79643-58-6

Basic information

• Product Name: 2,3,6,7-Tetrahydro-9-methyl-1H,5H-benzo[ij]quinolizine
• Synonyms: 2,3,6,7-Tetrahydro-9-methyl-1H,5H-benzo[ij]quinolizine;9-Methyljulolidine
• CAS NO: 79643-58-6
• Molecular Formula: C13H17N
• Molecular Weight: 187.2808
• Mol File: 79643-58-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 339.2°Cat760mmHg
• Flash Point: 144.1°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 9.32E-05mmHg at 25°C
• Refractive Index: 1.598
• CAS DataBase Reference: 2,3,6,7-Tetrahydro-9-methyl-1H,5H-benzo[ij]quinolizine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,6,7-Tetrahydro-9-methyl-1H,5H-benzo[ij]quinolizine(79643-58-6)
• EPA Substance Registry System: 2,3,6,7-Tetrahydro-9-methyl-1H,5H-benzo[ij]quinolizine(79643-58-6)

Safety Data

• Hazardous Substances Data: 79643-58-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 19, p. 925, 1982 DOI: 10.1002/jhet.5570190443

InChI:InChI=1/C13H17N/c1-10-8-11-4-2-6-14-7-3-5-12(9-10)13(11)14/h8-9H,2-7H2,1H3

Upstream product

• 3085-54-9 N-(4-methylphenyl)formamide 
• 109-70-6 1.3-chlorobromopropane 
• 106-49-0 p-toluidine 
• 504-63-2 trimethyleneglycol 
• 76865-82-2 4-Allyl-9-methyljulolidinium bromide 

Relevant articles and documents

Iridium-Catalyzed Direct Cyclization of Aromatic Amines with Diols

We developed an environmentally friendly iridium-catalyzed direct cyclization of aromatic amines with diols that generates the corresponding N-heterocyclic compounds with water as the sole by-product. Thus, under conditions of 165 °C for 18 hours, the direct cyclization of N -methylanilines with 1,3-propanediol by using an IrCl 3 catalyst with rac -BINAP as a ligand in mesitylene afforded the corresponding tetrahydroquinoline derivatives with yields ranging from 73 to 83%. Under similar reaction conditions, direct cyclization of anilines with 1,3-propanediol produced the corresponding tetrahydrobenzoquinolizine derivatives with yields ranging from 26 to 76%.

Synthesis of Julolidines from Anilines

Substituted julolidines were prepared by a single step of reactions from substituted anilines.