83206-64-8

Basic information

• Product Name: 5-N-amyl-N-benzylaminoanthra<1,9-c,d>isoxazol-6-one
• Synonyms: 5-N-amyl-N-benzylaminoanthra<1,9-c,d>isoxazol-6-one
• CAS NO: 83206-64-8
• Molecular Weight: 396.489
• Mol File: 83206-64-8.mol

Chemical Properties

• CAS DataBase Reference: 5-N-amyl-N-benzylaminoanthra<1,9-c,d>isoxazol-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-N-amyl-N-benzylaminoanthra<1,9-c,d>isoxazol-6-one(83206-64-8)
• EPA Substance Registry System: 5-N-amyl-N-benzylaminoanthra<1,9-c,d>isoxazol-6-one(83206-64-8)

Safety Data

• Hazardous Substances Data: 83206-64-8(Hazardous Substances Data)

Upstream product

• 70730-92-6 5-chloro-6H-anthra[1,9-cd]isoxazol-6-one 
• 25468-43-3 N-benzyl-N-pentylamine 

Downstream Products

• 128-95-0 1,4-diamino-9,10-anthraquinone 

Relevant articles and documents

NUCLEOPHILIC SUBSTITUTION OF HYDROGEN IN AROMATIC SYSTEMS. II. MECHANISM OF AMINATION IN ANTHRAISOXAZOL-6-ONES

The nucleophilic substitution of the C5-H hydrogen atom in anthraisoxazol-6-ones by amines in acetonitrile in the absence of Cu2+, Ag+, Co2+, or Ni2+ cations takes place with the formation of strong hydrogen bond in the sixmembered chelate ring of the product from 1,4-addition of the amine to the isoxazolone at the C5 and =O atoms.The structure of the reaction product is determined by the character of the amine, and (with the absence of readily eliminated groups) substitution of C5-H is suppressed by the competing amination of C3-H and reduction of the heterocycle.The substitution of C5-Hlg by amines under analogous conditions leads to trivial reaction products.In nitromethane C3-H or C3-Hlg is mainly substituted, and C5-H or C5-Hlg is partly substituted, leading to products with trivial structures.In the presence of Cu2+, Ag+, Co2+, Ni2+ cations in acetonitrile only C3-H or C3-Hlg is substituted through the formation of mixed complex of amine and isoxazolone on the cation.