29526-42-9

Basic information

• Product Name: 8-Quinolinamine,N,N-dimethyl-(9CI)
• Synonyms: 8-Quinolinamine,N,N-dimethyl-(9CI)
• CAS NO: 29526-42-9
• Molecular Formula: C11H12N2
• Molecular Weight: 172.22638
• Product Categories: ISOQUINOLINE
• Mol File: 29526-42-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-Quinolinamine,N,N-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Quinolinamine,N,N-dimethyl-(9CI)(29526-42-9)
• EPA Substance Registry System: 8-Quinolinamine,N,N-dimethyl-(9CI)(29526-42-9)

Safety Data

• Hazardous Substances Data: 29526-42-9(Hazardous Substances Data)

Upstream product

• 512-56-1 trimethyl phosphite 
• 578-66-5 8-amino quinoline 
• 50-00-0 formaldehyd 
• 74-88-4 methyl iodide 
• 7647-01-0 hydrogenchloride 
• 80-48-8 methyl p-toluene sulfonate 

Downstream Products

• 264908-59-0 2,2,2-Trifluoro-1-[8-(4-methoxy-phenylsulfanyl)-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-ethanone 
• 264908-60-3 2,2,2-Trifluoro-1-[8-p-tolylsulfanyl-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-ethanone 
• 264908-62-5 1-[8-(4-Chloro-phenylsulfanyl)-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-2,2,2-trifluoro-ethanone 
• 268745-31-9 5-Trifluoroacetyl-3-trifluoromethyl-3-hydroxy-2-phenyl-2,3-dihydrothieno[3,2-h]quinoline 
• 268745-25-1 1-[8-Benzylsulfanyl-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-2,2,2-trifluoro-ethanone 
• 264908-61-4 2,2,2-Trifluoro-1-[8-phenylsulfanyl-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-ethanone 
• 221636-65-3 1-[8-(4-Chloro-phenylamino)-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-2,2,2-trifluoro-ethanone 

Relevant articles and documents

Tetrakis(dimethylamino)ethylene (TDAE) mediated addition of heterocyclic difluoromethyl anions to heteroaryl aldehydes. A facile synthetic method for new gem-difluorinated alcohols derived from 4-bromo-1-naphthylamine and 8-quinolylamine

New heterocyclic-CF2CHOH-Ar derivatives, derived from N,N-dimethyl-4-bromo-2-difluoracetyl-1-naphthylamine and N,N-dimethyl-5-difluoroacetyl-8-quinolylamine, are easily obtained in moderate to good yields from the tetrakis(dimethylamino) ethylene (TDAE) mediated reduction of the corresponding - COCF2Cl starting materials in the presence of heteroaryl aldehydes.

A First Example of Cobalt-Catalyzed Remote C H Functionalization of 8-Aminoquinolines Operating through a Single Electron Transfer Mechanism

The development of new C H functionalization protocols based on inexpensive cobalt catalysts is currently attracting significant interest. Functionalized 8-aminoquinoline compounds are high-potential building blocks in organic chemistry and pharmaceutical compounds and new facile routes for their preparation would be highly valuable. Recently, copper has been applied as catalyst for the functionalization of 8-aminoquinoline compounds and found to operate through a single electron transfer (SET) mechanism, although requiring elevated reaction temperatures. Herein, we described the first example of a cobalt-catalyzed remote C H functionalization of 8-aminoquinoline compounds operating through a SET mechanism, exemplified using a practical and mild nitration protocol. The reaction uses inexpensive cobalt nitrate hexahydrate [Co(NO3)2?6 H2O] as catalyst and tert-butyl nitrite (TBN) as nitro source. This methodology offers the basis for the facile preparation of many new functionalized 8-aminoquinoline derivatives. (Figure presented.).