36107-01-4

Basic information

• Product Name: 5,7-Dichloroquinolin-8-amine
• Synonyms: 5,7-Dichloroquinolin-8-amine
• CAS NO: 36107-01-4
• Molecular Formula: C₉H₆Cl₂N₂
• Molecular Weight: 213.06
• Mol File: 36107-01-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,7-Dichloroquinolin-8-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-Dichloroquinolin-8-amine(36107-01-4)
• EPA Substance Registry System: 5,7-Dichloroquinolin-8-amine(36107-01-4)

Safety Data

• Hazardous Substances Data: 36107-01-4(Hazardous Substances Data)

Upstream product

• 578-66-5 8-amino quinoline 
• 6942-98-9 5-chloro-8-nitroquinoline 
• 34522-74-2 5,7-dichloro-8-nitro-quinoline 
• 64-19-7 acetic acid 
• 148-24-3 8-quinolinol 
• 60-29-7 diethyl ether 
• 773-76-2 chloroxine 

Relevant articles and documents

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Palladium-Catalyzed Electrochemical C-H Bromination Using NH4Br as the Brominating Reagent

The palladium-catalyzed electrochemical C-H bromination of benzamide derivatives under divided cells is developed, in which NH4Br serves as a brominating reagent and electrolyte. The protocol avoids the use of chemical oxidants and provides an alternative method for the synthesis of aryl bromides.

A general method for the metal-free, regioselective, remote C-H halogenation of 8-substituted quinolines

An operationally simple and metal-free protocol for geometrically inaccessible C5-H halogenation of a range of 8-substituted quinoline derivatives has been established. The reaction proceeds under air, with inexpensive and atom economical trihaloisocyanuric acid as a halogen source (only 0.36 equiv.), at room temperature. Exceptionally high generality with respect to quinoline is observed, and in most instances, the reaction proceeded with complete regioselectivity. Quinoline with a variety of substituents at the 8-position gave, exclusively, the C5-halogenated product in good to excellent yields. Phosphoramidates, tertiary amides, N-alkyl/N,N-dialkyl, and urea derivatives of quinolin-8-amine as well as alkoxy quinolines were halogenated at the C5-position via remote functionalization for the first time. This methodology provides a highly economical route to halogenated quinolines with excellent functional group tolerance, thus providing a good complement to existing remote functionalization methods of quinolin-8-amide derivatives and broadening the field of remote functionalization. The utility of the method is further showcased through the synthesis of several compounds of biological and pharmaceutical interest.