85518-76-9

Upstream product

• 2050-45-5 N-acetyl-3,5-dimethylaniline 
• 925-90-6 ethylmagnesium bromide 
• 108-69-0 3,5-dimethylaminoaniline 

Downstream Products

• 1639-31-2 3,4,5-trimethylaniline 
• 120045-86-5 N⁶-(3,5-Dimethyl-phenyl)-9H-purine-2,6-diamine 
• 87-85-4 Hexamethylbenzene 
• 2243-30-3 pentamethylaniline 
• 73351-87-8 5,7-dimethylbenzo[d]thiazol-2-amine 
• 1430208-73-3 N-(3,5-dimethylphenyl)-N'-[2-(trifluoromethyl)phenyl]guanidine 
• 1009646-66-5 C₂₇H₃₃N₅O 
• 103303-92-0 (3,5-Dimethyl-phenyl)-(1-morpholin-4-ylmethyl-5,6,7,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-4-yl)-amine 
• 103259-47-8 (3,5-Dimethyl-phenyl)-(1-piperidin-1-ylmethyl-5,6,7,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-4-yl)-amine 
• 103259-38-7 (3,5-Dimethyl-phenyl)-(5,6,7,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-4-yl)-amine 
• 100633-81-6 (3,5-Dimethyl-phenyl)-(5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine 

Relevant academic research and scientific papers

Reversible capture and release of aromatic amines by vicinal tricarbonyl compound

In this paper, we report reversible capture and release of aromatic amines by diphenylpropanetrione (DPPT). Addition of aromatic amines to the central carbonyl group occurred readily at ambient temperature to provide the aromatic amine adducts of DPPT (DPPT-aromatic amines), which has a hemiaminal structure. On the other hand, washing a solution of DPPT-aromatic amine with diluted hydrochloric acid (HCl) enabled successful recovery of DPPT to demonstrate the reversible nature of this system.

Mild N-deacylation of secondary amides by alkylation with organocerium reagents

Secondary amides are a class of highly stable compounds serving as versatile starting materials, intermediates and directing groups (amido groups) in organic synthesis. The direct deacylation of secondary amides to release amines is an important transformation in organic synthesis. Here, we report a protocol for the deacylation of secondary amides and isolation of amines. The method is based on the activation of amides with Tf2O, followed by addition of organocerium reagents, and acidic work-up. The reaction proceeded under mild conditions and afforded the corresponding amines, isolated as their hydrochloride salts, in good yields. In combination with the C-H activation functionalization methodology, the method is applicable to the functionalization of aniline as well as conversion of carboxylic derivatives to functionalized ketones.

High-throughput approach for the identification of anilinium-based ionic liquids that are suitable for electropolymerisation

We report the synthesis of new protic ionic liquids (PILs) based on aniline derivatives and the use of high-throughput (HT) techniques to screen possible candidates. In this work, a simple HT method was applied to rapidly screen different aniline derivatives against different acids in order to identify possible combinations that produce PILs. This was followed by repeating the HT process with a Chemspeed robotic synthesis platform for more accurate results. One of the successful combinations were then chosen to be synthesised on a larger scale for further analysis. The new PILs are of interest to the fields of ionic liquids, energy storage and especially, conducting polymers as they serve as solvents, electrolytes and monomers at the same time for possible electropolymerisation (i.e. a self-contained polymer precursor).