86397-45-7

Basic information

• Product Name: 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2,3-dicarbonitrile
• Synonyms: 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2,3-dicarbonitrile
• CAS NO: 86397-45-7
• Molecular Weight: 364.363
• Mol File: 86397-45-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2,3-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2,3-dicarbonitrile(86397-45-7)
• EPA Substance Registry System: 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2,3-dicarbonitrile(86397-45-7)

Safety Data

• Hazardous Substances Data: 86397-45-7(Hazardous Substances Data)

Upstream product

• 143-33-9 sodium cyanide 
• 4395-65-7 oracet blue 2R 
• 6408-78-2 acid blue 25 
• 32571-82-7 1-Amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracen-2-carbonitril 
• 86397-46-8 1-amino-2-phenoxy-4-anilinoanthraquinone 

Downstream Products

• 32571-82-7 1-Amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracen-2-carbonitril 

Relevant articles and documents

35. Ueber die Dicyanierung der 1,4-Diaminoanthrachinone und die Reactivitaet der 1,4-Diamino-9,10-dioxo-9,10-dihydroanthracen-2,3-dicarbonitrile gegenueber nucleophilen Reagenzien

The reaction of 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2-sulfonic acid (1, R=C6H5) with cyanide in water yields a mixture of 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2-carbonitrile (3, R=C6H5) and 1-amino-4-(phenylamino)anthraquinone (4, R=C6H5) under the usual reaction conditions (Scheme 1).In dimethylsulfoxide, however, a second cyano group is introduced, and 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2,3-dicarbonitrile (7) is formed (Scheme 2).The cyano groups are very reactive towards nucleophiles.The cyano group in 2-position can be substituted by hydroxide and aliphatic amines (Schemes 5 and 6).The cyano group in 3-position can be eliminated by aliphatic amines and hydrazine (Scheme 7).Nucleophilic attack at the cyano C-atom of the 2-cyano group by suitable reagents leads to ring formation, yielding e.g. 2-(Δ2-1,3-oxazolin-2-yl)-, 2-(benzimidazol-2-yl)- and 2-(1H-tetrazol-5-yl)anthraquinones (Schemes 8 and 10).