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A compound of N- nitro-2,4,6-trifluoroaniline, synthesis method and application thereof

A technology of trifluoroaniline and compounds, applied in the field of compound N-nitro-2, achieving the effects of low cost, simple process and high yield

Inactive Publication Date: 2014-02-26
HUAZHONG AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When the substituting element on the benzene ring in the molecule is a halogen, the biological activity of the molecule is relatively good. Three bromine atoms and three chlorine atoms have been successfully introduced into the 2, 4, and 6 positions of the benzene ring, but they have not been introduced at the same time. Three fluorine atoms give N-nitro-2,4,6-trifluoroaniline

Method used

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  • A compound of N- nitro-2,4,6-trifluoroaniline, synthesis method and application thereof
  • A compound of N- nitro-2,4,6-trifluoroaniline, synthesis method and application thereof
  • A compound of N- nitro-2,4,6-trifluoroaniline, synthesis method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0027] The synthetic method of compound N-nitro-2,4,6-trifluoroaniline comprises the following steps:

[0028] (1) Add 40ml toluene, 11.77g (0.08mol) 2,4,6-trifluoroaniline (purchased from Changzhou Yetai Fine Chemical Industry Co., Ltd. Research Institute), water bath temperature control 20 ℃, magnetic stirring, slowly dropwise add a mixture of 6ml of fuming nitric acid with a concentration of 98% and 10ml of toluene, the dropwise addition is completed in 20 minutes, continue to stir for 30 minutes, and stop the reaction. Suction filtration under reduced pressure, washing with 10ml of toluene to obtain a white powder solid, namely 2,4,6-trifluoroaniline nitrate, vacuum drying, the yield was 96%;

[0029] (2) Add 100ml toluene, 10.5g (0.05mol) 2,4,6-trifluoroaniline nitrate in a 250ml three-necked flask equipped with magnetic stirring, thermometer, constant pressure dropping funnel and reflux condenser, and control the temperature at 25 -30°C, slowly add a mixture of 8ml acet...

Embodiment 2

[0037] Test of Plant Growth Regulatory Activity of Compound N-nitro-2,4,6-trifluoroaniline

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Abstract

The present invention discloses a compound of N-nitro-2,4,6-trifluoroaniline. The invention further discloses a synthesis method for the compound. The method comprises that: 2,4,6-trifluoroaniline is adopted as a raw material; the 2,4,6-trifluoroaniline reacts with nitric acid to generate 2,4,6-trifluoroaniline nitrate; the 2,4,6-trifluoroaniline nitrate and acetic anhydride are subjected to a dehydration reaction; the resulting reaction solution is subjected to alkaline washing and acid precipitation to obtain the N-nitro-2,4,6-trifluoroaniline. The invention further discloses an application of the compound as an active ingredient of a plant growth regulator. The compound provided by the present invention provides a more significant plant growth regulation effect than N-nitro-2,4,6-trichloroaniline and N-nitro-2,4,6-tribromaniline, and provides the high selectivity for the growth regulation of the rice root.

Description

technical field [0001] The present invention relates to the compound N-nitro-2,4,6-trifluoroaniline, and also relates to the synthesis method of the compound and its application as the active ingredient of the plant growth regulator. Background technique [0002] Barring Cross, Prithvi R.Bhalla etc. reported in the patent US4643755 that N-nitro-2,4,6-trisubstituted aniline compounds have the effect of inhibiting elongation and promoting stoutness on the stems of plants, and emphasized that N- Regulatory activity of nitro-2,4,6-tribromoaniline on dwarf and robustness of different growth stages of wheat and rice. Thomas D.O'Neal et al reported in the patent US4367339 that N-nitro-substituted aniline compounds and their inorganic salts and organic salts promote early flowering of ornamental plants, induce tillering and yield-increasing plant growth regulation activities of crops such as rice and wheat. [0003] In China, Professor Xie Jiugao of Huazhong Agricultural University...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C243/02C07C241/00A01N33/26A01P21/00
Inventor 陈长水徐胜臻岳霞丽马洪菊李建洪魏增俊柏忠源
Owner HUAZHONG AGRI UNIV