Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)-

Base Information

• Chemical Name: Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)-
• CAS No.: 60027-80-7
• Molecular Formula: C15H13NO3
• Molecular Weight: 255.273
• European Community (EC) Number: 684-754-1
• NSC Number: 405405
• DSSTox Substance ID: DTXSID001290523
• Nikkaji Number: J407.036D

Synonyms:60027-80-7;Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)-;BRN 2851738;AI3-20228;2-(((4-Methoxyphenyl)methylene)amino)benzoic acid;1-14-00-00537 (Beilstein Handbook Reference);NSC405405;TimTec1_000976;SCHEMBL9279172;SCHEMBL20279174;SCHEMBL20285580;DTXSID001290523;HMS1536M08;p-Methoxybenzylideneanthranilic acid;AKOS024275136;NSC 405405;NSC-405405;NCGC00174921-01;2-(4-Methoxybenzylideneamino)benzoic acid;LS-37842;EU-0001214;N-(4-METHOXYBENZYLIDENE)ANTHRANILIC ACID

Chemical Property of Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)-

Chemical Property:

• Vapor Pressure: 1.13E-09mmHg at 25°C
• Boiling Point: 471°Cat760mmHg
• Flash Point: 238.6°C
• Density: 1.14g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 255.08954328
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=NC2=CC=CC=C2C(=O)O

Technology Process of Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)-

There total 2 articles about Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)- 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: 83.0%

4-methoxy-benzaldehyde (123-11-5) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-(4-methoxybenzylideneamino)benzoic acid (60027-80-7)

Guidance literature:

Microwave irradiation;

DOI:10.1080/00397911.2016.1245749

Reference yield:

4-methoxy-benzaldehyde (123-11-5) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-(4-methoxybenzylideneamino)benzoic acid (60027-80-7) + 2-(4-methoxylphenyl)-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-one

Guidance literature:

With acetic acid; In ethanol; for 6h; Reflux;

DOI:10.1021/acs.joc.7b00352

Reference yield: 63.0%

1,10-Phenanthroline (66-71-7) + copper(II) choride dihydrate + 2-(4-methoxybenzylideneamino)benzoic acid (60027-80-7) → [Cu(4-methoxybenzylidene-2-aminobenzoic acid)(1,10-phenanthroline)Cl(H2O)] (1101875-72-2)

Guidance literature:

In ethanol; mixt. was stirred for 1 h; ppt. was filtered off, washed with EtOH, dried in vac.; elem. anal.;

upstream raw materials:

4-methoxy-benzaldehyde

anthranilic acid

Downstream raw materials:

2-{[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-amino}-benzoyl chloride

5-(m-chlorophenylazo)-N-(p-methoxybenzylidene)anthranilic acid

[Cu(4-methoxybenzylidene-2-aminobenzoic acid)(1,10-phenanthroline)Cl(H₂O)]

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