246247-91-6

Basic information

• Product Name: 2-[3,4-Dihydro-2(1H)-isoquinolinyl]aniline
• Synonyms: 2-[3,4-Dihydro-2(1H)-isoquinolinyl]aniline
• CAS NO: 246247-91-6
• Molecular Formula: C₁₅H₁₆N₂
• Molecular Weight: 224.30094
• Mol File: 246247-91-6.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[3,4-Dihydro-2(1H)-isoquinolinyl]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3,4-Dihydro-2(1H)-isoquinolinyl]aniline(246247-91-6)
• EPA Substance Registry System: 2-[3,4-Dihydro-2(1H)-isoquinolinyl]aniline(246247-91-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 246247-91-6(Hazardous Substances Data)

Usage

General Description

2-[3,4-Dihydro-2(1H)-isoquinolinyl]aniline, also known as 2-anilino-1,2,3,4-tetrahydroisoquinoline, is a chemical compound with the molecular formula C16H15N2. It is an organic compound that contains an aniline group and a tetrahydroisoquinoline ring. 2-[3,4-Dihydro-2(1H)-isoquinolinyl]aniline has been studied for its potential pharmacological properties, including its potential as an antipsychotic agent. It has also been investigated for its potential to interact with dopamine receptors in the brain. Additionally, research suggests that it may have potential therapeutic applications in the treatment of conditions such as schizophrenia and other psychiatric disorders. However, further research is needed to fully understand the potential uses and effects of 2-[3,4-Dihydro-2(1H)-isoquinolinyl]aniline.

Upstream product

• 140381-66-4 1,2,3,4-tetrahydro-2-(2-nitrophenyl)isoquinoline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 615-36-1 2-bromoaniline 

Relevant articles and documents

Organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization: Sustainable access to indole-2,3-fused diazocanes

An unprecedented organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization of indole-2-carbaldehydes with o-aminoanilines was developed to assemble polycyclic indole-2,3-fused diazocanes in one step. This novel methodol

1,2-Disubstituted Benzimidazoles by the Iron Catalyzed Cross-Dehydrogenative Coupling of Isomeric o-Phenylenediamine Substrates

Benzimidazoles are common in nature, medicines, and materials. Numerous strategies for preparing 2-arylbenzimidazoles exist. In this work, 1,2-disubstituted benzimidazoles were prepared from various mono- and disubstituted ortho-phenylenediamines (OPD) by iron-catalyzed oxidative coupling. Specifically, O2 and FeCl3·6H2O catalyzed the cross-dehydrogenative coupling and aromatization of diarylmethyl and dialkyl benzimidazole precursors. N,N′-Disubstituted-OPD substrates were significantly more reactive than their N,N-disubstituted isomers, which appears to be relative to their propensity for complexation and charge transfer with Fe3+. The reaction also converted N-monosubstituted OPD substrates to 2-substituted benzimidazoles; however, electron-poor substrates produce 1,2-disubstituted benzimidazoles by intermolecular imino-transfer. Kinetic, reagent, and spectroscopic (UV-vis and EPR) studies suggest a mechanism involving metal-substrate complexation, charge transfer, and aerobic turnover, involving high-valent Fe(IV) intermediates. Overall, comparative strategies for the relatively sustainable and efficient synthesis of 1,2-disubstituted benzimidazoles are demonstrated.

Metal-Free Synthesis of Polycyclic Quinazolinones Enabled by a (NH4)2S2O8-Promoted Intramolecular Oxidative Cyclization

An efficient metal-free, (NH4)2S2O8 mediated intramolecular oxidative cyclization for the construction of polycyclic heterocycles was disclosed. A series of polycyclic quinazolinone derivatives with good functional group tolerance were obtained in high yields. The natural products tryptanthrin and rutaecarpine, as well as their derivatives, were easily synthesized by this strategy. A preliminary mechanism study suggested the carbon-centered radical was involved in the catalytic cycle.