2-(((4-(Acetylamino)phenyl)methylene)amino)benzoic acid

Base Information

• Chemical Name: 2-(((4-(Acetylamino)phenyl)methylene)amino)benzoic acid
• CAS No.: 71937-03-6
• Molecular Formula: C₁₆H₁₄N₂O₃
• Molecular Weight: 282.299
• European Community (EC) Number: 659-310-5

Synonyms:BRN 2990474;71937-03-6;2-(((4-(Acetylamino)phenyl)methylene)amino)benzoic acid;Benzoic acid, 2-(((4-(acetylamino)phenyl)methylene)amino)-;SCHEMBL9276468;AKOS024340280;LS-35505;N-(4-ACETAMIDOBENZYLIDENE)ANTHRANILIC ACID

Chemical Property of 2-(((4-(Acetylamino)phenyl)methylene)amino)benzoic acid

Chemical Property:

• Vapor Pressure: 1.75E-14mmHg at 25°C
• Boiling Point: 584°C at 760 mmHg
• Flash Point: 307°C
• Density: 1.2g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 282.10044231
• Heavy Atom Count: 21
• Complexity: 400

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: CC(=O)NC1=CC=C(C=C1)C=NC2=CC=CC=C2C(=O)O

Technology Process of 2-(((4-(Acetylamino)phenyl)methylene)amino)benzoic acid

There total 2 articles about 2-(((4-(Acetylamino)phenyl)methylene)amino)benzoic 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:

para-acetamidobenzaldehyde (122-85-0) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → N-(4-Acetamidobenzyliden)-anthranilsaeure (71937-03-6)

Guidance literature:

Reference yield:

→ N-(4-Acetamidobenzyliden)-anthranilsaeure (71937-03-6)

Guidance literature:

Anthranilsaeure, 4-Acetamidobenzaldehyd;

DOI:10.1002/ardp.19793120902

Reference yield:

N-(4-Acetamidobenzyliden)-anthranilsaeure (71937-03-6) → N-(4-{[(Z)-2-(4-Oxo-3-[1,3,4]thiadiazol-2-yl-3,4-dihydro-quinazolin-2-yl)-phenylimino]-methyl}-phenyl)-acetamide (86705-55-7)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂

2: pyridine / 10 °C

3: Heating

With pyridine; thionyl chloride;

upstream raw materials:

para-acetamidobenzaldehyde

anthranilic acid

Downstream raw materials:

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

N-(4-{[(Z)-2-(4-Oxo-3-[1,3,4]thiadiazol-2-yl-3,4-dihydro-quinazolin-2-yl)-phenylimino]-methyl}-phenyl)-acetamide

N-[4-({(Z)-2-[3-(5-Methyl-[1,3,4]thiadiazol-2-yl)-4-oxo-3,4-dihydro-quinazolin-2-yl]-phenylimino}-methyl)-phenyl]-acetamide

N-[4-({(Z)-2-[3-(5-Ethyl-[1,3,4]thiadiazol-2-yl)-4-oxo-3,4-dihydro-quinazolin-2-yl]-phenylimino}-methyl)-phenyl]-acetamide

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