3-Chloroisoquinoline

Base Information

• Chemical Name: 3-Chloroisoquinoline
• CAS No.: 19493-45-9
• Molecular Formula: C9H6ClN
• Molecular Weight: 163.606
• Hs Code.: 2933499090
• European Community (EC) Number: 640-167-2
• DSSTox Substance ID: DTXSID00348833
• Nikkaji Number: J403.162H
• Wikidata: Q72452865
• Mol file: 19493-45-9.mol

Synonyms:3-chloroisoquinoline;19493-45-9;isoquinoline, 3-chloro-;MFCD05982009;3-chloro-isoquinoline;SCHEMBL239390;DTXSID00348833;CS-D0870;CL1011;AKOS006220439;FS-2771;PB18703;AC-23204;SY005184;A4285;AM20050917;FT-0647653;EN300-41076;W-206440;F0001-2431

Chemical Property of 3-Chloroisoquinoline

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 45-46 °C
• Refractive Index: 1.652
• Boiling Point: 291.795 °C at 760 mmHg
• PKA: 1.84±0.30(Predicted)
• Flash Point: 158.009 °C
• PSA: 12.89000
• Density: 1.271 g/cm³
• LogP: 2.88820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 163.0188769
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Chloroisoquinoline

There total 16 articles about 3-Chloroisoquinoline 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: 71.0%

1,3-dichloroisoquinoline (7742-73-6) → isoquinoline (119-65-3) + 3-chloroisoquinoline (19493-45-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25 ℃; for 2.5h; Reagent/catalyst; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.molcata.2014.06.012

Reference yield: 63.0%

isoquinoline (119-65-3) → 3-chloroisoquinoline (19493-45-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; pentafluorobenzoylchloride; In 1,2-dichloro-ethane; at 50 ℃; for 17h; Reagent/catalyst; regioselective reaction;

DOI:10.1016/j.chempr.2018.11.007

Reference yield: 51.0%

isoquinolin-3-amine (25475-67-6) → 3-chloroisoquinoline (19493-45-9)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃; for 3.08333h;

upstream raw materials:

1,3-dichloroisoquinoline

chloroform

N,N-dimethyl-aniline

N-methylaniline

Downstream raw materials:

isoquinoline

N-benzyl-N'-(3-chloro-5-isoquinolinyl)urea

2-amino-3-phenyl-1-naphthalenecarbonitrile

(3-Chloro-isoquinolin-1-yl)-phenyl-acetonitrile

Refernces

• 1、 Fosu, Stacy C.,Hambira, Chido M.,Chen, Andrew D.,Fuchs, James R.,Nagib, David A.. "Site-Selective C–H Functionalization of (Hetero)Arenes via Transient, Non-symmetric Iodanes". supporting information. p. 417 - 428. Retrieved 2019/02/14.
• 2、 -. "TRPV1 ANTAGONISTS". Page/Page column 88. . Retrieved 2010/04/30.