2-[(4-Nitrophenyl)methyl]isoquinolin-2-ium bromide

Base Information

• Chemical Name: 2-[(4-Nitrophenyl)methyl]isoquinolin-2-ium bromide
• CAS No.: 16726-82-2
• Molecular Formula: C16H13 N2 O2 . Br
• Molecular Weight: 345.195
• DSSTox Substance ID: DTXSID60494668
• NSC Number: 142979
• Mol file: 16726-82-2.mol

Synonyms:16726-82-2;2-[(4-Nitrophenyl)methyl]isoquinolin-2-ium bromide;DTXSID60494668;NSC142979;AKOS024332084;NSC-142979;N-(4-nitrobenzyl)isoquinolinium bromide

Chemical Property of 2-[(4-Nitrophenyl)methyl]isoquinolin-2-ium bromide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 344.01604
• Heavy Atom Count: 21
• Complexity: 334

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=[N+](C=CC2=C1)CC3=CC=C(C=C3)[N+](=O)[O-].[Br-]

Technology Process of 2-[(4-Nitrophenyl)methyl]isoquinolin-2-ium bromide

There total 2 articles about 2-[(4-Nitrophenyl)methyl]isoquinolin-2-ium bromide 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: 90.0%

isoquinoline (119-65-3) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 2-(4-nitrobenzyl)isoquinolinium bromide (16726-82-2)

Guidance literature:

In benzene; for 3h; Heating;

DOI:10.1021/jo01304a007

Reference yield:

→ 2-(4-nitrobenzyl)isoquinolinium bromide (16726-82-2)

Guidance literature:

Isochinolin , entspr. Benzylbromid;

DOI:10.1021/jo00804a003

Reference yield: 100.0%

2-(4-nitrobenzyl)isoquinolinium bromide (16726-82-2) + 1,4-diphenylbut-2-ene-1,4-dione (959-28-4) → [(1S,2S,3S,10bR)-2-Benzoyl-3-(4-nitro-phenyl)-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinolin-1-yl]-phenyl-methanone (97204-13-2)

Guidance literature:

With triethylamine; In acetonitrile; for 12h; Ambient temperature;

DOI:10.1246/bcsj.58.3137

upstream raw materials:

isoquinoline

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

3-(p-Nitrophenyl)thiazolo<2,3-a>isoquinolinium-2-thiolate

(1S,2S,3S,10bR)-3-(4-Nitro-phenyl)-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinoline-1,2-dicarboxylic acid di-tert-butyl ester

[(1S,2S,3S,10bR)-2-Benzoyl-3-(4-nitro-phenyl)-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinolin-1-yl]-phenyl-methanone

(1R,2R,3R,10bS)-3-(4-Nitro-phenyl)-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinoline-1,2-dicarboxylic acid dimethyl ester