Ethyl 4-aminonaphthalene-1-carboxylate

Base Information

• Chemical Name: Ethyl 4-aminonaphthalene-1-carboxylate
• CAS No.: 95092-84-5
• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.252
• DSSTox Substance ID: DTXSID101284553
• Mol file: 95092-84-5.mol

Synonyms:95092-84-5;ethyl 4-aminonaphthalene-1-carboxylate;Ethyl 4-amino-1-naphthoate;Ethyl 4-amino-1-naphoate;1-Naphthalenecarboxylic acid, 4-amino-, ethyl ester;SCHEMBL5946756;PNCJAXRVSPZVNF-UHFFFAOYSA-N;DTXSID101284553;VDA09284;AKOS022651703;Ethyl 4-amino-1-naphthalenecarboxylate;AS-58292;W19260;EN300-6509957;1-Naphthalenecarboxylic acid,4-amino-,ethyl ester;4-amino-1-naphthalene carboxylic acid ethyl ester

Chemical Property of Ethyl 4-aminonaphthalene-1-carboxylate

Chemical Property:

• PSA: 52.32000
• LogP: 3.17990
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Ethyl1-aminonaphthalene-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C2=CC=CC=C21)N

Technology Process of Ethyl 4-aminonaphthalene-1-carboxylate

There total 5 articles about Ethyl 4-aminonaphthalene-1-carboxylate 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:

4-amino-1-naphthonitrile (58728-64-6) → 4-Ethoxycarbonyl-1-naphthylamine (95092-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 50percent KOH / H₂O / Heating

2: HCl gas / Ambient temperature

With hydrogenchloride; potassium hydroxide; In water;

DOI:10.1248/cpb.32.3968

Reference yield:

4-bromonaphthalene-1-carboxylic acid (16650-55-8) → 4-Ethoxycarbonyl-1-naphthylamine (95092-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / Reflux

2: sodium azide; copper (II)-fluoride; ethanolamine / N,N-dimethyl acetamide / Inert atmosphere

With copper (II)-fluoride; sodium azide; sulfuric acid; ethanolamine; In N,N-dimethyl acetamide;

DOI:10.1016/j.ejmech.2017.05.038

Reference yield:

ethyl 4-Bromo-1-naphthoate (51934-43-1) → 4-Ethoxycarbonyl-1-naphthylamine (95092-84-5)

Guidance literature:

With copper (II)-fluoride; sodium azide; ethanolamine; In N,N-dimethyl acetamide; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.05.038

upstream raw materials:

ethanol

4-Amino-1-naphthoic acid

4-amino-1-naphthonitrile

4-bromonaphthalene-1-carboxylic acid

Downstream raw materials:

phenyl 4-guanidino-1-naphthoate

1-(p-ethoxycarbonylphenyl)-1'-(4-ethoxycarbonyl-1-naphthyl)ferrocene