76788-15-3

Upstream product

• 2944-12-9 1,4-bis(phenylamino)anthracene-9,10-dione 
• 108-24-7 acetic anhydride 

Downstream Products

• 76788-14-2 N-{4-[4-(2,4-Dinitro-phenylazo)-phenylamino]-9,10-dioxo-9,10-dihydro-anthracen-1-yl}-N-phenyl-acetamide 
• 76788-11-9 1-[4-(2,4-Dinitro-phenylazo)-phenylamino]-4-phenylamino-anthraquinone 

Relevant academic research and scientific papers

EFFECT OF SRUCTURAL FACTORS ON THE FORMATION AND PROPERTIES OF ACYLAMINOANTHRAQUINONES

The N-methyl group prevents the acylation of α-aminoanthraquinones by acetic anhydride in the absence of acid catalysis.This is explained by hindrances for the abstraction of hydrogen atom from the 1-methylamino group, which is connected by an intramolecular hydrogen bond.Acid catalysis levels out the differences in the reactivity of the α-amino and α-methyl amino groups.The α-acetylamino groups have lower hydrolytic stability than the α-N-acetylmethylamino groups.These characteristics make it possible to realize a directed synthesis of acyl derivatives at theprimary or secondary α-amino groups of polyaminoanthraquinones.The introduction of acyl residues into the secondary α-amino groups completely excludes them conjugation with the anthraquinone ring, and an unexpectedly small hypsochromic shift of the absorption is observed in the 4-amino, 4-alkylamino, and particularly the 4-arylamino derivatives of 1-acylaminoanthraquinones.