1,2,3,4-Tetrahydroisoquinolin-4-amine

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroisoquinolin-4-amine
• CAS No.: 681448-81-7
• Molecular Formula: C₉H₁₂N₂
• Molecular Weight: 148.208
• DSSTox Substance ID: DTXSID50475865
• Nikkaji Number: J2.017.915E
• Mol file: 681448-81-7.mol

Synonyms:1,2,3,4-Tetrahydroisoquinolin-4-amine;681448-81-7;1,2,3,4-tetrahydro-4-Isoquinolinamine;4-Isoquinolinamine, 1,2,3,4-tetrahydro-;SCHEMBL2026301;DTXSID50475865;AKOS006349444;FT-0762435;EN300-2960209

Chemical Property of 1,2,3,4-Tetrahydroisoquinolin-4-amine

Chemical Property:

• PSA: 38.05000
• LogP: 1.81870
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 148.100048391
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98.5% ^*data from raw suppliers

1,2,3,4-Tetrahydroisoquinolin-4-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2=CC=CC=C2CN1)N

Technology Process of 1,2,3,4-Tetrahydroisoquinolin-4-amine

There total 4 articles about 1,2,3,4-Tetrahydroisoquinolin-4-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: 99.0%

N-(1,2,3,4-tetrahydroisoquinolin-4-yl)benzamide (14901-96-3) → 4-amino-1,2,3,4-tetrahydroisoquinoline (681448-81-7)

Guidance literature:

With potassium hydroxide; In water; for 5h; Heating;

DOI:10.1081/SCC-120027247

Reference yield:

4-aminoisoquinoline (23687-25-4) → 4-amino-1,2,3,4-tetrahydroisoquinoline (681448-81-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / pyridine / 1.5 h / 100 °C

2: 87 percent / hydrogen; acetic acid / PtO₂ / 20 °C / 760 Torr

3: 99 percent / potassium hydroxide / H₂O / 5 h / Heating

With pyridine; potassium hydroxide; hydrogen; acetic acid; platinum(IV) oxide; In water;

DOI:10.1081/SCC-120027247

Reference yield:

4-bromoisoquinoline (1532-97-4) → 4-amino-1,2,3,4-tetrahydroisoquinoline (681448-81-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / NH₄OH; hydrated CuSO₄ / H₂O / 24 h / 165 - 170 °C

2: 92 percent / pyridine / 1.5 h / 100 °C

3: 87 percent / hydrogen; acetic acid / PtO₂ / 20 °C / 760 Torr

4: 99 percent / potassium hydroxide / H₂O / 5 h / Heating

With pyridine; potassium hydroxide; ammonium hydroxide; hydrogen; copper(II) sulfate; acetic acid; platinum(IV) oxide; In water;

DOI:10.1081/SCC-120027247

upstream raw materials:

N-(1,2,3,4-tetrahydroisoquinolin-4-yl)benzamide

4-aminoisoquinoline

4-bromoisoquinoline

N-(isoquinolin-4-yl)benzamide