N-(2-Hydroxybenzyl)benzamide

Base Information

• Chemical Name: N-(2-Hydroxybenzyl)benzamide
• CAS No.: 14680-18-3
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.263
• DSSTox Substance ID: DTXSID20877478
• Nikkaji Number: J582.603I
• Wikidata: Q82859297
• Mol file: 14680-18-3.mol

Synonyms:14680-18-3;N-(2-Hydroxybenzyl)benzamide;SCHEMBL5723909;DTXSID20877478;N-(O-HYDROXYPHENYL)METHYLBENZAMIDE

Chemical Property of N-(2-Hydroxybenzyl)benzamide

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NCC2=CC=CC=C2O

Technology Process of N-(2-Hydroxybenzyl)benzamide

There total 13 articles about N-(2-Hydroxybenzyl)benzamide 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: 58.0%

N-benzylbenzamide (1485-70-7) → N-(2-hydroxybenzyl)benzamide (14680-18-3) + N-benzoyl-4-hydroxybenzylamine (41859-85-2) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With potassium superoxide; 18-crown-6 ether; In benzene; for 168h; Ambient temperature;

DOI:10.1016/S0040-4020(01)97990-6

Reference yield: 44.0%

C20H26N4O → 1,2,3-benzotriazin-3(4H)-yl(phenyl)methanone + N-(2-hydroxybenzyl)benzamide (14680-18-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tetlet.2009.02.184

Reference yield: 24.0%

benzamide (55-21-0,27208-38-4) + 2-(1H-1,2,3-benzotriazol-1-ylmethyl)phenol (132980-32-6) → N-(2-hydroxybenzyl)benzamide (14680-18-3)

Guidance literature:

With sodium isopropylate; In isopropyl alcohol; for 40h; Heating;

DOI:10.1021/jo00086a050

upstream raw materials:

2-(benzamidomethyl)phenyl benzoate

2-Hydroxybenzylamine

benzoyl chloride

N-benzylbenzamide