专利摘要:
This invention relates to plant growth regulating chemicals and may be used in agriculture. The purpose of the invention is to increase the retardant effect. The proposed N- (2,4-dichloro-6-methylphenyl) -imidazole-5-carboxylic acid or its potassium salt at a dose of 0.62-1.25 kg / ha more effectively suppress grain growth than the known analogue in structure. When used in the same dose, the compounds according to the invention reduce by 5-15% more effectively the growth of cereals. 2 tab.
公开号:SU1535366A3
申请号:SU874202424
申请日:1987-04-27
公开日:1990-01-07
发明作者:Шмирер Роланд;Мильденбергер Хильмар;Бюрстелль Хельмут
申请人:Хехст Аг (Фирма);
IPC主号:
专利说明:

This invention relates to plant growth regulating chemicals and may be used in agriculture.
The purpose of the invention is to increase the rewarding effect.
Using the proposed compounds, typical growth-regulating effects are achieved, which, compared to the known compounds, can be achieved in different cultures at lower dosages. They regulate the plant metabolism inherent in plants and can thus be used to target the substances found in plants as well as to facilitate harvesting. They are suitable for the general control and suppression of unwanted vegetative growth, without leading to the death of plants. The suppression of vegetative growth plays a large role in the case of many single and dicotyledonous crops, since this may reduce or completely prevent lodging. The growth regulating activity of compounds as a growth suppressor in cereals (corn, soybeans, tobacco, cotton, Norbonne peas, rapeseed, rice, grass), as well as their ability to add the content of desired substances like carbohydrates (for example, sugar cane or crops) and protein in beneficial plants. The compounds show a very good improvement in fruit buds, especially in the case of citrus fruits.

04
Agents can be used in the form of wettable powders, emulsifiable concentrates, spray solutions, fertilizers, mordant agents, dispersions, granulates or micro granules of conventional formulations.
The proposed compounds, under their practical use under well-known conditions, can also be combined with known growth regulators. Such known growth regulators are compounds of the formula
K-CH2-CHg-H 7CH / 3sG,
(D
where R is OH or C1, then NN-dimethylpiperidinium chloride, cЈ-cyclopropyl-4-methoxy-o (.- (pyrimycin-5-yl) -benzyl alcohol, Zao (, 4ot, 20 4aoi, 6aoi, 7b (. , 7acc- (1-4-chlorophenyl) Za, 4.4a, 6a, 7,7a-hexahydro-4,7-methano--1H- (1, 2) -diaceto- (3,4-Ј) -benzotria - ashes (IX, Tetrylacis), mono-2,2-dimethylhydrazide succinic acid (diamine-25 azide), 6-hydroxy-2H-pyridazin-3-one (maleic hydrazide), 2-chloro-9- hydroxy-9H-fluorene-9-carboxylic acid (chlorofluorenol), 5-11 (trifluoromethylsulfonamido) acetic acid- 2, 4-xyly-JQ lidide (mefluidid), 2-chloroethylphosphonic acid (ethephon).
The method of producing compounds of formula (I) and their salts or products of sewage is that the bisformat and ester of the formulas Ha and 116
RCOOR4 bo. “I5)
about
where R is (C, -C e) -alkyl, cyclized with the help of an amide (C, -SE) carboxylic acid, or introduced into interaction with an alkali metal or ammonium rodanide to produce a 2-mercaptoimidazole derivative and, if necessary, they are desulfurized with nitric acid and sodium nitrate, Q ri, and the corresponding derivatives are obtained from the obtained compounds.
When producing derivatives of substituents at position 5 of mmidazole, the residue —COOR in a known manner
modify, for example, by saponification
nor, esterification to ester, 1 ester transfer, esterification, emulsion, salt formation, reduction
Q
five
0 5 Q
,
0
Q
laziness or oximation, as, for example, is described in German patents V 3444e 13 and N5 3442690, or salt formation or quaternization on the main nitrogen atom of the imidazole ring.
Formamido is used as the carboxylic amide. The reaction is carried out in the presence of inorganic acid in molar amounts at 50-200 ° C, especially at 100-170 ° C. Bisformal compounds of the formula On and respectively 116 can be easily prepared by known methods from known anilines (for example, from 2-alkyl-6-trifluoromethyl-aniline, 2-alkenyl, 2-hydroxyalkyl-6-alkylaminyl, 2-alkoxy) 6-alkylaniline).
The salts of the compound of formula (I) can be prepared according to conventional salt formation methods, for example, by dissolving the compound of formula (I) in an organic solvent and adding acid, and in a known manner, for example, by filtering, isolated and, if necessary, purified by washing with an inert organic solvent.
Physico-chemical characteristics of the proposed compounds are given in table. TO,
Biological examples of growth suppression in cereals.
In the test cups in the greenhouse, young plants of grain crops (wheat, barley, rye) in the 3rd leaf stage are sprayed before the collection with the proposed compounds in various concentrations of the biologically active substance (kg / ha)
After untreated control plants have reached a height of growth of about 55 cm, in the case of all plants, growth and growth inhibition are measured, the percentage of growth of control plants is calculated. In addition, the phytotoxic effect of the compounds is observed, with 100% indicating growth arrest and 0% indicating growth, respectively, of untreated control plants. The proposed compounds have very good growth regulating properties.
Retardant activity of the proposed compounds are given in table.2.
The results of the experiments confirm the increased regulatory growth of plants activity of the proposed compounds.
e15353666
ft o rm llu inventions that, in order to increase retardant
action, as a derivative The method of regulating the growth of grain-N-phenylimidazole uses N- (2.4
crops, including the treatment of plants with derivatives of N-finimidaeol, characterized in
81С1
82С1
1160-Н-С41Ц
128-С (СН3) СН2

Lier I from FRG 0)
1.25 0.62
0.31 0.31 0.31 0.31 0.31 0.31 0.31 0.31 0.31 0.31 0.31 1.25 0.62 0.31
dichloro-6-methylphenyl) -imidaeol-5-carboxylic acid or its potassium salt at the rate of 0.62-1.25 kg / ha.
Cun
Cun
COO COOC2H5
208-15
1 software decomposition 148-151
Table2

21 17
q
34
26
15
37
29
23
nineteen
15
eleven
21
nineteen
18
ten
7
four
20
18
9
22
18
9
14
ten
7
18
15
eleven
No damage
权利要求:
Claims (1)
[1]
A method of regulating the growth of crops, including processing plants with derivatives of N-phenylimidazole, characterized in
1535366 6 that, in order to increase the retardant effect, N- (2,4-dichloro-6-methylphenyl) -imidazole-5-carboxylic acid or its potassium salt is used as the N-phenylimidazole derivative at the rate of 0.62-1.25 kg / ha.
类似技术:
公开号 | 公开日 | 专利标题
DE2808317C2|1991-05-08|
DE1695968C3|1979-04-12|4-methylthiazolyl-5-carboxanilide compounds, processes for their preparation and their use as fungicidal agents
DD283995A5|1990-10-31|PROCESS FOR PREPARING A BENZAMIDE DERIVATIVE
DE3042302A1|1981-08-27|ORGANIC COMPOUNDS, THEIR PRODUCTION AND USE
EP0332579A2|1989-09-13|Method for protecting plants from diseases
EP0000373B1|1981-01-07|Imidazole carboxylic acids and derivatives thereof, process for their preparation and their use as plant growth regulants or plant protection agents
SU1535366A3|1990-01-07|Method of controlling the growth of grain crops
DE2349745B2|1979-09-13|Plant growth regulating agents
DE2515113C2|1989-04-27|
EP0010143A2|1980-04-30|Oxime derivatives to protect cultivated plants
DE1900125B2|1979-04-05|Substituted pyrazolones, processes for their preparation and fungicidal compositions
SU579847A3|1977-11-05|Herbicide
DE2902832C2|1989-07-13|
DE2504052C3|1981-07-23|1-Propyl-ω-sulfonic acid benzimidazole-2-carbamic acid methyl ester
US3137562A|1964-06-16|Herbicidal compositions and methods
RU2048772C1|1995-11-27|Herbicide composition
SU581837A3|1977-11-25|Herbicide
DE2635967A1|1977-03-17|2-CYANACETAMIDE DERIVATIVES AND THEIR PRODUCTION AND APPLICATION
SU596149A3|1978-02-28|Herbicide composition
US3355352A|1967-11-28|Fungicidal composition
US3449113A|1969-06-10|Method of combating undesired plant growth with substituted carboxamidooxyalkanoic acids and salts thereof
DE2031907A1|1971-01-14|Fungicidal benzothiadiazole derivatives, processes for their production and preparations that contain the benzothiadiazole derivatives as an active ingredient
US4338121A|1982-07-06|Loosening agents for fruit of plants
AT393589B|1991-11-11|Fungicidal compositions
DE2833767A1|1979-02-15|1-ALKYLCARBONYL-3- | -IMIDAZOLIDINE-2,4-DIONE AND THE METHOD FOR MANUFACTURING IT
同族专利:
公开号 | 公开日
AU7199387A|1987-10-29|
IL82335D0|1987-10-30|
BR8702071A|1988-02-09|
US4786312A|1988-11-22|
DD259560A5|1988-08-31|
DE3614364A1|1987-10-29|
EP0243918A3|1990-08-01|
JPS62273962A|1987-11-28|
EP0243918A2|1987-11-04|
ZA872974B|1987-11-25|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题

DE2732531A1|1977-07-19|1979-02-01|Hoechst Ag|IMIDAZOLE CARBONIC ACIDS AND THEIR DERIVATIVES|
JPS6029707B2|1981-04-23|1985-07-12|Shikoku Chem|
DE3217094C2|1982-05-07|1989-12-14|Hoechst Ag, 6230 Frankfurt, De|
DE3537290A1|1985-10-19|1987-04-23|Hoechst Ag|1,2,5-SUBSTITUTED IMIDAZOLE COMPOUNDS, METHOD FOR THEIR PRODUCTION AND THEIR USE AS GROWTH REGULATORS|GB8523255D0|1985-09-20|1985-10-23|Shell Int Research|Imidazoles|
US4878940A|1987-04-02|1989-11-07|Janssen Pharmaceutica N.V.|Herbicidal 1,5-substituted 1H-imidazoles|
US4952232A|1987-04-29|1990-08-28|E. I. Du Pont De Nemours And Company|Antifungal carbinols|
SK207490A3|1989-05-05|1998-08-05|Rhone Poulenc Agrochimie|1-arylimidazoles, method of preparation thereof, use and agent containing 1-arylimidazoles|
KR910021381A|1990-02-20|1991-12-20|모리 히데오|4-tert-butylimidazole derivatives, and preparation method and use thereof|
CA2036147A1|1990-06-29|1991-12-30|Hiroki Tomioka|A 1-pyridylimidazole derivative and its production and use|
US5252590A|1991-06-28|1993-10-12|Sumitomo Chemical Company, Limited|1-pyridylimidazole derivative|
US6150301A|1996-04-29|2000-11-21|Wilcox; Merrill|Chemical abscission of fruits at low application rates|
CN103281905B|2010-12-21|2016-10-19|拜尔作物科学有限合伙公司|The sand paper mutant of bacillus and for promoting plant growing, promoting plant health and control disease and the method for insect|
BR112014005654A2|2011-09-12|2017-03-28|Bayer Cropscience Lp|methods to improve health and promote plant growth and / or fruit ripening|
法律状态:
优先权:
申请号 | 申请日 | 专利标题
DE19863614364|DE3614364A1|1986-04-28|1986-04-28|1-PHENYL IMIDAZOLE COMPOUNDS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS GROWTH REGULATORS|
[返回顶部]