4-Acetyl-N-(4-methoxybenzylidene)aniline

Base Information

• Chemical Name: 4-Acetyl-N-(4-methoxybenzylidene)aniline
• CAS No.: 23596-02-3
• Molecular Formula: C16H15 N O2
• Molecular Weight: 253.301
• DSSTox Substance ID: DTXSID70554803
• Nikkaji Number: J1.640.287G
• Mol file: 23596-02-3.mol

Synonyms:23596-02-3;4-Acetyl-N-(4-methoxybenzylidene)aniline;1-[4-[(4-methoxyphenyl)methylideneamino]phenyl]ethanone;ETHANONE, 1-[4-[[(4-METHOXYPHENYL)METHYLENE]AMINO]PHENYL]-;SCHEMBL10620151;DTXSID70554803;NTBVIRZMEMSQEJ-UHFFFAOYSA-N;4-Acetyl-N-(4-methoxybenzylidene)aniline, 97%;4-ACETYL-N-(4-METHOXYBENZYLIDENE)ANILIN&;J-015161;1-(4-{[(4-methoxyphenyl)methylidene]amino}phenyl)ethan-1-one;1-(4-{(E)-[(4-Methoxyphenyl)methylidene]amino}phenyl)ethan-1-one

Chemical Property of 4-Acetyl-N-(4-methoxybenzylidene)aniline

Chemical Property:

• Vapor Pressure: 1.86E-07mmHg at 25°C
• Melting Point: 122-124 °C(lit.)
• Refractive Index: 1.547
• Boiling Point: 425.8oC at 760 mmHg
• PKA: 2.73±0.50(Predicted)
• Flash Point: 193.1oC
• PSA: 38.66000
• Density: 1.05g/cm3
• LogP: 3.64840
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 253.110278721
• Heavy Atom Count: 19
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

4-Acetyl-N-(4-methoxybenzylidene)aniline 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 51/53
• Safety Statements: 36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)N=CC2=CC=C(C=C2)OC

Technology Process of 4-Acetyl-N-(4-methoxybenzylidene)aniline

There total 3 articles about 4-Acetyl-N-(4-methoxybenzylidene)aniline 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%

4-methoxy-benzaldehyde (123-11-5) + p-aminobenzophenone (99-92-3) → N-(p-methoxybenzylidene)-p-aminoacetophenone (23596-02-3)

Guidance literature:

In ethanol; at 20 ℃;

DOI:10.2174/157018012799079815

Reference yield:

(4-nitrophenyl)ethanone (100-19-6) + 4-Methoxybenzyl alcohol (105-13-5) → N-(p-methoxybenzylidene)-p-aminoacetophenone (23596-02-3) + p-aminobenzophenone (99-92-3)

Guidance literature:

(4-nitrophenyl)ethanone; 4-Methoxybenzyl alcohol; With (tetra-n-butylammonium₎₄H₄[γ-SiW₁₀O₃₆]; In toluene; acetonitrile; at 30 ℃; for 5h; under 760.051 Torr; Schlenk technique; Inert atmosphere; Irradiation;

In toluene; acetonitrile; at 100 ℃; for 3h; under 760.051 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1002/asia.201403072

Reference yield:

→ N-(p-methoxybenzylidene)-p-aminoacetophenone (23596-02-3)

Guidance literature:

p-Methoxy-benzaldehyd, p-Amino-acetophenon, Bzl. Benzolsulfonsaeure;

DOI:10.1021/jo01273a030

upstream raw materials:

4-methoxy-benzaldehyde

p-aminobenzophenone

(4-nitrophenyl)ethanone

4-Methoxybenzyl alcohol

Downstream raw materials:

dimethyl 2-(4-methoxybenzylidene)malonate

2-(4-methoxyphenylmethylene)malononitrile

1-(4-((4-methoxybenzyl)amino)phenyl)ethan-1-one

(4-{1-[(7-chloro-quinolin-4-yl)-hydrazono]-ethyl}-phenyl)-(4-methoxy-benzylidene)-amine

Refernces

• 1、 Burcu Gürdere, Meliha,Aydin, Ali,Yencilek, Belk?z,Ertürk, Fatih,?zbek, O?uz,Erkan, Sultan,Budak, Yakup,Ceylan, Mustafa. "Synthesis, Antiproliferative and Cytotoxic Activities, DNA Binding Features and Molecular Docking Study of Novel Enamine Derivatives". . . Retrieved 2020/07/06.
• 2、 Suzuki, Kosuke,Jeong, Jinu,Yamaguchi, Kazuya,Mizuno, Noritaka. "Visible-light-responsive multielectron redox catalysis of lacunary polyoxometalates induced by substrate coordination to their lacuna". supporting information. p. 144 - 148. Retrieved 2015/02/19.