124552-68-7Relevant academic research and scientific papers
o-Nitroaniline Derivatives. Part 12. The Reaction of N-(2,4-Dinitrophenyl)-sarcosine Ethyl Ester with Bases: Some Novel Redox Processes Revealed by X-Ray Crystallography
McFarlane, Michael D.,Smith, David M.,Ferguson, George,Kaitner, Branko
, p. 893 - 902 (2007/10/02)
According to the base used, the title reaction gives, either 2-amino-2'-methylamino-5,5'-dinitro-ONN-azoxybenzene (9) or 2,2'-bis(methylamino)-5,5'-dinitrooazoxybenzene (10), together with 1-hydroxy-4-methyl-7-nitroquinoxaline-2,3-dione (13).Reaction of compound (13) with thionyl chloride gives 5-chloro-1-methyl-6-nitroquinoxaline-2,3-dione (12).Possible mechanisms for these novel reactions are discussed.The structures of (i) the diacetyl derivative of the azoxy compound (9), (ii) compound (12), and (iii) the monohydrate of (13), have been established by X-ray crystallography.All three compounds give monoclinic crystals.Compound (8) has space group P21/n, with 4 molecules in a cell of dimensions a = 19.949(4), b = 10.289(4), c = 9.101(2) Angstroem, β = 97.98(2) degree; R = 0.030 for 1270 reflections.Compound (12) has space group P21/c, with 4 molecules in a cell of dimensions a = 6.922(1), b = 10.857(3), c = 13.192(2) Angstroem, β = 100.87(1) degree; R = 0.055 for 956 reflections.Compound (13)*H2O has space group C2/c, with 8 formula units in a cell of dimensions a = 16.130(3), b = 7.173(1), c = 18.215(3) Angstroem, β = 97.67(2) degree; R = 0.037 for 1244 reflections.
