81-56-1Relevant articles and documents
Efficient, facile metal free protocols for the bromination of commercially important deactivated aminoanthracene-9,10-diones
Patil, Vilas V.,Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.
supporting information, p. 2608 - 2613 (2017/06/13)
Highly efficient, mild synthetic protocols were developed for the oxidative bromination of deactivated aminoanthracene-9,10-diones by using H2O2-HBr and m-CPBA-HBr in methanolic medium. Both the protocols offer excellent bromine atom economy, good conversion (100%) along with high yield (82–93%) and high purity of desired product. The N-alkylated amines undergo regio-selective bromination to give selective p-bromo product. The commercial availability of all the starting materials, simple reaction procedure and ease of work up, and easily amenable for scale up demonstrated commercial feasibility of both the protocols.
Halogenation reactions in biodegradable solvent: Efficient bromination of substituted 1-aminoanthra-9,10-quinone in deep eutectic solvent (choline chloride:urea)
Phadtare, Sunanda Balaso,Shankarling, Ganapati Subray
experimental part, p. 458 - 462 (2010/08/07)
A simple ammonium deep eutectic solvent was used as a dual catalyst and environmentally benign reaction medium for the bromination of 1-aminoanthra-9,10-quinone, eliminating the need for volatile organic solvents and concentrated acids like H2SO4 as solvents or catalysts. This simple ammonium deep eutectic solvent, easily synthesized from choline chloride and urea, is relatively inexpensive and biodegradable, making it applicable for industrial applications. The deep eutectic solvent was easily separated and reused without loss of activity, and thus provides a good alternative for industrial bromination of 1-aminoanthra-9,10-quinone.
