117-07-7

Basic information

• Product Name: 1-amino-2-chloroanthraquinone
• Synonyms: 9,10-Anthracenedione, 1-amino-2-chloro-; 1-Amino-2-chloroanthraquinone; 1-amino-2-chloroanthracene-9,10-dione
• CAS NO: 117-07-7
• Molecular Formula: C₁₄H₈ClNO₂
• Molecular Weight: 257.6718
• EINECS: 204-170-9
• Mol File: 117-07-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 498.1°C at 760 mmHg
• Flash Point: 255.1°C
• Density: 1.486g/cm³
• Vapor Pressure: 4.66E-10mmHg at 25°C
• Refractive Index: 1.711
• CAS DataBase Reference: 1-amino-2-chloroanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-amino-2-chloroanthraquinone(117-07-7)
• EPA Substance Registry System: 1-amino-2-chloroanthraquinone(117-07-7)

Safety Data

• Hazardous Substances Data: 117-07-7(Hazardous Substances Data)

Usage

Chemical Family

Anthraquinone family

Derivative

A derivative of anthraquinone with an amino group and a chlorine atom attached to the second and first carbon atoms, respectively

Physical State

Yellow to brown solid

Solubility

Sparingly soluble in water, soluble in organic solvents

Applications

a. Production of dyes, pigments, and other colorants
b. Manufacturing of pharmaceuticals
c. Manufacturing of photochemicals
d. Intermediate in organic synthesis

Properties

a. Strong colorant properties
b. Antimicrobial properties
c. Antiviral properties

Potential Uses

Development of medical treatments

Upstream product

• 74386-35-9 1-azido-2-chloro-anthraquinone 
• 118-04-7 NSC 74496 
• 13432-32-1 1-amino-2,4-dichloroanthraquinone 
• 108-91-8 cyclohexylamine 
• 88-05-1 2,4,6-trimethylaniline 
• 102-56-7 2,5-dimethoxyaniline 
• 5332-73-0 3-methoxypropylamine 
• 7664-93-9 sulfuric acid 
• 85-51-8 2-amino-3-chlorobenzophenone-2'-carboxylic acid 
• 110-86-1 pyridine 
• 7803-57-8 hydrazine hydrate 
• 64-17-5 ethanol 
• 83-62-5 1-aminoanthraquinone-2-sulfonic acid 
• 70730-90-4 3-chloro-6-oxo-6H-anthra<1,9-cd>isoxazole 

Downstream Products

• 6374-88-5 1-nitro-2-chloroanthraquinone 
• 1274873-24-3 4-benzyl-3,4-dihydronaphtho[2,3-f]quinoxaline-2,7,12-(1H)-trione 
• 82-24-6 1-aminoanthraquinone-2-carboxylic acid 
• 112128-41-3 1-(2-Chloro-9,10-dioxo-9,10-dihydro-anthracen-1-yl)-3-phenyl-urea 
• 112128-42-4 1-(2-Chloro-9,10-dioxo-9,10-dihydro-anthracen-1-yl)-3-(4-chloro-phenyl)-urea 

Relevant articles and documents

Synthesis of S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl) sulfoximides and specificities of their base-catalyzed intramolecular heterocyclizations into naphtho[1,2,3-cd]-indol-6(2H)-ones

Heating of 6H-anthra[1,9-cd][1,2]oxazol-6-ones with dialkyl sulfoxides in sulfolane gave S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximides which underwent cyclization to naphtho-[1,2,3-cd]indol-6(2H)-one derivatives on heating in boiling tetrahydrofuran in the presence of sodium methoxide. p-Toluenesulfinic acid was isolated as by-product in the cyclization of S-methyl-S-(4-methylphenyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl) sulfoximide. The heterocyclizations of S,S-dipropyl- and S,S-dibutyl-N-(9,10- dioxo-9,10-dihydroanthracen-1-yl)sulfoximides to 1-ethyl- and 1-propylnaphtho[1,2,3-cd]-indol-6(2H)-ones were accompanied by formation of the corresponding 1-[1-hydroxyethyl(propyl)]naphtho-[1,2,3-cd]indol-6(2H)-ones.

CHARACTERISTICS OF THE ALKOXYLATION OF HALOGENO-6-OXO-6H-ANTHRAISOXAZOLES

The alkylation of 6-oxo-6H-anthraisoxazoles containing a chlorine or bromine atom at position 3 and also a bromine at position 5 takes place with substitution of the halogen or hydrogen, depending on the structure of the alkoxide ion and the type of halogen.

The Schmidt reaction of anthraquinones

Schmidt reaction (sodium azide/sulfuric acid) of 1,5- and of 1,8-dichloroanthraquinones gives, in each case, both of the theoretically possible lactams (2,3,5,6-dibenzoazepin-4,7-diones).Two of the four theoretically possible lactams have been identified from Schmidt reaction of 1- and 2-chloroanthraquinones respectively.Methods used include:(a) preferential hydrolysis of one lactam and identification of the isomeric aminoanthraquinone formed on cyclodehydration of the resulting amino acid; (b) identification of the isomeric aminoanthraquinone(s) formed on direct treatment of a lactam (or mixture of lactams) by sulfuric acid; (c) cleavage by potassium tert-butoxide of the amino acid formed by preferential hydrolysis of one lactam and identification of the resulting benzoic acid as its methyl ester.