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Preparation and activity of aryl formyl amino cyclopropanecarboxylic acid

A kind of technology of methyl phenyl and benzene ring, applied in the field of preparation and activity of aryl formamido cyclopropionic acid, can solve problems such as limited effect

Active Publication Date: 2012-03-28
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The inhibitor, 15.1% lighter than the control, had limited effect

Method used

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  • Preparation and activity of aryl formyl amino cyclopropanecarboxylic acid
  • Preparation and activity of aryl formyl amino cyclopropanecarboxylic acid
  • Preparation and activity of aryl formyl amino cyclopropanecarboxylic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Embodiment 1, preparation compound

[0045] Compound 1 was prepared as follows:

[0046]

[0047] 1. Add 1.2g (0.01mol) of benzoic acid, 1.2g (0.01mol) of thionyl chloride, 20mL of toluene (solvent A) into a 100mL round bottom flask, heat (80°C) to reflux for 6h, and distill off excess Thionyl chloride and toluene give liquid light yellow benzoyl chloride (Ib), which can be directly used in the next reaction without purification.

[0048] The molar ratio of the benzoic acid to the thionyl chloride is 1:1.

[0049] 2. Add 1.0g (0.01mol) of 1-aminocyclopropionic acid, 0.8g (0.02mol) of sodium hydroxide, and 30mL of deionized water into a 100mL round-bottomed three-neck flask with a thermometer, and add dropwise at room temperature (25°C) The benzoyl chloride (0.01mol) prepared in step 1 was dropped, reacted at room temperature for 24 hours, adjusted to pH=3 with concentrated hydrochloric acid, a large amount of solids were precipitated, filtered, recrystallized from ...

Embodiment 2、20

[0056] Embodiment 2, 20 kinds of aramidaminocyclopropionic acid compound biological activity assay

[0057] 1. Effects on wheat seeds

[0058] 1. Drugs to be tested

[0059] 20 compounds 1-20 (aramidocyclopropionic acid compounds) obtained from Examples 1-20. ABA (abscisic acid, from Sichuan Lomon Fusheng Technology Co., Ltd.)

[0060] 2. Seeds for testing

[0061] Wheat seeds (Triticum aestivum L., variety: Jimai 22, from Shandong Shengfeng Seed Industry Technology Co., Ltd.)

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PUM

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Abstract

The invention discloses aryl formyl amino cyclopropanecarboxylic acid serving as a novel plant growth regulator. The compound provided by the invention is shown as a general formula I, wherein in the formula I, R may be R1 or R2; R1 may be phenyl or a benzene ring containing a substituent group; R2 may be pyridyl or a pyridine ring containing a substituent group; and the substituent groups in the benzene ring containing the substituent group or the pyridine ring containing the substituent group may be one or any two of halogen, NO2, alkyl and alkoxy. Experiments prove that the aryl formyl amino cyclopropanecarboxylic acid compound synthesized by the invention has the plant growth regulation activity of inhibiting seed germination by the measurement on the germination activity of wheat seeds.

Description

technical field [0001] The invention relates to the field of biotechnology, in particular to the preparation and activity of aramidaminocyclopropionic acid. Background technique [0002] Wheat is an important food crop in my country. During storage and transportation, seeds are prone to germinate due to the influence of weather. In addition, ear germination before harvest is also a disaster that is prone to occur. Seed germination not only reduces the grain yield and bulk density of wheat, but also seriously affects the nutritional quality. , processing and planting value, and cause serious economic losses to crop production, so it is of great application value to study chemical regulators that inhibit wheat seed germination. [0003] For example, a kind of plant growth regulating composition (CN02117265) disclosed by Tan Hong etc. has the function of preventing grain ear bud germination, discloses a kind of plant growth regulating composition, comprises natural abscisic acid...

Claims

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Application Information

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IPC IPC(8): C07C233/81C07C231/02C07C235/62C07C235/54C07D213/82A01N43/40A01N37/46A01N37/48A01P21/00
Inventor 段留生周繁李召虎谭伟明
Owner CHINA AGRI UNIV
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