1-(Phenylamino)-2-naphthalenol

Base Information

• Chemical Name: 1-(Phenylamino)-2-naphthalenol
• CAS No.: 3560-30-3
• Molecular Formula: C₁₆H₁₃NO
• Molecular Weight: 235.285
• DSSTox Substance ID: DTXSID901305551
• Mol file: 3560-30-3.mol

Synonyms:1-(Phenylamino)-2-naphthalenol;SCHEMBL10871261;DTXSID901305551;N-(2-hydroxynaphtyl)-aminobenzene;3560-30-3

Chemical Property of 1-(Phenylamino)-2-naphthalenol

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 235.099714038
• Heavy Atom Count: 18
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=C(C=CC3=CC=CC=C32)O

Technology Process of 1-(Phenylamino)-2-naphthalenol

There total 16 articles about 1-(Phenylamino)-2-naphthalenol 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: 89.0%

N-methyl-N,N′-diphenylhydrazine (37682-91-0) + β-naphthol (135-19-3) → 1-(phenylamino)naphthalen-2-ol (3560-30-3) + N-methylaniline (100-61-8)

Guidance literature:

In ethylene glycol; at 120 ℃; Solvent; Inert atmosphere;

DOI:10.1021/acs.joc.8b00421

Reference yield: 75.0%

Nitrosobenzene (586-96-9) + β-naphthol (135-19-3) → 1-(phenylamino)naphthalen-2-ol (3560-30-3)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; at 55 ℃; for 10h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201900788

Reference yield: 61.0%

diphenyl hydrazine (122-66-7) + β-naphthol (135-19-3) → 1-(phenylamino)naphthalen-2-ol (3560-30-3) + aniline (62-53-3)

Guidance literature:

In neat (no solvent); at 120 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.8b00421

upstream raw materials:

o-naphthoquinone monoanil

p-toluidine

acetone

1-chloro-2-naphthol

Downstream raw materials:

4-p-toluidino-[1,2]naphthoquinone-1-p-tolylimine

4-(phenylamino)naphthalene-1,2-dione

2-(phenylamino)-4-(phenylimino)-1(4H)-naphthalenone

4-anilino-[1,2]naphthoquinone-1-phenylimine

Refernces

• 1、 Roy, Subhra Kanti,Tiwari, Anuj,Saleem, Mohammed,Jana, Chandan K.. "Metal free direct C(sp2)-H arylaminations using nitrosoarenes to 2-hydroxy-di(het)aryl amines as multifunctional Aβ-aggregation modulators". supporting information. p. 14081 - 14084. Retrieved 2019/01/03.
• 2、 Zhang, Mingliang,Ruan, Wenqing,Zhang, Hui-Jun,Li, Weiwei,Wen, Ting-Bin. "Synthesis of α-Aminonaphthalenes via Copper-Catalyzed Aminobenzannulation of (o -Alkynyl)arylketones with Amines". . p. 1696 - 1703. Retrieved 2016/03/01.