84359-01-3Relevant academic research and scientific papers
Reaction of Cyanogen Bromide with o-Hydroxybenzalanilines, p-Hydroxybenzalanilines and Vanillin Schiff Bases
Kumar, Surinder,Rai, Mangat,Krishan, Kewal,Singh, Ajit
, p. 578 - 579 (2007/10/02)
Cyanogen bromide adds to -HC=N- of p-hydroxybenzalanilines and vanillin schiff bases to give N-bromo-α-cyanoamines (II).However, the products obtained from the reaction of cyanogen bromide with o-hydroxybenzalanilines are 2,3-dihydrobenzofuran derivatives (V).Cyclization in the case of o-hydroxybenzalanilines occurs due to the attack of lone pair of electrons of oxygen atom of o-hydroxy group on the carbon atom of the nitrile group and migration of proton to the nitrogen atom resulting in the formation of V.The structures of the products have been established on the basis of elemental analyses and IR and PMR data.
