2-Hydroxy-5-methoxybenzamide

Base Information

• Chemical Name: 2-Hydroxy-5-methoxybenzamide
• CAS No.: 28534-37-4
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2924299090
• European Community (EC) Number: 854-388-9
• NSC Number: 610294
• DSSTox Substance ID: DTXSID80182757
• Nikkaji Number: J48.304D
• Wikidata: Q83053464
• Mol file: 28534-37-4.mol

Synonyms:2-hydroxy-5-methoxybenzamide;28534-37-4;5-Methoxysalicylamide;Salicylamide, 5-methoxy-;Benzamide, 2-hydroxy-5-methoxy-;BRN 2719228;NSC610294;m-Anisamide, 6-hydroxy-;SCHEMBL551750;DTXSID80182757;AKOS009139256;MB00843;NSC-610294;LS-144169;FT-0612555;EN300-60919;Z394696298

Chemical Property of 2-Hydroxy-5-methoxybenzamide

Chemical Property:

• Vapor Pressure: 0.000168mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 320.5 °C at 760 mmHg
• Flash Point: 147.7 °C
• PSA: 72.55000
• Density: 1.28 g/cm³
• LogP: 1.20000
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%Min ^*data from raw suppliers

2-hydroxy-5-methoxybenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)O)C(=O)N

Technology Process of 2-Hydroxy-5-methoxybenzamide

There total 4 articles about 2-Hydroxy-5-methoxybenzamide 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: 90.0%

methyl 5-methoxy-2-hydroxybenzoate (2905-82-0) → 2-hydroxy-5-methoxybenzamide (28534-37-4)

Guidance literature:

With ammonia; In methanol; at 60 ℃;

DOI:10.1002/cmdc.201500420

Reference yield:

5-methoxysalicylic acid (2612-02-4) → 2-hydroxy-5-methoxybenzamide (28534-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: ammonia / methanol / 60 °C

With ammonia; caesium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201500420

Reference yield:

4-methoxy-phenol (150-76-5) + trichloroacetonitrile (545-06-2) → 2-hydroxy-5-methoxybenzamide (28534-37-4)

Guidance literature:

With potassium hydroxide; boron trichloride; Yield given. Multistep reaction;

upstream raw materials:

methyl 5-methoxy-2-hydroxybenzoate

4-methoxy-phenol

trichloroacetonitrile

5-methoxysalicylic acid

Downstream raw materials:

2-allyloxy-5-methoxy-benzoic acid amide

C₁₇H₁₃NO₅

C₁₇H₁₅NO₆

C₁₇H₁₃NO₅

Refernces

• 1、 Cantore, Mariangela,Benadiba, Marcel,Elsinga, Philip H.,Kwizera, Chantal,Dierckx, Rudi A. J. O.,Colabufo, Nicola Antonio,Luurtsema, Gert. "11C- and 18F-Labeled Radioligands for P-Glycoprotein Imaging by Positron Emission Tomography". . p. 108 - 118. Retrieved 2016/01/15.