4-(2-Hydroxy-1-naphthylmethyleneamino)benzoic acid

Base Information

• Chemical Name: 4-(2-Hydroxy-1-naphthylmethyleneamino)benzoic acid
• CAS No.: 796-48-5
• Molecular Formula: C18H13NO3
• Molecular Weight: 291.30100
• European Community (EC) Number: 635-978-3
• Nikkaji Number: J2.205.540B,J3.134.719J
• ChEMBL ID: CHEMBL3193187
• Mol file: 796-48-5.mol

Synonyms:4-(2-Hydroxy-1-naphthylmethyleneamino)benzoic acid;796-48-5;MLS001205050;4-(((2-Hydroxynaphthalen-1-yl)methylene)amino)benzoic acid;4-[(2-Hydroxy-naphthalen-1-ylmethylene)-amino]-benzoic acid;SMR000504927;4-[[(Z)-(2-oxonaphthalen-1-ylidene)methyl]amino]benzoic acid;CBDivE_003360;CHEMBL3193187;BDBM80729;cid_5749610;HMS2817G14;STK809025;AKOS000526004;AE-848/32012035;4-[(2-hydroxy-1-naphthyl)methylideneamino]benzoic acid;4-[[(Z)-(2-keto-1-naphthylidene)methyl]amino]benzoic acid;4-[[(Z)-(2-oxo-1-naphthalenylidene)methyl]amino]benzoic acid;4-{[(E)-(2-hydroxynaphthalen-1-yl)methylidene]amino}benzoic acid;4-[(E)-[(2-HYDROXYNAPHTHALEN-1-YL)METHYLIDENE]AMINO]BENZOIC ACID;4-[[(Z)-(2-oxidanylidenenaphthalen-1-ylidene)methyl]amino]benzoic acid

Chemical Property of 4-(2-Hydroxy-1-naphthylmethyleneamino)benzoic acid

Chemical Property:

• Melting Point: 217 °C
• PSA: 69.89000
• LogP: 3.99420
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 291.08954328
• Heavy Atom Count: 22
• Complexity: 415

Purity/Quality:

99% ^*data from raw suppliers

4-(2-HYDROXY-1-NAPHTHYLMETHYLENEAMINO)BENZOIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2C=NC3=CC=C(C=C3)C(=O)O)O

Technology Process of 4-(2-Hydroxy-1-naphthylmethyleneamino)benzoic acid

There total 2 articles about 4-(2-Hydroxy-1-naphthylmethyleneamino)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: 86.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + 2-hydroxynaphthalene-1-carbaldehyde (708-06-5) → 4-[(2-hydroxy-1-naphthyl)methylideneamino]benzoic acid (796-48-5)

Guidance literature:

In ethanol; water; N,N-dimethyl-formamide; at 100 ℃; for 5h; Sealed tube;

DOI:10.1139/cjc-2018-0141

Reference yield:

→ 4-[(2-hydroxy-1-naphthyl)methylideneamino]benzoic acid (796-48-5)

Guidance literature:

2-Hydroxy-naphthaldehyd-(1), 4-Amino-benzoesaeure, A., Raumtemp.;

Reference yield: 79.0%

dichloromethane (75-09-2) + 4-[(2-hydroxy-1-naphthyl)methylideneamino]benzoic acid (796-48-5) + triphenyltin chloride (639-58-7) → (C10H6(OH)CHNC6H4(COO))Sn(C6H5)3*CH2Cl2

Guidance literature:

With EtONa; In methanol; N2; ligand and EtONa refluxed in MeOH for 30 min, Sn compd. added (1:1:1molar ratio), mixt. refluxed for 8 h; filtered, evapd., recrystd. (DCM/petroleum ether=1.5/1, v/v), elem. anal.;

DOI:10.1016/j.jorganchem.2012.03.027

upstream raw materials:

4-amino-benzoic acid

2-hydroxynaphthalene-1-carbaldehyde