2'-Methoxyphthalanilic acid

Base Information

• Chemical Name: 2'-Methoxyphthalanilic acid
• CAS No.: 19336-96-0
• Molecular Formula: C15H13NO4
• Molecular Weight: 271.273
• Hs Code.: 2924299090
• European Community (EC) Number: 666-090-4
• DSSTox Substance ID: DTXSID20354072
• Nikkaji Number: J996.156I
• Wikidata: Q82132012
• ChEMBL ID: CHEMBL1319707
• Mol file: 19336-96-0.mol

Synonyms:19336-96-0;2-[(2-methoxyphenyl)carbamoyl]benzoic acid;2'-Methoxyphthalanilic acid;2-((2-Methoxyphenyl)carbamoyl)benzoic acid;N-(2-Methoxy-phenyl)-phthalamic acid;Oprea1_380195;Oprea1_406186;CBDivE_001278;CBDivE_006575;MLS000713977;SCHEMBL6802094;N-(2-methoxyphenyl) phthalamic;CHEMBL1319707;DTXSID20354072;HMS1674G12;HMS2637M08;HMS3362H01;N-(2-Methoxyphenyl)phthalamic acid;STK257776;AKOS000735418;SMR000273458;2-((2-Methoxyphenyl)carbamoyl)benzoicacid;CS-0336641;SR-01000391564;SR-01000391564-1

Chemical Property of 2'-Methoxyphthalanilic acid

Chemical Property:

• Melting Point: 168-169 °C
• Boiling Point: 392.7±27.0 °C(Predicted)
• PKA: 3.46±0.36(Predicted)
• PSA: 79.12000
• Density: 1.324±0.06 g/cm3(Predicted)
• LogP: 3.02970
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.08445790
• Heavy Atom Count: 20
• Complexity: 358

Purity/Quality:

99% ^*data from raw suppliers

2'-METHOXYPHTHALANILIC ACID AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1NC(=O)C2=CC=CC=C2C(=O)O

Technology Process of 2'-Methoxyphthalanilic acid

There total 7 articles about 2'-Methoxyphthalanilic 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: 93.0%

phthalic anhydride (85-44-9) + 2-methoxy-phenylamine (90-04-0) → 2-((2-methoxyphenyl)carbamoyl)benzoic acid (19336-96-0)

Guidance literature:

In chloroform; Heating;

Reference yield:

C19H20N2O4 (1025774-93-9) → morpholine (110-91-8,99108-56-2) + 2-((2-methoxyphenyl)carbamoyl)benzoic acid (19336-96-0)

Guidance literature:

With sodium hydroxide; water; In acetonitrile; at 35 ℃; Further Variations:; Reagents; Kinetics;

DOI:10.1021/jo702695k

Reference yield:

2-Nitroanisole (91-23-6) → 2-((2-methoxyphenyl)carbamoyl)benzoic acid (19336-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethanol

2: acetone

With palladium 10% on activated carbon; hydrogen; In ethanol; acetone;

DOI:10.1016/j.cclet.2010.07.005

upstream raw materials:

phthalic anhydride

2-methoxy-phenylamine

N-(2-methoxyphenyl)phthalimide

C₁₉H₂₀N₂O₄

Downstream raw materials:

3-hydroxy-2-(2-methoxyphenyl)isoindolin-1-one

N-(2-methoxyphenyl)phthalimide

2-methoxy-phenylamine

Refernces

• 1、 Jha, Amitabh,Chou, Ting-Yi,ALJaroudi, Zainab,Ellis, Bobby D.,Cameron, T. Stanley. "Aza-DielsAlder reaction between N-aryl-1-oxo-1H-isoindolium ions and tert-enamides: Steric effects on reaction outcome". supporting information. p. 848 - 857. Retrieved 2014/05/06.
• 2、 Tong, Yuan Feng,Zhang, Pei,Chen, Feng,Hao, Ling Hua,Ye, Fei,Tian, Jin Ying,Wu, Song. "Synthesis and biological evaluation of novel N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives as PTP1B inhibitors". . p. 1415 - 1418. Retrieved 2011/10/09.