4-Amino-1-methylisoquinoline

Base Information

• Chemical Name: 4-Amino-1-methylisoquinoline
• CAS No.: 104704-41-8
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.203
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30444615
• Wikidata: Q82262804
• Mol file: 104704-41-8.mol

Synonyms:1-methylisoquinolin-4-amine;4-Amino-1-methylisoquinoline;104704-41-8;SCHEMBL13708137;DTXSID30444615;FT-0719486

Chemical Property of 4-Amino-1-methylisoquinoline

Chemical Property:

• PSA: 38.91000
• LogP: 2.70660
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

98%min ^*data from raw suppliers

1-Methylisoquinolin-4-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C2=CC=CC=C12)N

Technology Process of 4-Amino-1-methylisoquinoline

There total 5 articles about 4-Amino-1-methylisoquinoline 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: 82.0%

4-bromo-1-methylisoquinoline (104704-40-7) → 4-amino-1-methylisoquinoline (104704-41-8)

Guidance literature:

With ammonium hydroxide; copper(II) sulfate; at 170 - 180 ℃; for 20h;

DOI:10.1248/cpb.33.4564

Reference yield:

4-bromoisoquinoline (1532-97-4) → 4-amino-1-methylisoquinoline (104704-41-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / 30percent aq. H₂O₂, glacial AcOH / 30 h / 65 - 70 °C

2: 60 percent / pyridine, Ac₂O / CH₂Cl₂ / 36 h / 0 - 20 °C

3: 90 percent / 35percent aq. H₂SO₄ / 48 h / Heating

4: 1.3 g / aq. NH₄OH, CuSO₄*5H₂O / 24 h / 160 - 165 °C

With pyridine; ammonium hydroxide; sulfuric acid; dihydrogen peroxide; acetic anhydride; copper(II) sulfate; acetic acid; In dichloromethane;

DOI:10.1021/jm00021a012

Reference yield:

4-bromoisoquinoline N-oxide (3749-21-1) → 4-amino-1-methylisoquinoline (104704-41-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / pyridine, Ac₂O / CH₂Cl₂ / 36 h / 0 - 20 °C

2: 90 percent / 35percent aq. H₂SO₄ / 48 h / Heating

3: 1.3 g / aq. NH₄OH, CuSO₄*5H₂O / 24 h / 160 - 165 °C

With pyridine; ammonium hydroxide; sulfuric acid; acetic anhydride; copper(II) sulfate; In dichloromethane;

DOI:10.1021/jm00021a012

upstream raw materials:

4-bromo-1-methylisoquinoline

4-bromoisoquinoline

4-bromoisoquinoline N-oxide

ethyl 2-cyano-2,2-(4-bromo-1,2-dihydroisoquinolidene)acetate

Downstream raw materials:

C₁₅H₁₈N₂O₄

Refernces

• 1、 Sawanishi,Sashida,Tsuchiya. "Studies on diazepines. XXI. Photochemical synthesis of 1H-2,4-benzodiazepines from 4-azidoisoquinolines". . p. 4564 - 4571. Retrieved 2007/10/02.