Drageset, Audun published the artcileA two-step telescoped continuous flow switchable process leading to nitriles, diaziridine or hydrazine derivatives, COA of Formula: C6H4N2, the main research area is nitrile preparation; diaziridine preparation; hydrazine preparation.
Primary and benzylic alcs. RCH2OH (R = Ph, 2-methylpropyl, 2-nitrophenyl, etc.) were cost-effectively transformed into their corresponding nitriles RCN using a classical batch approach and a continuous flow process implemented on a multi-jet oscillating disk (MJOD) reactor platform. The alcs. as substrates were treated with (2,2,6,6-tetra-methylpiperidin-1-yl)oxidanyl (TEMPO) free radical as the pre-catalyst with 1,3-dichloro-5,5-dimethylhydantoin (DCH) as the terminal oxidant to produce their corresponding carbonyl compds RCHO. The reaction was conducted at a reaction temperature of 35 °C and a flow reactor residence time of 5 min. This alc. to carbonyl oxidation step was telescoped with a subsequent step that involved treatment with aqueous ammonium hydroxide and 1,3-diiodo-5,5-dimethylhydantoin (DIH) at a reaction temperature of 65 °C with concomitant oxidation to nitrile using a flow reactor residence time of 15 min. A solvent exchange process was conducted in-between the two synthetic reaction steps by means of an in-line extraction process with Et acetate, a step that was concatenated by using an in-line liquid-liquid separation process using a hold-up tank. The second synthetic step was revealed to be tunable, since four distinct products might be produced at varying degrees of selectivity. When DIH was used as the terminal oxidant, a high selectivity towards the original target nitrile was achieved, but if DIH was replaced with DCH as the terminal oxidant, 1,2-di((E)-benzylidene)hydrazine and two different stereoisomers of the 1,3,5-triazabicyclo[3.1.0]hexane scaffold were produced. The selectivity towards the various products was highly influenced by the reaction temperature A scope and limitation study of the nitrile process with an assortment of primary alcs. as substrates provided excellent yields which revealed good functional group tolerance.
Reaction Chemistry & Engineering published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, COA of Formula: C6H4N2.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts