5,8-Dichloroisoquinoline

Base Information

• Chemical Name: 5,8-Dichloroisoquinoline
• CAS No.: 73075-59-9
• Molecular Formula: C9H5Cl2N
• Molecular Weight: 198.051
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00990513
• Wikidata: Q82980015
• Mol file: 73075-59-9.mol

Synonyms:5,8-Dichloroisoquinoline;73075-59-9;SCHEMBL197023;DTXSID00990513;YCA07559;MFCD07644632;AKOS006286579;DE-0056;CS-0096055;FT-0641443;EN300-320443;A866154

Chemical Property of 5,8-Dichloroisoquinoline

Chemical Property:

• Vapor Pressure: 0.00056mmHg at 25°C
• Melting Point: 116-118 °C
• Boiling Point: 321.4°C at 760 mmHg
• PKA: 3.65±0.36(Predicted)
• Flash Point: 177.8°C
• PSA: 12.89000
• Density: 1.407g/cm³
• LogP: 3.54160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 196.9799046
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

5,8-Dichloroisoquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C2C=NC=CC2=C1Cl)Cl

Technology Process of 5,8-Dichloroisoquinoline

There total 10 articles about 5,8-Dichloroisoquinoline 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: 98.0%

isoquinoline (119-65-3) + 1,3-dichloro-5,5-dimethylhydantoin (118-52-5) → 5,8-dichloroisoquinoline (73075-59-9)

Guidance literature:

isoquinoline; With sulfuric acid; at 2 - 21 ℃; for 0.25h;

1,3-dichloro-5,5-dimethylhydantoin; at 10 - 55 ℃; for 18.5h; regioselective reaction;

DOI:10.1021/op9002054

Reference yield: 94.0%

isoquinoline (119-65-3) → 5,8-dichloroisoquinoline (73075-59-9)

Guidance literature:

With trichloroisocyanuric acid; sulfuric acid; at 0 - 25 ℃; regioselective reaction;

DOI:10.1055/s-0037-1609153

Reference yield: 45.0%

isoquinoline (119-65-3) → 5-chloro-isoquinoline (5430-45-5) + 5,8-dichloroisoquinoline (73075-59-9)

Guidance literature:

With trichloroisocyanuric acid; sulfuric acid; at 0 - 10 ℃; for 24h;

DOI:10.1055/s-0037-1609153

upstream raw materials:

2,5-dichloro-benzaldehyde

2,5-dichlorobenzyl alcohol

isoquinoline

1,3-dichloro-5,5-dimethylhydantoin

Downstream raw materials:

5,8-Dichloro-1,2,3,4-tetrahydro-isoquinoline

7-nitro-5,8-dichloroisoquinoline

6-phenyl-1,2,3,4-tetrahydro-isoquinoline

7-(2-azidophenyl)-5,8-dimethylisoquinoline

Refernces

• 1、 Walker, Matthew D.,Andrews, Benjamin I.,Burton, Andrew J.,Humphreys, Luke D.,Kelly, Gary,Schilling, Mark B.,Scott, Peter W.. "The development of a new manufacturing route to the novel anticonvulsant, SB-406725A". experimental part. p. 108 - 113. Retrieved 2010/06/13.