3-Aminophenylhydroxamic acid

Base Information

• Chemical Name: 3-Aminophenylhydroxamic acid
• CAS No.: 16063-89-1
• Molecular Formula: C7H8 N2 O2
• Molecular Weight: 152.153
• NSC Number: 111684
• DSSTox Substance ID: DTXSID40936354
• Nikkaji Number: J1.518.845F
• Wikidata: Q82912551
• ChEMBL ID: CHEMBL3229643
• Mol file: 16063-89-1.mol

Synonyms:16063-89-1;3-amino-n-hydroxybenzamide;3-aminophenylhydroxamic acid;NSC111684;3-aminobenzohydroxamic acid;SCHEMBL6159659;CHEMBL3229643;DTXSID40936354;AKOS013306939;NSC-111684;3-Amino-N-hydroxybenzene-1-carboximidic acid

Chemical Property of 3-Aminophenylhydroxamic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.345g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N)C(=O)NO

Technology Process of 3-Aminophenylhydroxamic acid

There total 2 articles about 3-Aminophenylhydroxamic acid 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: 99.0%

Methyl 3-aminobenzoate (4518-10-9) → 3-aminophenylhydroxamic acid (16063-89-1)

Guidance literature:

With hydroxylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112193

Reference yield:

→ 3-aminophenylhydroxamic acid (16063-89-1)

Guidance literature:

entspr. Methylester, H2NOH, NaOH;

DOI:10.1021/jm00191a027

Reference yield: 80.0%

4-((4-fluorobenzyl)oxy)benzaldehyde (56442-17-2) + 3-aminophenylhydroxamic acid (16063-89-1) → 3-((4-((4-Fluorobenzyl)oxy)benzyl)amino)-N-hydroxybenzamide

Guidance literature:

4-((4-fluorobenzyl)oxy)benzaldehyde; 3-aminophenylhydroxamic acid; In toluene; for 2h; Reflux; Dean-Stark;

With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1021/acs.jmedchem.9b01189

upstream raw materials:

Methyl 3-aminobenzoate

Refernces

• 1、 Griffith, Darren,Krot, Krystyna,Comiskey, Jedd,Nolan, Kevin B.,Marmion, Celine J.. "Monohydroxamic acids and bridging dihydroxamic acids as chelators to ruthenium(iii) and as nitric oxide donors: Syntheses, speciation studies and nitric oxide releasing investigation". . p. 137 - 147. Retrieved 2008/04/13.
• 2、 Gaynor,Starikova,Haase,Nolan. "Copper(II) complexes of isomeric aminophenylhydroxamic acids. A novel 'clam-like' dimeric metallacrown and polymeric helical structure containing interlinked unique copper(II) sites". . p. 1578 - 1581. Retrieved 2007/10/03.