Pyridyl phenylurea preparation method

A technology of pyridylphenylurea and pyridine, which is applied in the field of crop growth regulators, can solve the problems of high market price, high cost of large-scale production, cumbersome operation of high-purity CPPU products, etc., and achieve high yield and product purity, reduce Cost of production, availability of non-toxic or toxic effects

Inactive Publication Date: 2003-06-11
四川省兰月科技开发公司
View PDF2 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the starting material 2,4-dihydroxypyridine used in the route ① is difficult to obtain and difficult to prepare, and is an industrial production method with a very low yield; the intermediate 2-chloro-4 produced by the route adopted in the route ② -Azidopyridine is extremely explosive, and it is very dangerous even if it is synthesized in a small amount in the laboratory; the raw material 2-chloropyridine used in line ③ is extremely toxic, and the market price is expensive, and the cost of large-scale production is extremely high; although line ④ The synthetic route is simple, but the sources of raw materials are limited, and it is difficult to realize large-scale production; although the route ⑤ picoline is easy to obtain, the synthetic route is also relatively ideal, but the production of high-purity CPPU products is more cumbersome.

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

[0023] The preparation method of present embodiment 1 is as follows:

[0024] 1. Add 120g of pyridine, 500ml of glacial acetic acid and 200ml of 36% hydrogen peroxide into a 3500ml three-necked flask, heat at 80 for 3 hours, then add 200ml of hydrogen peroxide, continue heating for 6 hours, concentrate under reduced pressure to 500ml, add Add 300ml of water, and add solid sodium carbonate to saturation, cool at room temperature and filter off the insoluble matter, and dry the filtrate with sodium sulfate to obtain 130g of the product, with a boiling point of 139-141°C.

[0025] 2. Dissolve 100g of pyridine oxide in a mixture of 120g of concentrated nitric acid and 300ml of concentrated sulfuric acid, heat in an oil bath at 128-130°C for 5 hours, pour it into crushed ice after natural cooling, add small amounts of solid sodium carbonate several times, and precipitate The crystals were washed with ice water and filtered to obtain 120 g of 4-nitropyridine nitrogen oxide with a me...

Embodiment 2

[0029] Add 700g of 4-nitropyridine nitrogen oxide (5mol) into a 5000ml three-necked flask, then add 400g of POCl 3 (2.6mol), heated to reflux for 3.5 hours, cooled to precipitate 2-chloro-4-nitropyridine, and dried to obtain 658g of the product, with a yield of 83.5%.

Embodiment 3

[0031] Add 40g of 4-nitropyridine nitrogen oxide (1mol) into a 500ml three-necked flask and then add 250g of SOCl 2 , heated up to 70° C., stirred, kept warm for 2.5 hours, cooled, 2-chloro-4-nitropyridine was precipitated, and dried to obtain 126 g of the product with a yield of 80%.

[0032] Other steps of above-mentioned embodiment 2, embodiment 3 are the same as embodiment 1.

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to view more

Abstract

The invention refers to a method of preparing the phenyl-urea type fissional-element high-efficacy plant grwoth regulator, pyridyl phenyl-urea N-(2-Cl-4-pyridyl)-N'-phenyl-urea. It uses cheap pyridine as the raw material to make 4-nitryl pyridine nitrogen oxide by oxidization and nitration, makes further halogenation reaction to produce 2-X-4-nitryl pyridine, X=Cl or Br, deoxidizes the 2-X-4-nitryl pyridine to obtain 2-X'-4-amino pyridine and then makes further condensation with phenyl iso-cyanate in toluene reaction medium to obtain the target production.

Description

Technical field: [0001] The present invention relates to a crop growth regulator, in particular to a phenylurea-type cytokinin high-efficiency plant growth regulator pyridylphenylurea N-(2-chloro-4-pyridyl)-N'-benzene Process for the preparation of urea. Background technique: [0002] The molecular structure of pyridylphenylurea of ​​the present invention is: , its chemical name is N-(2-chloro-4-pyridyl)-N'-phenylurea (also known as forchlorfenuron, pyroxuron, CPPU, KT-30, 4PU-30), CPPU is a high Active cytokinin plant growth regulator. Since Okamoto, Suto and others from the Faculty of Pharmacy, University of Tokyo, Japan discovered its high cell division activity in 1981, chemists from various countries have carried out in-depth synthesis research and application development, but due to synthetic routes, starting materials, product purity, and yield Due to the limitation of factors such as production rate, it is difficult to realize industrial production in the end. At...

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 Applications(China)
IPC IPC(8): A01N43/36C07D213/73
Inventor 侯勇曾显斌王庭建夏中梅魏敏
Owner 四川省兰月科技开发公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products