18633-05-1

Basic information

• Product Name: 6,7-dibromoquinoline-5,8-dione
• CAS NO: 18633-05-1
• Molecular Formula: C₉H₃Br₂NO₂
• Molecular Weight: 316.9336
• Mol File: 18633-05-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 365.7°C at 760 mmHg
• Flash Point: 175°C
• Density: 2.256g/cm³
• Vapor Pressure: 1.54E-05mmHg at 25°C
• Refractive Index: 1.738
• CAS DataBase Reference: 6,7-dibromoquinoline-5,8-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-dibromoquinoline-5,8-dione(18633-05-1)
• EPA Substance Registry System: 6,7-dibromoquinoline-5,8-dione(18633-05-1)

Safety Data

• Hazardous Substances Data: 18633-05-1(Hazardous Substances Data)

Upstream product

• 148-24-3 8-quinolinol 
• 63450-86-2 5-Nitroso-8-hydroxyquinoline hydrochloride 
• 13207-66-4 5-amino-8-hydroxyquinoline 
• 21302-43-2 5-amino-8-hydroxyquinoline dihydrochloride 
• 10470-83-4 5,8-quinolinedione 
• 10035-10-6 hydrogen bromide 
• 107-02-8 acrolein 
• 102-56-7 2,5-dimethoxyaniline 

Downstream Products

• 100914-48-5 6-anilino-7-bromo-quinoline-5,8-dione 
• 97260-48-5 7-bromo-6-(4-chloro-anilino)-quinoline-5,8-dione 
• 389614-99-7 7-Brom-6-(3,5-di-tert-butyl-4-hydroxyphenyl)-5,8-dihydrochinolin-5,8-dion 
• 717879-81-7 6-Brom-7-(3,5-di-tert-butyl-4-hydroxyphenyl)-5,8-dihydrochinolin-5,8-dion 

Relevant articles and documents

Synthesis of aza derivatives of isomers of angular and complex phenothiazine rings

Isomeric derivatives of angular aza benzophenothiazine and complex aza benzothiazinophenothiazine rings were successfully synthesized. Reactions of 2-amino-3,5-dibromopyrazine with 6,7-dibromoquinoline-5,8-dione in anhydrous sodium carbonate gave isomeric angular aza benzophenothiazine compounds 6,9-dibromo-1,8,11-triazabenzo[a]phenothiazine-5-one and 6,9-dibromo-4,8,11-triazabenzo[a]phenothiazine-5-one. Further reactions of these compounds, in the first case, respectively with 2-amino-6-methoxypyridin-3-thiol gave the two isomeric aza complex compounds identified as 13-bromo-8-methoxy-1,9,12,15-tetraazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine and 13-bromo-8-methoxy-4,9,12,15-tetraazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine. Secondly, reactions of the same angular benzophenothiazine compounds with 4-aminopyrimidin-5-thiol gave two more complex compounds 13-bromo-1,6,8,12,15-pentaazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine and 13-bromo-4,6,8,12,15-tetraazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine. The compounds have very intense colours. Keywords: anhydrous sodium carbonate; 2-amino-3,5-dibromopyrazine; 2-amino-6-methoxypyridin-5-thiol; 4-aminopyrimidin-5-thiol; 6,7-dibromoquinoline-5,8-dione; condensation reaction.

Palladium catalyzed transformation and antimicrobial screening of novel angular azaphenothiazines

Base mediated condensation reaction between 2-amino-5-bromopyrazine-3[4H]-thione and 7-chloro-5,8-quinolinequinone under anhydrous condition gave 9-bromo-1,8,11-triaza-5H-benzo[a]phenothiazin-5-one. Palladium catalyzed cross-coupling reaction between 9-bromo-1,8,11-triaza-5H-benzo[a]phenothiazin-5-one and four arylated halogeno compounds utilizing Heck-Mizoroki protocol furnished 6-substituted derivatives of the angular tetracyclic heterocycle. Structures were assigned based on spectroscopic and elemental analytical data. Antimicrobial screening of these compounds showed they were biologically active.

6,7-Disubstituted -5,8-quinolinedione derivatives as an antifungal agent

Novel 6,7-disubstituted-5,8-quinolinedione derivatives of general formula (I) or the process for the preparation thereof, wherein R1is C1-C20alkylmercapto or phenylamino substituted by up to 3 groups selected from halogen, aceto; R2is halogen, thiocyano or C1-C20alkylmercapto, are useful as an antifungal agent.