4-N,N-dimethylaminonaphthalimide

Base Information

• Chemical Name: 4-N,N-dimethylaminonaphthalimide
• CAS No.: 82616-18-0
• Molecular Formula: C₁₄H₁₂N₂O₂
• Molecular Weight: 240.261
• Mol file: 82616-18-0.mol

Synonyms:4-N,N-dimethylaminonaphthalimide

Chemical Property of 4-N,N-dimethylaminonaphthalimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-N,N-dimethylaminonaphthalimide

There total 1 articles about 4-N,N-dimethylaminonaphthalimide 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: 20.8%

4-bromo-1,8-naphthalenedicarboxylic anhydride (81-86-7) + 3-dimethylaminopropiononitrile (1738-25-6) → 1,8-Naphthalimide (81-83-4) + 4-(N,N-dimethylamino)-1,8-naphthalic anhydride (77976-79-5) + 3-(6-Dimethylamino-1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-propionitrile (83927-02-0) + 4-N,N-dimethylaminonaphthalimide (82616-18-0)

Guidance literature:

With methanol; at 130 ℃;

Reference yield:

Methyl 4-(bromomethyl)benzoate (2417-72-3) + 4-N,N-dimethylaminonaphthalimide (82616-18-0) → methyl 4-((6-(dimethylamino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)methyl)benzoate

Guidance literature:

4-N,N-dimethylaminonaphthalimide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 1h; Cooling with ice;

Methyl 4-(bromomethyl)benzoate; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 4h;

DOI:10.1039/c8ob00966j

Reference yield:

4-N,N-dimethylaminonaphthalimide (82616-18-0) → C22H18N2O4

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / Cooling with ice

1.2: 4 h / 0 - 20 °C

2.1: lithium hydroxide / methanol; tetrahydrofuran / 20 °C

With sodium hydride; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1039/c8ob00966j

upstream raw materials:

4-bromo-1,8-naphthalenedicarboxylic anhydride

3-dimethylaminopropiononitrile