3-Chloro-5-nitroisoquinoline

Base Information

• Chemical Name: 3-Chloro-5-nitroisoquinoline
• CAS No.: 10296-47-6
• Molecular Formula: C₉H₅ClN₂O₂
• Molecular Weight: 208.604
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80587788
• Wikidata: Q82480289
• Mol file: 10296-47-6.mol

Synonyms:3-CHLORO-5-NITROISOQUINOLINE;10296-47-6;MFCD09999239;3-chloro-5-nitro-Isoquinoline;SCHEMBL2317723;DTXSID80587788;Isoquinoline, 3-chloro-5-nitro-;NPORMNSYOVFNQW-UHFFFAOYSA-N;AKOS016001669;PB39413;CS-16598;SY069797;DB-058893;AM20120447;CS-0101196;EN300-385164;F14829;A896664;J-512284

Chemical Property of 3-Chloro-5-nitroisoquinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.688
• Boiling Point: 376.78°C at 760 mmHg
• Flash Point: 181.67°C
• PSA: 58.71000
• Density: 1.484g/cm³
• LogP: 3.31960
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 208.0039551
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

97% ^*data from raw suppliers

3-Chloro-5-nitroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CN=C(C=C2C(=C1)[N+](=O)[O-])Cl

Technology Process of 3-Chloro-5-nitroisoquinoline

There total 6 articles about 3-Chloro-5-nitroisoquinoline 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: 100.0%

3-chloroisoquinoline (19493-45-9) → 3-chloro-5-nitro-isoquinoline (10296-47-6)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 - 20 ℃; for 18h;

Reference yield:

1,3-dichloroisoquinoline (7742-73-6) → 3-chloro-5-nitro-isoquinoline (10296-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.28 g / Sn; HOAc; aq. HCl / 3 h / 55 - 60 °C

2: 0.45 g / KNO₃; H₂SO₄ / 0 - 20 °C

With hydrogenchloride; tin; sulfuric acid; acetic acid; potassium nitrate;

DOI:10.1021/jm070276i

Reference yield:

Homophthalic acid (89-51-0) → 3-chloro-5-nitro-isoquinoline (10296-47-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: aq. NH₃ / Heating

1.2: 1,2-dichloro-benzene / 3 h / 200 °C

2.1: 6.75 g / dichlorophenylphosphine oxide / 3 h / 160 °C / neat

3.1: 1.28 g / Sn; HOAc; aq. HCl / 3 h / 55 - 60 °C

4.1: 0.45 g / KNO₃; H₂SO₄ / 0 - 20 °C

With P,P-dichlorophenylphosphine oxide; hydrogenchloride; ammonium hydroxide; tin; sulfuric acid; acetic acid; potassium nitrate;

DOI:10.1021/jm070276i

upstream raw materials:

3-chloroisoquinoline

1,3-dichloroisoquinoline

Homophthalic acid

4H-isoquinolin-1,3-dione

Downstream raw materials:

3-chloro-5-amino-isoquinoline

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

3-(1H-pyrrolo[2,3-c]pyridin-1-yl)isoquinolin-5-amine