Ethyl 4-[(2-hydroxybenzoyl)amino]butanoate

Base Information

• Chemical Name: Ethyl 4-[(2-hydroxybenzoyl)amino]butanoate
• CAS No.: 22388-54-1
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.282
• DSSTox Substance ID: DTXSID401267366
• Nikkaji Number: J822.270C

Synonyms:Ethyl 4-[(2-hydroxybenzoyl)amino]butanoate;DTXSID401267366;AKOS008764444;4-[(2-Hydroxybenzoyl)amino]butyric acid ethyl ester;22388-54-1

Chemical Property of Ethyl 4-[(2-hydroxybenzoyl)amino]butanoate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 251.11575802
• Heavy Atom Count: 18
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CCCNC(=O)C1=CC=CC=C1O

Technology Process of Ethyl 4-[(2-hydroxybenzoyl)amino]butanoate

There total 4 articles about Ethyl 4-[(2-hydroxybenzoyl)amino]butanoate 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:

ethyl 4-aminobutyrate (5959-36-4) + O-acetylsalicyloyl chloride (5538-51-2) → Ethyl-γ-(o-hydroxybenzamido)butyrat (22388-54-1)

Guidance literature:

With sodium hydrogencarbonate; triethylamine; In dichloromethane; for 18h; Reflux;

DOI:10.1248/cpb.c14-00329

Reference yield:

aspirin (50-78-2,98201-60-6) → Ethyl-γ-(o-hydroxybenzamido)butyrat (22388-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; thionyl chloride / 3 h / 50 - 90 °C

2: sodium hydrogencarbonate; triethylamine / dichloromethane / 18 h / Reflux

With pyridine; thionyl chloride; sodium hydrogencarbonate; triethylamine; In dichloromethane;

DOI:10.1248/cpb.c14-00329

Reference yield:

ethyl γ-aminobutyrate hydrochloride (6937-16-2) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → Ethyl-γ-(o-hydroxybenzamido)butyrat (22388-54-1) + 4-(2,4-Dioxo-4H-benzo[e][1,3]oxazin-3-yl)-butyric acid ethyl ester (189065-75-6)

Guidance literature:

With 1,1'-carbonyldiimidazole; Multistep reaction; 1) CHCl₃, r.t., 20 min, 2) CHCl₃, r.t., 12 h;

upstream raw materials:

ethyl γ-aminobutyrate hydrochloride

salicylic acid

aspirin

ethyl 4-aminobutyrate

Downstream raw materials:

Salicyl-γ-aminobuttersaeure

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