N-Phenyl-1,2,3,4-tetrahydro-2-aminonaphthalene

Base Information

• Chemical Name: N-Phenyl-1,2,3,4-tetrahydro-2-aminonaphthalene
• CAS No.: 33816-55-6
• Molecular Formula: C16H17 N
• Molecular Weight: 223.318
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID70496618
• Nikkaji Number: J3.397.884G
• Mol file: 33816-55-6.mol

Synonyms:33816-55-6;N-PHENYL-1,2,3,4-TETRAHYDRO-2-AMINONAPHTHALENE;N-Phenyl-1,2,3,4-tetrahydronaphthalen-2-amine;2-Naphthalenamine,1,2,3,4-tetrahydro-N-phenyl-;2-phenylaminotetraline;SCHEMBL4043115;DTXSID70496618;LSDXVUJCUPTXIN-UHFFFAOYSA-N;2-phenylamino-1,2,3,4-tetrahydronaphthalene

Chemical Property of N-Phenyl-1,2,3,4-tetrahydro-2-aminonaphthalene

Chemical Property:

• PSA: 12.03000
• LogP: 3.72900
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.136099547
• Heavy Atom Count: 17
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

N-PHENYL-1,2,3,4-TETRAHYDRO-2-AMINONAPHTHALENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2CC1NC3=CC=CC=C3

Technology Process of N-Phenyl-1,2,3,4-tetrahydro-2-aminonaphthalene

There total 6 articles about N-Phenyl-1,2,3,4-tetrahydro-2-aminonaphthalene 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: 94.0%

N-Phenyl-2-naphthylamine (135-88-6,84420-28-0) → N-phenyl-1,2,3,4-tetrahydronaphthalen-2-amine (33816-55-6)

Guidance literature:

With tris(pentafluorophenyl)borate; hydrogen; In toluene; at 60 ℃; for 6h; under 15001.5 Torr; Pressure; Solvent; Temperature; Inert atmosphere; Autoclave;

DOI:10.1039/c5ob00009b

Reference yield: 81.0%

1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) + aniline (62-53-3) → N-phenyl-1,2,3,4-tetrahydronaphthalen-2-amine (33816-55-6)

Guidance literature:

1,2,3,4-tetrahydronaphthalen-2-one; aniline; With acetic acid; at 20 - 35 ℃; for 0.25h;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 - 40 ℃;

With sodium hydroxide; water; In 1,2-dichloro-ethane;

Reference yield: 80.0%

trihydrated sodium acetate + 2-(phenylamino)-3,4-dihydronaphthalen-1(H)-one (59648-41-8) → N-phenyl-1,2,3,4-tetrahydronaphthalen-2-amine (33816-55-6)

Guidance literature:

With benzo[1,3,2]dioxaborole; In ethanol; water; toluene-4-sulfonic acid hydrazide;

upstream raw materials:

N-Phenyl-2-naphthylamine

1,2,3,4-tetrahydronaphthalen-2-one

aniline

2-(phenylamino)-3,4-dihydronaphthalen-1(H)-one

Downstream raw materials:

N-phenyl-1,2,3,4-tetrahydro-2-aminonaphthalene

N-(2-tetralyl)-N-phenyl-2-chloroacetamide

2-[N-phenyl-N-(β-chloropropionyl)]-amino-(1,2,3,4-tetrahydronaphthalene)

Refernces

• 1、 Li, Gen,Liu, Yongbing,Du, Haifeng. "B(C6F5)3-catalyzed metal-free hydrogenation of naphthylamines". supporting information. p. 2875 - 2878. Retrieved 2015/04/27.
• 2、 -. "Derivatives of tetralone and the preparation thereof". . . Retrieved 2008/06/13.