2-Hydroxy-5-nitrobenzamide

Base Information

• Chemical Name: 2-Hydroxy-5-nitrobenzamide
• CAS No.: 2912-78-9
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• Hs Code.: 2924299090
• European Community (EC) Number: 964-976-8
• DSSTox Substance ID: DTXSID30489369
• Nikkaji Number: J2.194.539K
• Wikidata: Q82332610
• Mol file: 2912-78-9.mol

Synonyms:2-hydroxy-5-nitrobenzamide;2912-78-9;Benzamide, 2-hydroxy-5-nitro-;MFCD12027045;5-nitrosalicylamide;SCHEMBL4639633;DTXSID30489369;AKOS005171393;AKOS015941405;DS-12878;SY084963;CS-0149881;FT-0701609;C74492;EN300-252411

Chemical Property of 2-Hydroxy-5-nitrobenzamide

Chemical Property:

• Vapor Pressure: 1.31E-05mmHg at 25°C
• Boiling Point: 357.6°C at 760 mmHg
• Flash Point: 170.1°C
• PSA: 109.14000
• Density: 1.538g/cm³
• LogP: 1.62280
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 182.03275668
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

2-Hydroxy-5-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)N)O
• Uses: 2-Hydroxy-5-nitrobenzamide is used in the synthesis of salicylamides and its nitro derivatives.

Technology Process of 2-Hydroxy-5-nitrobenzamide

There total 11 articles about 2-Hydroxy-5-nitrobenzamide 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: 74.0%

dipicolinic acid monomethyl ester chloride + 2-aminomethyl-4-nitro-phenol; hydrochloride (113186-97-3) → 6-methyl ester pyridine + 2-hydroxy-5-nitrobenzamide (2912-78-9)

Guidance literature:

With hydrogenchloride; triethylamine; In ethanol; dichloromethane;

Reference yield: 69.0%

5-Nitrosalicylaldehyde (97-51-8) → 2-hydroxy-5-nitrobenzamide (2912-78-9)

Guidance literature:

With hydroxylamine hydrochloride; caesium carbonate; In tetrahydrofuran; water; at 0 - 250 ℃; for 0.0833333h; under 150015 Torr;

DOI:10.1002/ejoc.201403280

Reference yield:

1-(2-hydroxy-5-nitrophenyl)ethanone (1450-76-6) → 2-methyl-5-nitro-1,3-benzoxazole (32046-51-8) + 2-hydroxy-5-nitrobenzamide (2912-78-9)

Guidance literature:

With hydroxylamine hydrochloride; In acetonitrile; at 90 ℃; for 16h;

DOI:10.1007/s10562-014-1466-3

upstream raw materials:

ethyl 5-nitrosalicylate

N-(2,2,2-trichloro-1-hydroxy-ethyl)-salicylamide

ammonia

nitric acid

Downstream raw materials:

2-(Cyclohex-2-enyloxy)-5-nitro-benzamide

N-(4-Methoxy-benzoyl)-5-nitro-salicylsaeureamid