Oxanilic acid

Base Information

• Chemical Name: Oxanilic acid
• CAS No.: 500-72-1
• Molecular Formula: C8H7 N O3
• Molecular Weight: 165.148
• Hs Code.: 2924299090
• European Community (EC) Number: 207-910-9
• NSC Number: 47546
• UNII: 136B46378D
• DSSTox Substance ID: DTXSID4060105
• Nikkaji Number: J77.225I
• Wikidata: Q27251483
• ChEMBL ID: CHEMBL3248231
• Mol file: 500-72-1.mol

Synonyms:oxanilic acid;oxanilic acid, monosodium salt

Chemical Property of Oxanilic acid

Chemical Property:

• Melting Point: 150°C
• Refractive Index: 1.5468 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 0.11±0.54(Predicted)
• Flash Point: °C
• PSA: 66.40000
• Density: 1.409g/cm³
• LogP: 0.78270
• Water Solubility.: 8.241g/L(25 oC)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C(=O)O

Technology Process of Oxanilic acid

There total 40 articles about Oxanilic 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: 81.0%

Ethyl oxanilate (1457-85-8) → oxanilic acid (500-72-1)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 0 - 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.bioorg.2019.103352

Reference yield: 68.0%

methyl N-phenyloxamate (13797-22-3) → oxanilic acid (500-72-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm00171a021

Reference yield: 64.0%

2-oxocyanoacetic acid ethyl ester (24793-61-1) + aniline (62-53-3) → oxanilic acid (500-72-1)

Guidance literature:

for 1h; Heating;

DOI:10.1016/0040-4020(82)85117-X

upstream raw materials:

N,N'-Diphenyloxamid

phenylcarbamoyl cyanide

Ethyl oxanilate

N-phenyl-N'-(2,2,2-trichloro-1-hydroxy-ethyl)-oxalamide

Downstream raw materials:

(Z)-7-{(1S,2R,3R,4R)-3-[(Phenylaminooxalyl-amino)-methyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester

phenyl isocyanate

quinoxaline-2,3-dione

oxalic acid

Refernces

• 1、 Bhat, Vighneshwar Shridhar,Lee, Anna. "Direct C3 Carbamoylation of 2H-Indazoles". supporting information. p. 3382 - 3385. Retrieved 2021/06/28.
• 2、 Chinn, Alex J.,Hwang, Jaeyeon,Kim, Byoungmoo,Parish, Craig A.,Krska, Shane W.,Miller, Scott J.. "Application of High-Throughput Competition Experiments in the Development of Aspartate-Directed Site-Selective Modification of Tyrosine Residues in Peptides". supporting information. p. 9424 - 9433. Retrieved 2020/08/14.