Unlock instant, AI-driven research and patent intelligence for your innovation.

The preparation method of furazone intermediate

An intermediate, the technology of furazone, which is applied in the field of preparation of pesticide intermediates, can solve the problems of low reactivity of ethyl phenylacetate, unsuitability for large-scale industrial production, cumbersome operation, etc., and achieve mild reaction, less by-products, and post-treatment simple effect

Active Publication Date: 2019-06-25
江苏省农用激素工程技术研究中心有限公司 +1
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantages of this method are: (1) the starting material ethyl phenylacetate has low reactivity and needs to be heated to reflux; (2) post-treatment requires repeated extraction and washing with ether, and the operation is cumbersome; (3) the yield is low, and the first step The yield is only about 70%, and the yield in the second step is only about 30%, so it is not suitable for large-scale industrial production

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1）

[0026] This embodiment is the preparation method of intermediate (3-trifluoromethylphenyl)-benzylcarbonyl-acetonitrile, specifically as follows:

[0027] Add 185g of m-trifluoromethylbenzeneacetonitrile, 154.5g of phenylacetyl chloride, 192g of sodium tert-butoxide and 925g of tetrahydrofuran into a 1L reaction kettle in sequence, slowly lower the temperature to 10°C while stirring, and continue stirring for 24 hours.

[0028] After the reaction, warm up to room temperature (15-25°C, the same below), extract with 800mL ethyl acetate, wash with 10wt% hydrochloric acid solution (400mL×3), and distill under reduced pressure.

[0029] The specific method of vacuum distillation is as follows: first adjust the pressure to 0.095MPa and maintain it, and then slowly increase the temperature to 80°C until the distillate volume becomes smaller, and cool the remaining yellow oily liquid to room temperature to obtain 285g of distillate. Intermediate (3-trifluoromethylphenyl)-benzylcarbonyl...

Embodiment 2～ Embodiment 5）

[0031] The preparation method of each embodiment is basically the same as that of Example 1, the difference lies in the reaction temperature, see Table 1 for details.

[0032] Table 1

[0033]

Embodiment 6～ Embodiment 7）

[0035] The preparation method of each example is basically the same as that of Example 1, except for the organic solvent, see Table 2 for details.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a preparation method of a flurtamone intermediate. The preparation method comprises the following steps: 1, an intermediate (3-trifluoromethylphenyl)-benzylcarbonyl-acetonitrile is prepared from 3-(trifluoromethyl) phenylacetonitrile and phenylacetyl chloride as starting materials through a reaction in presence of sodium tert-butoxide and an organic solvent; 2, the flurtamone intermediate, namely, 2-phenyl-3-oxo-4-(3-trifluoromethylphenyl)-5-amino-2,3-dihydrofuran is prepared from the intermediate (3-trifluoromethylphenyl)-benzylcarbonyl-acetonitrile, bromine and glacial acetic acid through a reaction. The preparation method adopts mild reaction and is simple in aftertreatment, safe, and environment-friendly, particularly, few side products are produced, and product purity is high, so that the method is suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of preparation of pesticide intermediates, in particular to a furazone intermediate 2-phenyl-3-oxo-4-(3-trifluoromethylphenyl)-5-amino-2,3- The preparation method of dihydrofuran. Background technique [0002] 2-Phenyl-3-oxo-4-(3-trifluoromethylphenyl)-5-amino-2,3-dihydrofuran is an important pesticide intermediate and is a new herbicide for the synthesis of An important intermediate of ketones. Its CAS registration number is 96525-22-3, and its English name is: 2-phenyl-3-oxo-4-(3-trifluoromethylphenyl)-5-amino-2,3-dihydrofuran. Its structural formula is as follows: [0003] . [0004] U.S. patent document US4568376A discloses a kind of preparation method of 2-phenyl-3-oxo-4-(3-trifluoromethylphenyl)-5-amino-2,3-dihydrofuran, the method comprises meta The intermediate (3-trifluoromethylphenyl)-benzylcarbonyl-acetonitrile [see Example 1] and the intermediate (3-trifluoromethylphenyl )-benzylcarbonyl-...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/66
CPCC07D307/66
Inventor 刘岩周月根刘佳彬孔繁蕾
Owner 江苏省农用激素工程技术研究中心有限公司