic with 2-4 carbon atoms in alkenylphenol part, alkenylboronic with 2-4 carbon atoms in alkenylphenol part, alkylsulfonyl with 1 to 4 carbon atoms in which alkyl group may be substituted by one or more Halogens; cycloalkylcarbonyl with 3-6 carbon atoms in cycloalkyl part, alkoxycarbonyl with 1-4 carbon atoms in alkoxyimino parts and other values specified in the claims. The method of obtaining compounds of General formula (I) or their salts is that sulfonylation General formula (II) is subjected to interaction with aminoheterocycles General formula (III) and the target product is isolated in free form or in salt form. Herbicide tool contains a compound of the formula (I) or its salt and normal in plant protection auxiliary means for receiving preparative forms. Method of weed control is applied to plants, plant seeds or planting area an effective amount of the compounds of formula (I) or its salt. 5 S. and 2 C. p. F.-ly, 2 PL.

Tablicy

Claims

1. Substituted aminomethanesulfonic General formula (I)

where R¹means a group NR⁶R⁷in which R⁶means alkyl with 1-4 carbon atoms, and R⁷means hydrogen or alkyl with 1-4 carbon atoms; alkyl with 1-4 carbon atoms;

n means 0, 1 or 2, with the exception of the values 0 or 1 when R¹means a group NRa;

R⁴means hydrogen or alkyl with 1-4 carbon atoms;

R⁵means formyl, alkylsulphonyl with 1-4 carbon atoms in the alkyl group which may be substituted by one or more residues selected from halogen; alkenylboronic with 2-4 carbon atoms in alkenylphenol part, alkenylboronic with 2-4 carbon atoms in alkenylphenol part, alkylsulfonyl with 1 to 4 carbon atoms in which alkyl group may be substituted by one or more residues selected from halogen; cycloalkylcarbonyl with 3-6 carbon atoms in cycloalkyl part, alkoxycarbonyl with 1-4 carbon atoms in the CNS part, phenylcarbinol, phenylsulfonyl, mono - or dialkylaminoalkyl with 1-4 carbon atoms in each alkyl part, group COCOR', where R' denotes alkyl with 1-4 carbon atoms; alkoxy with 1-4 carbon atoms, or a group of formula C(=W)-TR⁸C(=W)NR⁹R¹⁰where T denotes oxygen or sulfur, W stands for oxygen or sulfur; R⁸means alkyl with 1-4 carbon atoms, halogenated with 1-4 carbon atoms, R⁹and R¹⁰independently from each other denote hydrogen or alkyl with 1-4 carbon atoms, or R⁴and R⁵together denote a chain of the formula (CH₂)_mIn and of metileno> means Metin or nitrogen;

one of the residues X and Y denotes alkyl with 1-3 carbon atoms, halogenated with 1-3 carbon atoms, alkoxy with 1-3 carbon atoms or halogenoalkanes with 1-3 carbon atoms and the other of the residues X and Y denotes alkyl with 1-3 carbon atoms, halogenated with 1-3 carbon atoms, alkoxy with 1-3 carbon atoms, halogenoalkanes with 1-3 carbon atoms, halogen, alkylamino or dialkylamino with 1-3 carbon atoms in each alkyl part,

or their salts.

2. Substituted aminomethanesulfonic General formula (I) under item 1, where R¹means mono - or dialkylamino with 1-4 carbon atoms in each alkyl part, or alkyl with 1-4 carbon atoms, n represents the number 2, R²and R³mean hydrogen, R⁴means hydrogen or alkyl with 1-4 carbon atoms, R⁵means formyl, alkylsulphonyl with 1-4 carbon atoms in the alkyl part, halogenoalkanes with 1-4 carbon atoms in halogenoalkanes part, alkylsulfonyl with 1 to 4 carbon atoms, halogenallylacetic with 1-4 carbon atoms, alkoxycarbonyl with 1-4 carbon atoms in the CNS part, mono - or dialkylaminoalkyl with 1-4 carbon atoms in each alkyl part, mono - or dialkylaminoalkyl from 1-4 at the sub>In, where In denotes sulfonyl or carbonyl, W and T denote the oxygen.

3. The method of obtaining substituted aminomethanesulfonic General formula (I) under item 1, or their salts, characterized in that sulfonylation General formula (II)

where R¹-R⁵and n are specified in paragraph (1 value,

subjected to interaction with aminoheterocycles General formula (III)

where X, Y and Z are specified in paragraph (1 value,

and the target product is isolated in free form or in salt form.

4. Herbicide agent, containing the compound of formula (I) or its salt under item 1 or 2, and ordinary at the plant protection auxiliary means for receiving preparative forms.

5. Method of weed control, characterized in that the plants, plant seeds or planting area put an effective amount of the compounds of formula (I) or its salt under item 1 or 2.

6. Substituted aminomethanesulfonic General formula (I) or their salts under item 1 or 2, showing herbicide action.

7. Derivatives sulfonylation General formula (II)

where R¹-R⁵and n are specified in paragraph (1 value,

representing