4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide

Base Information

• Chemical Name: 4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide
• CAS No.: 216852-15-2
• Molecular Formula: C₂₀H₁₂ClNO₄
• Molecular Weight: 365.773
• Mol file: 216852-15-2.mol

Synonyms:4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide

Chemical Property of 4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide

There total 1 articles about 4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide 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:

p-aminomethylbenzoic acid (56-91-7) + p-chloro-1,8-naphthalicanhydride (4053-08-1) → 4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide (216852-15-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 32h;

DOI:10.1021/ac0205107

Reference yield: 36.0%

tert-butyl alcohol (75-65-0) + 4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide (216852-15-2) → 4-chloro-1,8-naphthalic anhydride tert-butyl methyl benzoate (261789-05-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 60 ℃; for 18h;

DOI:10.1021/ac0205107

Reference yield:

4-chloro-N-(4-carboxyphenylmethyl)-1,8-naphthalimide (216852-15-2) → C65H79N5O12 (328267-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: carbodiimidazole / dimethylformamide / 18 h / 70 °C

1.2: 30 percent / 1,8-diazabicyclo(5,4,0)undec-7-ene / dimethylformamide

2.1: 29 percent / diisopropylethylamine / 1-methyl-pyrrolidin-2-one / 18 h / 85 °C

With N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

DOI:10.1021/ja0284761

upstream raw materials:

p-aminomethylbenzoic acid

p-chloro-1,8-naphthalicanhydride

Downstream raw materials:

4-chloro-1,8-naphthalic anhydride tert-butyl methyl benzoate

C₆₅H₇₉N₅O₁₂

4-(6-{2-[3-methoxy-4-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-yl)-phenyl]-ethylamino}-1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-ylmethyl)-benzoic acid tert-butyl ester

Refernces

• 1、 He, Huarui,Mortellaro, Mark A.,Leiner, Marc J. P.,Fraatz, Robert J.,Tusa, James K.. "A fluorescent sensor with high selectivity and sensitivity for potassium in water". . p. 1468 - 1469. Retrieved 2007/10/03.