N-(4-methoxyphenyl)fluoren-9-imine

Base Information

• Chemical Name: N-(4-methoxyphenyl)fluoren-9-imine
• CAS No.: 5455-02-7
• Molecular Formula: C20H15NO
• Molecular Weight: 285.345
• Hs Code.: 2922299090
• NSC Number: 23289
• DSSTox Substance ID: DTXSID50281862
• Nikkaji Number: J1.018.315D
• Mol file: 5455-02-7.mol

Synonyms:N-(4-methoxyphenyl)fluoren-9-imine;5455-02-7;NSC23289;9-(p-methoxyphenylimino)fluorene;DTXSID50281862;NSC-23289;fluroen-9-ylidene-(4-methoxy-phenyl)-amine;N-9H-fluoren-9-ylidene-N-(4-methoxyphenyl)amine

Chemical Property of N-(4-methoxyphenyl)fluoren-9-imine

Chemical Property:

• Vapor Pressure: 6.87E-08mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 450.7 °C at 760 mmHg
• Flash Point: 181.9 °C
• PSA: 21.59000
• Density: 1.13 g/cm³
• LogP: 4.84470
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 285.115364102
• Heavy Atom Count: 22
• Complexity: 386

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N=C2C3=CC=CC=C3C4=CC=CC=C42

Technology Process of N-(4-methoxyphenyl)fluoren-9-imine

There total 5 articles about N-(4-methoxyphenyl)fluoren-9-imine 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: 95.0%

9-fluorenone (486-25-9,952573-42-1) + p-methoxy-N-sulfinylaniline (13165-69-0) → 9-<(4-methoxyphenyl)imino>fluorene (5455-02-7)

Guidance literature:

With 5V/SiO₂-300; In n-heptane; at 98 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.jcat.2011.07.011

Reference yield: 91.0%

9-fluorenone (486-25-9,952573-42-1) + 4-methoxy-aniline (104-94-9) → 9-<(4-methoxyphenyl)imino>fluorene (5455-02-7)

Guidance literature:

With titanium tetrachloride; In toluene; 1.) 25 deg C, 1 h, 2.) 100 to 110 deg C;

DOI:10.1021/jo00270a034

Reference yield: 52.0%

9-Benzylidene-9H-fluorene (1836-87-9) + p-methoxy-phenylazide (2101-87-3) → 9-<(4-methoxyphenyl)imino>fluorene (5455-02-7) + (4-Methoxy-phenyl)-(10-phenyl-phenanthren-9-yl)-amine (79918-27-7)

Guidance literature:

for 60h; Heating;

DOI:10.1021/jo00341a019

upstream raw materials:

9-fluorenone

4-methoxy-aniline

9-Benzylidene-9H-fluorene

p-methoxy-phenylazide

Downstream raw materials:

1-(4-methoxyphenyl)-3-phenoxyspiro[azetidine-2,9'-fluoren]-4-one

1-(4-methoxyphenyl)-dispiro[azetidine((2,9'-fluorene)(3,9'-xanthene))]-4-one

N-fluoren-9-yl-N-(4-methoxy-phenyl)-N'-phenyl-urea

N-fluoren-9-yl-N-(4-methoxy-phenyl)-acetamide

Refernces

• 1、 Jarrahpour, Aliasghar,Ebrahimi, Edris,De Clercq, Erik,Sinou, Véronique,Latour, Christine,Djouhri Bouktab, Lamia,Brunel, Jean Michel. "Synthesis of mono-, bis-spiro- and dispiro-β-lactams and evaluation of their antimalarial activities". experimental part. p. 8699 - 8704. Retrieved 2011/12/02.
• 2、 Dai, Wei,Srinivasan, Rajgopal,Katzenellenbogen, John A.. "Azophilic Addition of Alkyllithium Reagents to Fluorenimines. The Synthesis of Secondary Amines". . p. 2204 - 2208. Retrieved 2007/10/02.