N-phenyl-2,3-dihydro-1H-inden-2-amine

Base Information

• Chemical Name: N-phenyl-2,3-dihydro-1H-inden-2-amine
• CAS No.: 33237-72-8
• Molecular Formula: C15H15N
• Molecular Weight: 209.291
• Hs Code.: 2921499090
• European Community (EC) Number: 251-416-6
• UNII: K0R810A172
• DSSTox Substance ID: DTXSID10186889
• Nikkaji Number: J313.833J
• Wikidata: Q72501228
• Mol file: 33237-72-8.mol

Synonyms:N-phenyl-2,3-dihydro-1H-inden-2-amine;33237-72-8;N-Phenylindan-2-amine;N-PHENYL-2-AMINOINDAN;1H-Inden-2-amine, 2,3-dihydro-N-phenyl-;EINECS 251-416-6;K0R810A172;N-Phenyl-2-indanamine;N-(2-Indanyl)aniline;Indanyl)aniline;2-ANILINOINDAN;indan-2-yl-phenyl-amine;2-PHENYLAMINOINDAN;SCHEMBL2980045;UNII-K0R810A172;DTXSID10186889;AKOS009547223;SB78682;EN300-97025;2,3-DIHYDRO-N-PHENYL-1H-INDEN-2-AMINE;A821686;A1-15578;Z425812800

Chemical Property of N-phenyl-2,3-dihydro-1H-inden-2-amine

Chemical Property:

• Vapor Pressure: 1.56E-05mmHg at 25°C
• Refractive Index: 1.659
• Boiling Point: 365.5 °C at 760 mmHg
• Flash Point: 187.7 °C
• PSA: 12.03000
• Density: 1.14 g/cm³
• LogP: 3.33890
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 209.120449483
• Heavy Atom Count: 16
• Complexity: 206

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Indanyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC2=CC=CC=C21)NC3=CC=CC=C3
• Uses: N-(2-Indanyl)aniline is a reagent that is used in the synthesis of Aprindine Hydrochloride (A729900), which is a long-acting antiarrhythmic agent, effective when administered orally or intravenously in the treatment of ventricular arrhythmias of varying etiologies.

Technology Process of N-phenyl-2,3-dihydro-1H-inden-2-amine

There total 9 articles about N-phenyl-2,3-dihydro-1H-inden-2-amine 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: 89.8%

aniline (62-53-3) + 2-indanone (615-13-4) → indan-2-yl anilide (33237-72-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 16h; Cooling with ice;

Reference yield: 67.0%

indan-2-yl p-toluenesulphonate (17783-69-6) + aniline (62-53-3) → indan-2-yl anilide (33237-72-8) + di-indan-2-yl-phenyl-amine

Guidance literature:

With potassium iodide; In acetonitrile; at 170 ℃; for 0.166667h; under 4875.39 Torr; microwave irradiation;

DOI:10.1016/j.tetlet.2004.10.002

Reference yield: 34.0%

1-iodo-2-(prop-2-en-1-yl)benzene (74190-01-5) + aniline (62-53-3) → indan-2-yl anilide (33237-72-8)

Guidance literature:

With potassium phosphate; silver hexafluoroantimonate; chloro[di(1-adamantyl)-2-dimethylaminophenylphosphine]gold(I); In 1,2-dichloro-ethane; at 80 ℃; for 2h;

DOI:10.1021/acscatal.1c00789

upstream raw materials:

indan-2-yl p-toluenesulphonate

aniline

2-indanone

1-iodo-2-(prop-2-en-1-yl)benzene

Downstream raw materials:

(S)-N-[2-(1-benzylpiperidin-2-yl)ethyl]-N-phenylindan-2-ylamine

N-[(1-benzylpiperidin-2-yl)methyl]-N-phenylindan-2-yl-amine

1,1-dimethyl-2-[2-((indan-2-yl)(phenyl)amino)ethyl]pyrrolidinium iodide

indan-2-yl-[2-(1-methylpyrrolidin-2-yl)ethyl]phenylamine

Refernces

• 1、 -. "USE OF AMINOINDANE COMPOUNDS IN TREATING OVERACTIVE BLADDER AND INTERSTITIAL CYSTITIS". Page/Page column 112. . Retrieved 2014/03/22.
• 2、 Romera, Juan L.,Cid, José M.,Trabanco, Andrés A.. "Potassium iodide catalysed monoalkylation of anilines under microwave irradiation". . p. 8797 - 8800. Retrieved 2007/10/03.