82-42-8

Usage

InChI:InChI=1/C14H7ClO3/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,16H

Upstream product

• 85-44-9 phthalic anhydride 
• 106-48-9 4-chloro-phenol 
• 602-25-5 1,4-dichloroanthraquinone 
• 7446-70-0 aluminium trichloride 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 7664-93-9 sulfuric acid 
• 54961-06-7 2-(5'-chloro-2'-hydroxybenzoyl)benzoic acid 
• 873387-07-6 4-chloro-anthracene-1,9-diol 
• 653-30-5 (pentafluorophenyl)acetonitrile 
• 6337-82-2 1-Nitro-4-chloroanthraquinone 
• 82-45-1 1-amino-9,10-anthracenedione 
• 1798-86-3 4-hydroxy-9,10-dioxo-9,10-dihydro-anthracene-1-sulfonic acid 
• 25022-95-1 1-chloro-4-methoxy-anthraquinone 
• 13460-50-9 metaboric acid 

Downstream Products

• 1709-63-3 anthracene-1,4,9,10-tetraone 
• 95953-36-9 4-Chlor-1,9,10-trihydroxy-9,10-diphenyl-9,10-dihydro-anthracen 
• 19286-75-0 1-hydroxy-4-phenylaminoanthraquinone 
• 82645-98-5 N-(4-hydroxy-9,10-dioxo-9,10-dihydro-[1]anthryl)-anthranilic acid 
• 81-48-1 1-hydroxy-4-(4-methylphenylamino)-9,10-anthraquinone 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 129-43-1 1-hydroxyanthraquinone 
• 602-25-5 1,4-dichloroanthraquinone 
• 1365268-08-1 1-benzoyloxy-4-chloro-9,10-anthraquinone 
• 1365267-72-6 1-(p-methylbenzenesulfonyloxy)-4-chloro-9,10-anthraquinone 
• 1365268-05-8 1-benzenesulfonyloxy-4-chloro-9,10-anthraquinone 
• 107101-54-2 4.4'-Dichlor-9.10.9'.10'-tetraphenyl-dianthryl-(2.2')-chinon-(1.1') 
• 81-53-8 2-chloro-1,4-dihydroxy-9,10-anthraquinone 
• 125408-26-6 2-chloro-1-hydroxy-4-(toluene-4-sulfonylamino)-anthraquinone 

Relevant academic research and scientific papers

Anti HIV-1 agents 7. Discovery of 1-hydroxy-4-chloro-9,10-anthraquinone derivatives as New HIV-1 Inhibitors in Vitro

In continuation of our program aimed at the discovery and development of anti-HIV-1 agents, six 1-hydroxy-4- chloro-9, 10-anthraquinone derivatives (3-8) were prepared and preliminarily evaluated as HIV-1 inhibitors in vitro for the first time. Compounds 4 and 6 exhibited the potent anti-HIV-1 activities with EC50 values of 9.81 and 17.90 μg/mL, and TI values of >13.58 and >11.17, respectively. It demonstrated that introduction of the alkylacyloxy or alkylsulfonyloxy group at the 1-position of 1-hydroxy-4-chloro-9,10- anthraquinone could afford the more promising and potent compound than that having arylacyloxy or arylsulfonyloxy one.

Halophenol rearrangement in Lewis acid-catalyzed Friedel-Crafts conditions: Evidence of competitive initial protonation and acylation

Halogen rearrangement was observed during the Lewis acid-catalyzed Friedel-Crafts reaction of phthalic anhydride with bromophenols or bromoanisole. Further investigation revealed that 2-, 3-, and 4-bromophenols undergo rearrangement into other isomers under these reaction conditions. Product distribution from these reactions suggested that halogen rearrangement takes place during the s-complex intermediate of the condensation step. Furthermore, iodophenol undergoes hydrodeiodination rapidly rather than rearrangement, whereas chlorophenol does not undergo rearrangement at all. CSIRO 2008.

Reactions of 1-Halo-4-nitroanthraquinones with C-nucleophiles

1-Fluoro-4-nitroanthraquinone reacts with C-nucleophiles, yielding the corresponding fluorine replacement products. Reactions of 1-chloro-4-nitroanthraquinone with the same nucleophiles result in formation of mixtures of dechlorination and denitration pro

Sodium trimethyl silanoate. A hydroxyl synthon for fluoride S(n)Ar type displacements from anthracene-9,10-diones, benz[g]isoquinoline-5-10-diones and nitrobenzenes

Treatment of fluoroanthracene-9,10-diones, fluorobenz[g]isoquinoline- 5,10-diones and 1- or 4-fluoronitrobenzenes with sodium trimethylsilanoate in THF followed by acidification readily yields the corresponding hydroxyl analogues.

PHOTO-NUCLEOPHILIC SUBSTITUTION REACTION OF HALOGENOANTHRAQUINONE IN CONCENTRATED SULFURIC ACID. PHOTO-HYDROXYDEHALOGENATION

The photo-reaction of halogen-substituted anthraquinones in sulfuric acid was studied with near UV or visible light. α-Chloro-substituted anthraquinones were photo-hydroxylated mainly to form α-hydroxyanthraquinones in fairly good yields.However, β-halogenoanthraquinones gave no dehalogenated products under the same conditions.