96-91-3Relevant articles and documents
A Common, Facile and Eco-Friendly Method for the Reduction of Nitroarenes, Selective Reduction of Poly-Nitroarenes and Deoxygenation of N-Oxide Containing Heteroarenes Using Elemental Sulfur
Cerecetto, Hugo,Romero, Angel H.
supporting information, (2020/03/23)
A transition metal-free, environment-friendly and practical protocol was developed either for the reduction of nitroarenes or for the deoxygenation of N-oxide containing heteroarenes. The reaction proceeded with the use of a non-toxic and cheap feedstock as elemental sulfur in aqueous methanol under relatively mild conditions. Green chemistry credentials were widely favorable compared to traditional and industrial protocols with good E-factors and a low production of waste. The strategy allowed the efficient reduction of a large variety of substituted-nitroarenes including various o-nitroanilines as well as selective reduction of various poly-nitroarenes in excellent yields with a broad substrate scope. The protocol was successfully extended to the deoxygenation of some N-oxide containing heteroarenes, like benzofuroxans, phenazine N,N'-dioxides, pyridine N-oxides, 2H-indazole N1-oxides, quinoxaline N1,N4-dioxides and benzo[d]imidazole N1,N3-dioxides. A gram-scale example for the synthesis of luminol, in green conditions, was reported. A solid mechanism of reaction was proposed from experimental evidences.
Exothermic thermal reaction of dopamine with 3,5-dinitrobenzoic acid
Ito, Yoshikatsu,Arimoto, Satoru
, p. 849 - 857 (2007/10/03)
Pyrolysis of the crystalline 1:1 molecular complex DA·dnba, which was prepared from cocrystallization of dopamine (DA) and 3,5-dinitrobenzoic acid (dnba), was studied. This cocrystal decomposed violently at the melting-point, leading to the formation of a black solid along with a tiny amount of 3-amino-5-nitrobenzoic acid (1). The pyrolysis reaction was followed by differential scanning calorimetry (DSC) and one large exothermic peak was observed at the decomposition temperature. In view of the DSC patterns for cocrystal DA·dnba and other compounds, it seems that both a catechol moiety and an amino group of DA in addition to a strong electron acceptor such as dnba are required for the appearance of the exothermic peak. On the basis of (a) elemental analysis of the black solid and (b) other pyrolysis experiments for cocrystals PA·dnba (PA: β-phenylethylamine), BA·dnba (BA: benzylamine), DMDA·dnba (DMDA: O,O′-dimethyldopamine) and DHBA·dnba (DHBA: 3,4-dihydroxybenzylamine), it is assumed that the black solid was formed mainly through elimination of more than one molecule of water from one molecule of DA·dnba. Copyright
Unsymmetrical 1:2-chromium complexes containing an azo compound and an azomethine compound
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, (2008/06/13)
Compounds of the formula: STR1 WHICH ARE EMINENTLY SUITABLE FOR DYEING NATURAL AND SYNTHETIC POLYAMIDES AND FOR COLORING SURFACE COATINGS. Dyeings on textile material are distinguished by very good lightfastness and very good fastness to wet treatments, for example fastness to water, perspiration, sea water and washing.