14642-72-9

Upstream product

• 81-85-6 6-bromo-N-methylanthrapyridone 
• 1220-94-6 1-amino-4-(methylamino)anthraquinone 
• 77817-45-9 1-acetylamino-4-N-acetylmethylaminoanthraquinone 
• 6336-83-0 1-amino-4-N-acetylmethylaminoanthraquinone 

Downstream Products

• 881045-31-4 4-fluoro-N-(3-methyl-2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinolin-6-yl)benzenesulfonamide 
• 633279-99-9 N-(3-methyl-2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinolin-6-yl)benzenesulfonamide 
• 670259-21-9 4-methyl-N-(3-methyl-2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinolin-6-yl)-3-nitrobenzenesulfonamide 
• 670259-16-2 4-fluoro-N-(3-methyl-2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinolin-6-yl)benzenesulfonamide 

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.