63571-77-7Relevant academic research and scientific papers
N-Cyanoimides via the cyanation of imides
Stephens,Domeier
, p. 2025 - 2032 (1991)
The conversion of cyclic imides to the corresponding N-cyanoimides has been carried out using cyanogen bromide as the nitrile source. This methodology provides a convenient route for the preparation of both aromatic and aliphatic N-cyanoimides.
A convenient synthesis of benzonitriles via electrophilic cyanation with N-cyanobenzimidazole
Anbarasan, Pazhamalai,Neumann, Helfried,Beller, Matthias
supporting information; experimental part, p. 4725 - 4728 (2010/07/04)
(Chemical Equation Presented) Couplings: N-Cyanobenzimidazole has been used in the synthesis of aryl- and heteroarylnitriles from the corresponding Grignard reagents (see scheme). This electrophilic cyanation is further extended to the synthesis of 2-cyano1,1'-biaryls through a domino Grignard-coupling/ cyanation strategy.
Quantitative gas-solid reactions with ClCN and BrCN: Synthesis of cyanamides, cyanates, thiocyanates, and their derivatives
Kaupp, Gerd,Schmeyers, Jens,Boy, Juergen
, p. 2467 - 2474 (2007/10/03)
Gas-solid reaction techniques allow quantitative cyanations with ClCN and BrCN. Three primary and four secondary cyanamides, a cyanimide, four cyanates, and four thiocyanates were all prepared as solids in 100% yield from solid anilines, benzimidazoles, imides, phenolates, and thiolates, respectively. Intramolecular solid-state reactions of cyanated o-aminophenol and of cyanated hydrazides gave heterocyclic compounds. When comparable reactions were performed in solution the reported product yields were considerably less than 100% in all cases. The reasons for the success of the environmentally benign solid-state syntheses are discussed in terms of phase rebuilding, phase transformation, and crystal disintegration. Atomic force microscopy (AFM) of selected systems indicates the occurrence of long-range molecular movements which are governed by the crystal packing. This is evident from the obvious correlations between the molecular movements and the known crystal packing data. A new type of geometric surface feature, a rectangular and a rhombic depression which resembles a swimming-pool basin, was found in the cyanation of o-aminophenol and benzohydrazide.
