N-(4-aminophenyl)-2-hydroxybenzamide

Base Information

• Chemical Name: N-(4-aminophenyl)-2-hydroxybenzamide
• CAS No.: 3679-65-0
• Molecular Formula: C13H12 N2 O2
• Molecular Weight: 228.25
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70381797
• Wikidata: Q82172860
• Mol file: 3679-65-0.mol

Synonyms:N-(4-aminophenyl)-2-hydroxybenzamide;3679-65-0;N-(4-Amino-phenyl)-2-hydroxy-benzamide;p-Amino-salicylanilid;Maybridge1_005864;Oprea1_101987;SCHEMBL6810850;HMS558C12;DTXSID70381797;ACVACKIEZDGXND-UHFFFAOYSA-N;MFCD00047854;AKOS000133772;N1-(4-aminophenyl)-2-hydroxybenzamide;SB80129;FT-0629669

Chemical Property of N-(4-aminophenyl)-2-hydroxybenzamide

Chemical Property:

• Vapor Pressure: 1.4E-05mmHg at 25°C
• Boiling Point: 356.6°Cat760mmHg
• Flash Point: 169.5°C
• PSA: 75.35000
• Density: 1.35g/cm³
• LogP: 2.88090
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 228.089877630
• Heavy Atom Count: 17
• Complexity: 262

Purity/Quality:

98%Min ^*data from raw suppliers

N-(4-AMINO-PHENYL)-2-HYDROXY-BENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)NC2=CC=C(C=C2)N)O

Technology Process of N-(4-aminophenyl)-2-hydroxybenzamide

There total 10 articles about N-(4-aminophenyl)-2-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: 92.0%

phenyl Salicylate (118-55-8) + 1,4-phenylenediamine (106-50-3) → N-(4-aminophenyl)-2-hydroxybenzamide (3679-65-0) + N,N'-1,4-phenylenebis(2-hydroxybenzamide) (20073-94-3)

Guidance literature:

at 20 - 210 ℃; for 0.116667h; microwave irradiation;

DOI:10.1007/s00706-003-0014-4

Reference yield: 60.9%

N-(4-aminophenyl)-2-methoxybenzamide (849337-82-2) → N-(4-aminophenyl)-2-hydroxybenzamide (3679-65-0)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; Inert atmosphere; Cooling;

DOI:10.1021/acs.chemrestox.8b00175

Reference yield: 20.0%

1,4-phenylenediamine (106-50-3) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → N-(4-aminophenyl)-2-hydroxybenzamide (3679-65-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; for 1h;

DOI:10.1039/c3ob41896k

upstream raw materials:

4'-nitrosalicylanilide

hydrogenchloride

phenyl Salicylate

1,4-phenylenediamine

Refernces

• 1、 Perin, Nata?a,Ro?kari?, Petra,Sovi?, Irena,Bo?ek, Ida,Star?evi?, Kristina,Hranjec, Marijana,Vianello, Robert. "Amino-Substituted Benzamide Derivatives as Promising Antioxidant Agents: A Combined Experimental and Computational Study". . p. 974 - 984. Retrieved 2018/09/06.
• 2、 Veverkova, Eva,Meciarova, Maria,Toma, Stefan,Balko, Jozef. "Synthesis of Substituted Salicylanilides under Microwave Irradiation". . p. 1215 - 1219. Retrieved 2007/10/03.