2-hydroxy-N-(2-nitrophenyl)benzamide

Base Information

• Chemical Name: 2-hydroxy-N-(2-nitrophenyl)benzamide
• CAS No.: 37183-26-9
• Molecular Formula: C₁₃H₁₀N₂O₄
• Molecular Weight: 258.233
• DSSTox Substance ID: DTXSID90877102
• Nikkaji Number: J1.585.807I
• Wikidata: Q82858832
• Pharos Ligand ID: HXV3AZPGP376
• ChEMBL ID: CHEMBL481576
• Mol file: 37183-26-9.mol

Synonyms:CHEMBL481576;37183-26-9;2-hydroxy-N-(2-nitrophenyl)benzamide;Oprea1_075981;2'-NO2 SALICYLANILIDE;2-Hydroxy-2'-nitrobenzanilide;SCHEMBL7759260;DTXSID90877102;BDBM50412646;CCG-56036;STK388349;AKOS000400309;N1-(2-nitrophenyl)-2-hydroxybenzamide;EU-0000274;SR-01000390474;SR-01000390474-1;SR-01000390474-2

Chemical Property of 2-hydroxy-N-(2-nitrophenyl)benzamide

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 258.06405680
• Heavy Atom Count: 19
• Complexity: 342

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)NC2=CC=CC=C2[N+](=O)[O-])O

Technology Process of 2-hydroxy-N-(2-nitrophenyl)benzamide

There total 4 articles about 2-hydroxy-N-(2-nitrophenyl)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: 84.0%

2-nitro-aniline (88-74-4) + O-acetylsalicyloyl chloride (5538-51-2) → salicylic acid-(2-nitro-anilide) (37183-26-9)

Guidance literature:

In benzene; for 16h; Heating;

DOI:10.1016/S0014-827X(01)01146-6

Reference yield:

2-nitro-aniline (88-74-4) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → salicylic acid-(2-nitro-anilide) (37183-26-9)

Guidance literature:

With phosphorus trichloride;

Reference yield:

sodium O-acetylsalicylate (493-53-8) → salicylic acid-(2-nitro-anilide) (37183-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 2.33 h / 0 - 20 °C

2: 84 percent / benzene / 16 h / Heating

With thionyl chloride; In benzene;

DOI:10.1016/S0014-827X(01)01146-6

upstream raw materials:

2-nitro-aniline

salicylic acid

O-acetylsalicyloyl chloride

sodium O-acetylsalicylate

Downstream raw materials:

2-(2'-Hydroxyphenyl)benzimidazole

N-(2-aminophenyl)salicylamide

(1H-benzo[d][1,2,3]triazol-1-yl)(2-hydroxyphenyl)methanone