benzo[h]isoquinoline

Base Information

• Chemical Name: benzo[h]isoquinoline
• CAS No.: 229-71-0
• Molecular Formula: C13H9 N
• Molecular Weight: 179.221
• Hs Code.: 2933990090
• Mol file: 229-71-0.mol

Synonyms:3-Azaphenanthrene

Chemical Property of benzo[h]isoquinoline

Chemical Property:

• Vapor Pressure: 3.18E-05mmHg at 25°C
• Melting Point: 57-59 °C
• Boiling Point: 366°C at 760 mmHg
• PKA: 5.37±0.30(Predicted)
• Flash Point: 166.3°C
• PSA: 12.89000
• Density: 1.187g/cm³
• LogP: 3.38800

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzo[h]isoquinoline

There total 2 articles about benzo[h]isoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 10.0%

3-(2-ethynylphenyl)pyridine (485385-74-8) → benzo[f]quinoline (85-02-9) + benzo[h]isoquinoline (229-71-0) + C24H16

Guidance literature:

at 820 ℃; under 0.075006 Torr;

DOI:10.1002/1099-0690(200208)2002:15<2547::AID-EJOC2547>3.0.CO;2-A

Reference yield:

trans-4-styrylpyride (5097-93-8) → benzo[h]isoquinoline (229-71-0) + C26H22N2 + rac-4,4'-((1R,2R,3S,4S)-2,4-diphenylcyclobutane-1,3-diyl)dipyridine (62210-11-1,82690-78-6)

Guidance literature:

With H₂O-swollen Nafion; occupancy number 0.25; In water; Irradiation;

DOI:10.1021/ol025615a

upstream raw materials:

trans-4-styrylpyride

3-(2-ethynylphenyl)pyridine

Refernces

Facile one-pot synthesis of tetrahydroisoquinolines from amino acids via hypochlorite-mediated decarboxylation and Pictet-Spengler condensation

10.1016/j.tetlet.2014.07.043

The study presents an optimized biomimetic method for the conversion of various α-amino acids to aldehydes using sodium hypochlorite (NaOCl), which serves as an oxidizing agent for the decarboxylation of amino acids. The aldehyde products can then be transformed into tetrahydroisoquinolines, either racemic or (S)-enantiomer forms, through the Pictet–Spengler reaction with dopamine. The study utilizes a phosphate buffer to maximize regioselectivity for the racemic products and a maleic acid buffer for the enantioselective enzymatic synthesis of (S)-enantiomer products using norcoclaurine synthase. The purpose of these chemicals is to facilitate the synthesis of tetrahydroisoquinolines, which are found in numerous natural products and synthetic compounds with pharmacological activity, including benzoisoquinoline alkaloids. The study aims to synthesize novel BIAs with potential pharmacological utility by employing precursor-directed biosynthesis, avoiding the need for chromatography and ensuring the preparations are free of toxic chemical species.