8-Chloroisoquinolin-3-amine

Base Information

• Chemical Name: 8-Chloroisoquinolin-3-amine
• CAS No.: 1184843-26-2
• Molecular Formula: C9H7ClN2
• Molecular Weight: 178.61828
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID70697486
• Wikidata: Q82627399
• Mol file: 1184843-26-2.mol

Synonyms:8-CHLOROISOQUINOLIN-3-AMINE;1184843-26-2;SCHEMBL1396984;DTXSID70697486;YRJUVRFOIKEXMR-UHFFFAOYSA-N;AMY16642;MFCD15526548;AC-31694;AS-38813;CS-0136470;A934423

Chemical Property of 8-Chloroisoquinolin-3-amine

Chemical Property:

• Boiling Point: 365.7±22.0 °C(Predicted)
• PKA: 4.32±0.50(Predicted)
• PSA: 39.64000
• Density: 1.363±0.06 g/cm3(Predicted)
• LogP: 2.40050
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.0297759
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

8-Chloroisoquinolin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 8-Chloroisoquinolin-3-amine

There total 7 articles about 8-Chloroisoquinolin-3-amine 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:

C11H9ClN2O (1299292-10-6) → 8-chloroisoquinolin-3-amine (1184843-26-2)

Guidance literature:

C₁₁H₉ClN₂O; With hydrogenchloride; water; at 100 ℃; for 2h;

With sodium hydrogencarbonate; In water; Saturated solution;

Reference yield:

N-[(2-chlorophenyl)methyl]-2,2-diethoxyacetamidine → 8-chloroisoquinolin-3-amine (1184843-26-2)

Guidance literature:

With sulfuric acid; at 80 ℃; for 12h;

Reference yield:

2-chloro-6-fluorobenzonitrile (668-45-1) → 8-chloroisoquinolin-3-amine (1184843-26-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

1.2: 20 - 50 °C

2.1: water / dimethyl sulfoxide / 6 h / Heating; Reflux

3.1: hydrogen bromide; acetic acid / 20 °C

3.2: Saturated solution

4.1: triethylamine / dichloromethane / 20 °C

5.1: potassium carbonate; butan-1-ol / palladium diacetate; triphenylphosphine / 100 °C / Inert atmosphere; Autoclave

6.1: hydrogenchloride; water / 2 h / 100 °C

6.2: Saturated solution

With hydrogenchloride; water; hydrogen bromide; sodium hydride; potassium carbonate; acetic acid; triethylamine; butan-1-ol; palladium diacetate; triphenylphosphine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

C₁₁H₉ClN₂O

2-chloro-6-fluorobenzonitrile

2-chloro-6-(cyanomethyl)benzonitrile

C₉H₆BrClN₂

Refernces

• 1、 -. "BICYCLYLARYL-ARYL-AMINE COMPOUNDS AND THEIR USE". Page/Page column 93. . Retrieved 2009/10/18.