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

Method for preparing nitrodiphenylamine

A technology of nitrodiphenylamine and nitrochlorobenzene, which is applied to the preparation of amino compounds from amines, organic chemical methods, preparation of amino compounds, etc., and can solve the problems of selectivity reduction and other issues

Inactive Publication Date: 2004-08-04
LANXESS DEUTDCHLAND GMBH
View PDF5 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This is usually accompanied by a marked reduction in the selectivity of the reaction

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
  • Method for preparing nitrodiphenylamine
  • Method for preparing nitrodiphenylamine
  • Method for preparing nitrodiphenylamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] {1,3-Di-[N-(N'-methyl)imidazolylene-methyl]-5-methylbenzene}-copper(II) bromide, C 17 h 20 Br 2 CuN 4 (x2KBr)

[0072]

[0073]Diimidazolium salt (135 mg, 0.31 mmol) was dissolved in 10 ml of toluene under argon, and potassium tert-butoxide (71 mg, 0.63 mmol) was added at 0°C. After 2h, copper(II) bromide (70mg, 0.31mmol) was added and the mixture was stirred for 12h. The solvent was then removed under vacuum to give the product as an off-white powder.

[0074] FD / MS: 343(M-2Br, main component), 423(M-Br), 503(M+2H)

Embodiment 2

[0076] Preparation of {1,3-di-[N-(N'-methyl)imidazolylene-methyl]-benzene}-copper(II) bromide, C 15 h 17 Br 2 CuN 5 (x2KBr)

[0077]

[0078] Diimidazolium salt (131 mg, 0.31 mmol) was dissolved in 10 ml of toluene under argon, and potassium tert-butoxide (71 mg, 0.63 mmol) was added at 0°C. After 2h, copper(II) bromide (70mg, 0.31mmol) was added and the mixture was stirred for 12h. The solvent was then removed under vacuum to give the product as an off-white powder.

[0079] FD / MS: 330(M-2Br, main component), 410(M-Br), 490(M+2H)

Embodiment 3

[0081] Preparation of [N,N′-bis(2-pyridyl)imidazolylene]-copper(II) bromide, C 13 h 10 Br 2 CuN 4 (xKBr)

[0082]

[0083] Diimidazolium salt (92 mg, 0.31 mmol) was dissolved in 10 ml of toluene under argon, and potassium tert-butoxide (36 mg, 0.31 mmol) was added at 0°C. After 2h, copper(II) bromide (70mg, 0.31mmol) was added and the mixture was stirred for 12h. The solvent was then removed under vacuum to give the product as an off-white powder.

[0084] FD / MS: 364 (M-Br, main component).

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 present invention relates to a process for the preparation of nitrodiphenyl-amines by reaction of nitrohalogens with anilines a base and a catalyst, and to a process for the preparation of aminodiphenylamine by hydrogenation of the nitrodiphenylamine intermediately prepared.

Description

field of invention [0001] The invention relates to a method for preparing nitrodiphenylamine by reacting a halogenated nitro compound with aniline, an alkali and a catalyst, and to a method for preparing aminodiphenylamine by hydrogenating the intermediately prepared nitrodiphenylamine. Background of the invention [0002] N-substituted anilines are important intermediates for the preparation of agrochemicals and fine chemicals. [0003] As stated in Kirk-Othmer, Encyclopedia of Chemical Technology, Fourth Edition, 1992, Vol. 3, pp. 424-456 and Ullmann, Encyclopedia of Industrial Chemistry, Fifth Edition, Vol. A3, 1985, pp. 91-111, 4-Aminodiphenylamine (4-ADPA) is an important precursor for the synthesis of antioxidants and stabilizers in the rubber and polymer industries. [0004] Hartwig in Angew.Chem., Int.Ed.1998, 37 , 2046-2067 and Buchwald in Top.Curr.Chem.2002, 219 , 131-209, the synthesis of N-substituted anilines can also be carried out ...

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
IPC IPC(8): C07C209/68B01J31/18C07B61/00C07C209/10C07C209/24C07C209/36C07C211/52C07C211/55
CPCB01J31/1805B01J2531/16C07C209/36C07C209/10C07C211/55C07C209/24
Inventor K·昆茨J·海德D·甘策尔U·肖尔茨A·西歇内德
Owner LANXESS DEUTDCHLAND GMBH
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