N-[3-(trimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide iodide

Base Information

• Chemical Name: N-[3-(trimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide iodide
• CAS No.: 1286315-70-5
• Molecular Formula: C₂₂H₂₁N₂O₃*I
• Molecular Weight: 488.325
• Mol file: 1286315-70-5.mol

Synonyms:

Chemical Property of N-[3-(trimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide iodide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-(trimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide iodide

There total 4 articles about N-[3-(trimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide iodide 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: 73.0%

N-[3-(dimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide (1286315-69-2) + methyl iodide (74-88-4) → N-[3-(trimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide iodide (1286315-70-5)

Guidance literature:

In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo102531f

Reference yield:

2-(4-hydroxyphenyl) -1H-benzo[de]isoquinoline-1,3(2H)-dione (6914-99-4) → N-[3-(trimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide iodide (1286315-70-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / toluene / 4 h / Inert atmosphere; Reflux

2: acetonitrile / 20 °C / Inert atmosphere

With potassium carbonate; In toluene; acetonitrile; 1: Mannich reaction;

DOI:10.1021/jo102531f

Reference yield:

1,8-Naphthalic anhydride (81-84-5) → N-[3-(trimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide iodide (1286315-70-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 1 h / 130 °C / Microwave irradiation

2: potassium carbonate / toluene / 4 h / Inert atmosphere; Reflux

3: acetonitrile / 20 °C / Inert atmosphere

With pyridine; potassium carbonate; In toluene; acetonitrile; 2: Mannich reaction;

DOI:10.1021/jo102531f

upstream raw materials:

N-[3-(dimethylamino)methyl-4-hydroxyphenyl]-1,8-naphthalimide

methyl iodide

1,8-Naphthalic anhydride

2-(4-hydroxyphenyl) -1H-benzo[de]isoquinoline-1,3(2H)-dione

Downstream raw materials:

N-[4-hydroxy-3-(piperidin-1-ylmethyl)phenyl]-1,8-naphthalimide

N-[4-hydroxy-3-(morpholin-4-ylmethyl)phenyl]-1,8-naphthalimide

N-[4-hydroxy-3-(hydroxymethyl)phenyl]-1,8-naphthalimide

C₁₉H₁₁NO₃

Refernces