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Compound with plant-growth regulating activity and preparation method of compound

A compound and a technology of the general formula are applied in the field of compounds with plant growth regulating activity and their preparation, and can solve the problems of not finding splicing and the like

Inactive Publication Date: 2014-03-12
HUAZHONG AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among the many research reports on carbamate and ferrocene acetoxime, there is no research report on the splicing of acetyl ferrocene oxime and carbamate into carbamate ferrocene acetoxime

Method used

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  • Compound with plant-growth regulating activity and preparation method of compound
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  • Compound with plant-growth regulating activity and preparation method of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 13

[0032] Example 13 Synthesis of acetylferrocene oxime fluorophenyl carbamate

[0033] (1) Synthesis of ferrocene ethyl ketone

[0034] Weigh 5.59g (30mmol) of ferrocene into a 250mL two-necked flask, then measure 24mL (254mmol) of acetic anhydride into the flask, and then measure 7mL (containing H 3 PO 4 121 mmol) 85% phosphoric acid was slowly added to the flask. The temperature was raised to 75-80°C for about 10 minutes, and then the flask was immediately cooled in an ice bath, and about 30 mL of ice water was added to the flask. After cooling for a while, neutralize to neutrality with 25% NaOH aqueous solution, a large amount of brown-yellow solid precipitates, continue to cool for a period of time, filter, the filter cake is washed with a certain amount of ice water, and dried. The crude product was separated and purified by column chromatography (dichloromethane / petroleum ether (60~90) eluted, and the solvent was evaporated to obtain 5.30g of ferrocene ethyl ketone product as ...

Embodiment 2

[0046] Example 2: Plant growth regulation activity experiment

[0047] Refer to the "People's Republic of China Agricultural Industry Standard Pesticide Indoor Bioassay Test Guidelines (Herbicide) Plate Method (NY / T1155.1-2006)" to test new compounds against dicot rape, amaranth, monocot rice, Mexican corn grass The plant growth regulating activity.

[0048] Four concentration gradients of 12.5 mg / L, 25 mg / L, 50 mg / L, and 100 mg / L were set for each compound. Weigh 25 mg of the sample and dissolve it in 4 mL of DMSO to obtain the original drug with a concentration of 6250 mg / L. Take 2 mL of this solution and dilute it with 0.1% Tween-80 aqueous solution to 125 mL to obtain a drug solution with a concentration of 100 mg / L, then click here Method to obtain the concentration of 50, 25, 12.5mg / L medicine solution.

[0049] Place two filter papers in each petri dish. After the petri dishes are marked, measure 2~3mL of the drug solution and soak the filter paper in the petri dishes, and t...

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Abstract

The invention discloses a compound with plant-growth regulating activity. The compound has a structure in a genera formula (I), wherein in the general formula (I), R and R1 are various substituent groups on a benzene ring; R represents a hydrogen atom, alkyl, a fluorine atom, a helium atom, nitryl and trifluoromethyl; R1 represents the hydrogen atom and the fluorine atom, or R and R1 are -CH=CH-CH=CH- and is respectively connected with the second and third bits or the third and fourth bits of the benzene ring. The compound is prepared from ferrocene ethyl ketoxime reacting with substituted benzene isocyanide acid ester. The invention also provides application of the compound as an effective component of a plant growth regulator.

Description

Technical field [0001] The invention belongs to the field of pesticides, and specifically relates to a compound with plant growth regulating activity and a preparation method thereof. Background technique [0002] There are many reports on the biological activity of oxime carbamate compounds in the field of pesticide and medicine. In 1971, a US patent (US3624151A19711130) reported that benzaldehyde oxime anilinoformate had herbicidal activity. In 1981, a European patent (EP24329A219810304) reported that fatty aldketoxime esters of carbamates with hydrocarbon groups or hydrocarbon thio groups had insecticidal activity. In 2010, Sit, S.Y.; Conway, Charles M., etc. reported a series of oxime carbamates as inhibitors of fatty amide hydrolase (Bioorganic&Medicinal Chemistry Letters (2010), 20(3), 1272-1277.). In 2007, a patent from the World Intellectual Property Organization (WO2007010546A120070125.) reported that a series of benzoquinone oxime carbamates had the activity of treati...

Claims

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Application Information

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IPC IPC(8): C07F17/02A01N55/02A01P21/00
Inventor 马敬中严新稳马中华江洪杨秋红贺梦丽
Owner HUAZHONG AGRI UNIV
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