Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

New synthesis process of 1-amino-2-acetylanthraquinone and derivatives thereof

A technology for the synthesis of acetyl anthracene, which is applied in the field of new synthesis technology of 1-amino-2-acetyl anthraquinone and its derivatives, can solve the problems of heavy pollution of three wastes and low yield, and achieve cheap and high yield. High efficiency and good product quality

Inactive Publication Date: 2014-01-29
DALIAN UNIV OF TECH +1
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above-mentioned new synthesis process has the problems of low yield and heavy pollution of three wastes

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • New synthesis process of 1-amino-2-acetylanthraquinone and derivatives thereof
  • New synthesis process of 1-amino-2-acetylanthraquinone and derivatives thereof
  • New synthesis process of 1-amino-2-acetylanthraquinone and derivatives thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Add 30ml of water, 0.2-0.8g of ferric chloride and 6g of raw material 3-methyl-anthraquinone-[1,2-c]-isoxazole to a 250ml four-necked flask, raise the temperature to 20-100°C, and stir for 0.5 h, add 10-30ml of 40-80% hydrazine hydrate dropwise at the temperature, keep the temperature for 4-12h, filter with suction, wash the filter cake with water, and dry to obtain the product, weighing 5.2g, with a yield of 86.0%.

[0027] Product structure through mass spectrometry (mass spectrometer: HP 1100LC-MSD) and 1 HNMR (Nuclear Magnetic Resonance Apparatus: Varian INOVA400M NMR) measurement and confirmation: the synthesized product is dissolved in chloroform, and the APCI ion source is used for mass spectrometry analysis. The molecular ion peak (M+1) is: e / m=266; the product is deuterated After the chloroform was dissolved, the 1 HNMR analysis, the data is: δ2.68 (3H, s, CH 3 ), δ7.55(1H, d, H 3 ), δ7.72-7.83 (2H, t, H 6，7 ), δ8.16(1H, d, H 4 ), δ8.23-8.32 (2H, d, H 5，8...

Embodiment 2

[0031] Add 30ml of water and 6g of raw material 3-propyl-anthraquinone-[1,2-c]-isoxazole to a 250ml four-neck flask, raise the temperature to 20-100°C, stir for 0.5h, and dropwise add 40-80% hydrazine hydrate 10-30ml, heat preservation reaction for 4-12h, suction filtration, filter cake washed with water, dried to obtain the product, weighing 5.1g, yield 84.4%. The product structure adopts the mass spectrometer and the nuclear magnetic resonance instrument in the embodiment 1 to measure and confirm.

Embodiment 3

[0033] Add 20-160mL water, 6g raw material 3-methyl-anthraquinone-[1,2-c]-isoxazole, 3-15g iron powder into a 250ml four-neck flask, and reflux at 100°C for 3-10h. After the reaction, iron sludge was removed, and the filter cake was washed with water and dried to obtain the product, weighing 6g, with a yield of 99.2%. The product structure adopts the mass spectrometer and the nuclear magnetic resonance instrument in the embodiment 1 to measure and confirm.

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 relates to a new synthesis process of 1-amino-2-acetylanthraquinone and derivatives thereof, belonging to the technical field of fine chemical industry.3-methyl(H, ethyl, propyl, alkyl or hydroxy with different chain lengths)-anthraquinone[1,2-c]-isooxazole is used as the raw material; water, acidic water solution, alcohol or the like is used as a reaction medium; hydrogen, hydrazine hydrate, sodium sulphide, alcohol / water or the like is used as a reducer; and nickel oxide, ferric oxide, copper oxide and the like, or carrier thereof on silicon dioxide, aluminum oxide, molecular sieves and activated carbon, Raney nickel, commercial Pd / C and the like are utilized to carry out catalytic reduction to prepare the 1-amino-2-acetylanthraquinone and derivatives thereof. By adopting the clean hydrogenation technique, the product yield is up to more than 97%; the new synthesis process has the advantages of high product quality, clean technique and the like, is simple to operate, and can easily separate the 1-amino-2-acetylanthraquinone and derivatives thereof; and the obtained medicine is cheap and accessible, so the economic benefit is very considerable.

Description

technical field [0001] The invention relates to a new synthesis process of a class of 1-amino-2-acetyl anthraquinone and its derivatives, belonging to the technical field of fine chemicals. Background technique [0002] 1-Amino-2-acetylanthraquinone and its derivatives are an important class of fine organic intermediates, and their general structural formula is: [0003] [0004] In the formula: R is H or methyl, ethyl, propyl, etc., with different chain lengths, such as alkyl or hydroxyl. [0005] It is a dye intermediate for the synthesis of many dyes. Many dyes on the market can be synthesized through hydrolysis, condensation, chlorination, bromination and other processes through this dye intermediate, and it has broad application prospects in the future market. [0006] In U.S. Patent No. 1,830,152 and US1,830,153, anthraquinone isoxazole is mainly reduced with hydrosulfite, sodium bisulfite, ferrous sulfate, and aniline sulfate; in German Patent DE2912570, hydrosulf...

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): C07C225/34C07C221/00C07C229/74C07C227/22
Inventor 赵忠奎李仁志李宇陈广涛
Owner DALIAN UNIV OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com