690618-74-7

Usage

General Description

2,5-Pyrimidinediamine,N2,N2-diethyl-(9CI) is a chemical compound with the molecular formula C8H14N4. It is a derivative of pyrimidine and contains two ethyl groups attached to the nitrogen atoms. 2,5-Pyrimidinediamine,N2,N2-diethyl-(9CI) is used in organic synthesis and medicinal chemistry for the creation of various pharmaceuticals and biochemicals. It is important to handle this chemical with caution as it may have potential health hazards and should be stored and used in accordance with safety regulations.

Upstream product

• 433684-23-2 5-bromo-N,N-diethylpyrimidin-2-amine 
• 1393108-06-9 5-benzylamino-N,N-diethylpyrimidin-2-amine 

Relevant academic research and scientific papers

ANTIOXIDANTS AND METHODS TO MAXIMIZE PERFORMANCE

A method of preventing or reducing the level of degradation of an organic substrate is described, wherein a composition is formed that includes the organic substrate together with an effective amount of a sacrificial base and a diarylamine antioxidant.

SUBSTITUTED DIARYLAMINES AND USE OF SAME AS ANTIOXIDANTS

The present invention relates to substituted heteroaromatic dianlamine compounds of Formula I and II, their pharmaceutically acceptable salts, and compositions thereof useful as antioxidants, wherein each of X, Y and Z are independently a carbon or nitrogen atom; R1 and R2 are each independently a hydrogen or an electron donating group, but are not both hydrogen, and wherein R1 and R2 are each bonded to a carbon atom in their own respective aryl ring.

Preparation of highly reactive pyridine- and pyrimidine-containing diarylamine antioxidants

We recently reported a preliminary account of our efforts to develop novel diarylamine radical-trapping antioxidants (Hanthorn, J. J. et al. J. Am. Chem. Soc. 2012, 134, 8306-8309) wherein we demonstrated that the incorporation of ring nitrogens into diphenylamines affords compounds which display a compromise between H-atom transfer reactivity to peroxyl radicals and stability to one-electron oxidation. Herein we provide the details of the synthetic efforts associated with that report, which have been substantially expanded to produce a library of substituted heterocyclic diarylamines that we have used to provide further insight into the structure-reactivity relationships of these compounds as antioxidants (see the accompanying paper, DOI: 10.1021/jo301012x). The diarylamines were prepared in short, modular sequences from 2-aminopyridine and 2-aminopyrimidine wherein aminations of intermediate pyri(mi)dyl bromides and then Pd-catalyzed cross-coupling reactions of the amines and precursor bromides were the key steps to yield the diarylamines. The cross-coupling reactions were found to proceed best with Pd(η3-1-PhC3H 4)(η5-C5H5) as precatalyst, which gave higher yields than the conventional Pd source, Pd2(dba) 3.