6363-90-2

Basic information

• Product Name: 1-amino-4-bromo-9,10-dioxo-9,10-dihydroan thracene-2-carboxylic acid
• Synonyms: 2-anthracenecarboxylic acid, 1-amino-4-bromo-9,10-dihydro-9,10-dioxo-
• CAS NO: 6363-90-2
• Molecular Formula: C₁₅H₈BrNO₄
• Molecular Weight: 346.1323
• Mol File: 6363-90-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 613.3°Cat760mmHg
• Flash Point: 324.7°C
• Appearance: /
• Density: 1.821g/cm³
• Vapor Pressure: 6.76E-16mmHg at 25°C
• Refractive Index: 1.751
• CAS DataBase Reference: 1-amino-4-bromo-9,10-dioxo-9,10-dihydroan thracene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-amino-4-bromo-9,10-dioxo-9,10-dihydroan thracene-2-carboxylic acid(6363-90-2)
• EPA Substance Registry System: 1-amino-4-bromo-9,10-dioxo-9,10-dihydroan thracene-2-carboxylic acid(6363-90-2)

Safety Data

• Hazardous Substances Data: 6363-90-2(Hazardous Substances Data)

Usage

General Description

1-amino-4-bromo-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid is a chemical compound with a complex molecular structure. It contains an anthracene backbone, which is a polycyclic aromatic hydrocarbon, along with a carboxylic acid and an amino group. The presence of a bromo group and dioxo functional groups further adds to the complexity of its structure. 1-amino-4-bromo-9,10-dioxo-9,10-dihydroan thracene-2-carboxylic acid has potential applications in organic synthesis, pharmaceutical research, and material science due to its unique structure and reactivity. Its functional groups make it a versatile building block for the synthesis of more complex organic molecules and materials. Additionally, the presence of the carboxylic acid group suggests that it may have potential biological activity and could be of interest in drug discovery and development.

InChI:InChI=1/C15H8BrNO4/c16-9-5-8(15(20)21)12(17)11-10(9)13(18)6-3-1-2-4-7(6)14(11)19/h1-5H,17H2,(H,20,21)

Upstream product

• 24094-46-0 1-amino-4-bromo-2-(hydroxymethyl)anthraquinone 
• 24094-44-8 1-amino-2-hydroxymethyl-9,10-dioxo-9,10-dihydroanthracene 
• 82-45-1 1-amino-9,10-anthracenedione 
• 82-24-6 1-aminoanthraquinone-2-carboxylic acid 

Downstream Products

• 1052087-99-6 sodium 1-amino-4-[4-phenylamino-3-carboxyphenylamino]-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 
• 21200-27-1 1-amino-4-bromo-N-cyclohexyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide 

Relevant articles and documents

Syntheses of 2-substituted 1-amino-4-bromoanthraquinones (bromaminic acid analogues) - Precursors for dyes and drugs

Anthraquinone (AQ) derivatives play a prominent role in medicine and also in textile industry. Bromaminic acid (1-amino-4-bromoanthraquinone-2-sulfonic acid) is an important precursor for obtaining dyes as well as biologically active compounds through the replacement of the C4-bromo substituent with different (ar)alkylamino residues. Here we report methods for the synthesis of bromaminic acid analogues bearing different substituents at the 2-position of the anthraquinone core. 1-Aminoanthraquinone was converted to its 2-hydroxymethyl-substituted derivative which, under different reaction conditions, yielded the corresponding carbaldehyde, carboxylic acid, and nitrile derivatives. The latter was further reacted to obtain 1-amino-2-tetrazolylanthraquinone. Subsequent bromination using bromine in DMF led to the corresponding bromaminic acid derivatives in excellent isolated yields (>90%) and high purities. Alternatively, 1-amino-4-bromo-2-hydroxymethylanthraquinone could be directly converted to the desired 2-substituted bromaminic acid analogues in high yields (85-100%). We additionally report the preparation of bromaminic acid sodium salt and 1-amino-2,4-dibromoanthraquinone directly from 1-aminoanthraquinone in excellent yields (94-100%) and high purities. The synthesized brominated AQs are valuable precursors for the preparation of AQ drugs and dyes.