N,N-diethyl-3-hydroxybenzamide

Base Information

• Chemical Name: N,N-diethyl-3-hydroxybenzamide
• CAS No.: 15789-04-5
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID70523357
• Nikkaji Number: J966.920E
• Wikidata: Q82389392
• Mol file: 15789-04-5.mol

Synonyms:N,N-diethyl-3-hydroxybenzamide;15789-04-5;BenzaMide, 3-hydroxy-N,N-diethyl-;Benzamide, N,N-diethyl-3-hydroxy-;SCHEMBL1867393;N,N-Diethyl-3-hydroxy-benzamide;DTXSID70523357;QDQUCSOCEMEZOC-UHFFFAOYSA-N;AKOS000207174;EN300-85156;G39084;Z31723196

Chemical Property of N,N-diethyl-3-hydroxybenzamide

Chemical Property:

• PSA: 40.54000
• LogP: 1.87420
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

98%min ^*data from raw suppliers

N,N-diethyl-3-hydroxybenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=CC(=CC=C1)O

Technology Process of N,N-diethyl-3-hydroxybenzamide

There total 10 articles about N,N-diethyl-3-hydroxybenzamide 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: 82.0%

N,N-diethyl-3-methoxybenzamide (62924-93-0) → N,N-diethyl-3-hydroxybenzamide (15789-04-5)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01027

Reference yield: 73.0%

N,N-diethyl-3-acetoxybenzamide (500787-92-8) → N,N-diethyl-3-hydroxybenzamide (15789-04-5)

Guidance literature:

With methanol; sodium hydrogencarbonate; at 20 ℃; for 5h;

DOI:10.1002/chem.201000804

Reference yield:

3-hydroxybenzoyl chloride (40812-76-8) + diethylamine (109-89-7) → N,N-diethyl-3-hydroxybenzamide (15789-04-5)

Guidance literature:

3-hydroxybenzoyl chloride; diethylamine; In dichloromethane; at 0 ℃; for 1h;

diethylamine; for 18h; Heating / reflux;

upstream raw materials:

diethylamine

3-(chlorocarbonyl)phenyl acetate

N,N-diethyl-3-methoxybenzamide

3-acetoxybenzoic acid

Downstream raw materials:

1-(3-hydroxyphenyl)propan-1-one

N,N-diethyl-3-(methoxymethoxy)benzamide

4-hydroxy-3H-isobenzofuran-1-one

4-methoxyphthalide