171861-54-4

Basic information

• Product Name: 3-Isoquinolinamine,N,N-dimethyl-(9CI)
• Synonyms: 3-Isoquinolinamine,N,N-dimethyl-(9CI)
• CAS NO: 171861-54-4
• Molecular Formula: C11H12N2
• Molecular Weight: 172.22638
• Product Categories: ISOQUINOLINE
• Mol File: 171861-54-4.mol

Chemical Properties

• Boiling Point: 320.8±17.0 °C(Predicted)
• Appearance: /
• Density: 1.112±0.06 g/cm3(Predicted)
• PKA: 5.16±0.30(Predicted)
• CAS DataBase Reference: 3-Isoquinolinamine,N,N-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Isoquinolinamine,N,N-dimethyl-(9CI)(171861-54-4)
• EPA Substance Registry System: 3-Isoquinolinamine,N,N-dimethyl-(9CI)(171861-54-4)

Safety Data

• Hazardous Substances Data: 171861-54-4(Hazardous Substances Data)

Upstream product

• 34784-02-6 3-bromoisoquinoline 
• 68-12-2 N,N-dimethyl-formamide 
• 25475-67-6 isoquinolin-3-amine 
• 74-88-4 methyl iodide 
• 135737-14-3 2-(2-formylphenyl)acetonitrile 
• 124-40-3 dimethyl amine 

Relevant articles and documents

A general approach to 3-aminoisoquinoline, its N-mono and N,N-disubstituted derivatives

Condensation of 2-cyanomethyl benzaldehydes 1 with 2 (ammonia, primary or secondary amines) carried out in the presence of a catalytic amount of trifluoroacetic acid, afforded 3-aminoisoquinolines 3. In the case of primary amines azomethines 4 were formed at first; they dissociated and subsequently yielded 3 in a rather slow process.

Amination of Aromatic Halides and Exploration of the Reactivity Sequence of Aromatic Halides

A base-promoted amination of aromatic halides has been developed using a limited amount of dimethylformamide (DMF) or amine as an amino source. Various aryl halides, including F, Cl, Br, and I, have been successfully aminated in good to excellent yields. Although the amination of aromatic halides with amines or DMF is usually considered as an aromatic nucleophilic substitution (SNAr) process, and the reactivity of an aromatic halide is F > Cl > Br > I, the reactivity of aromatic halides in this system was found to be I > Br a‰ F > Cl. This protocol also showed a good regioselectivity for multihalogenated aromatics. This protocol is valuable for industrial application due to the simplicity of operation, the unrestricted availability of amino sources and aromatic halides, transition metal-free conditions, no requirement for solvent, and scalability.

Iridium- and rhodium-catalyzed dehydrogenative silylations of C(sp 3) - H bonds adjacent to a nitrogen atom using hydrosilanes

Now that is just silylated: In the presence of iridium or rhodium catalysts, C(sp3) - H bonds adjacent to a nitrogen atom were silylated by the aid of a pyridine-directing group. In iridium catalysis, a hydrogen-trapping reagent such as norbornene or tert-butylethylene, which is usually required in late transition-metal-catalyzed dehydrogenative coupling reactions, was not required. In rhodium catalysis, however, 1 equivalent of COD (1,5-cyclooctadiene) was necessary to induce higher conversion. Copyright