102276-78-8Relevant articles and documents
NITRO DERIVATIVES OF AROMATIC AZOXY COMPOUNDS. PART I. 2,2'- AND 4,4'-DIMETHYLAZOXYBENZENE NITRATION PRODUCTS
Urbanski, Jerzy,Wolak, Ireneusz
, p. 1035 - 1045 (2007/10/02)
By nitration of 2,2'-dimethylazoxybenzene (1) with concentrated nitric acid under conditions of increasing severity we obtained in succession nitro derivatives having their nitro groups in position: 4; 3',4 and 2,3',4.From 4,4'-dimethylazoxybenzene (2) we obtained similar products with nitro groups in positions: 2,3' (plus 2,6-isomer) and 2,3',6.Trinitro derivatives were obtained also by nitration of dinitro compounds, while tetranitro derivatives: 2,3',4,5' and 2,3',5',6 were obtained by nitrating trinitro compounds (in the presence of phosphoric acid).By reduction with stannous chloride in a strongly acidic medium we obtained, parallel to monocyclic aromatic amines and the conventional benzidine rearrangement products, also 4,4'-dimethyl-2,3'-diaminoazoxybenzene from dinitro derivative 2b, and 3,3'-dimethylbenzidine from mononitro derivative 1a, the latter being quite unexpected.