20916-31-8Relevant articles and documents
2-Nitrophenoxyacetanilide: A chain of rings generated by C - H...O hydrogen bonds
Glidewell, Christopher,Low, John N.,Skakle, Janet M. S.,Wardell, James L.
, p. o290-o292 (2004)
The crystal structure of 2-Nitrophenoxyacetanilide with conformation dominated by an intramolecular N-H···O hydrogen bond having one of the nitro O atoms as acceptor was discussed. The molecules in these compounds were linked by paired C-H··· hydrogen bonds. The presence of two independent aryl groups offered the possibility of N-H···π(arene) and C- H···π(arene) hydrogen bonding together with aromatic π-π stacking interactions. The supramolecular aggregation was determined by two C-H··· hydrogen bonds, one weaker than the other.
A convenient preparation of N-alkyl and N-arylamines by smiles rearrangement - Synthesis of analogues of diclofenac
Wadia,Patil
, p. 2725 - 2736 (2007/10/03)
Smiles rearrangement of substituted aryloxyacetamides in which oxygen and nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.
