(5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine hydrochloride

Base Information

• Chemical Name: (5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine hydrochloride
• CAS No.: 3904-24-3
• Molecular Formula: C14H22ClNO
• Molecular Weight: 255.788
• ChEMBL ID: CHEMBL3228893
• DSSTox Substance ID: DTXSID401021104
• Mol file: 3904-24-3.mol

Synonyms:(5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine hydrochloride;5-methoxy-N-propyl-2-aminotetraline hydrochloride;SCHEMBL7450582;CHEMBL3228893;ZOKTXMBBTXQAIC-UHFFFAOYSA-N;DTXSID401021104;BCP06679;MFCD10567059;SB36982;PD016940;FT-0675025;FT-0675026;E98841;4-Tetrahydro-5-Methoxy-N-propyl-2-naphthalenaMine hydrochloride;(5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine hydrochloride, AldrichCPR;(RS)-1,2,3,4-tetrahydro-5-methoxy-N-propyl-naphthalen-2-amine hydrocloride;2-Naphthalenamine, 1,2,3,4-tetrahydro-5-methoxy-N-propyl-, hydrochloride (1:1)

Chemical Property of (5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine hydrochloride

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-25℃
• Melting Point: 243-248 °C
• PSA: 21.26000
• Density: 1.22g/cm3 at 20℃
• LogP: 3.74500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 255.1389920
• Heavy Atom Count: 17
• Complexity: 207

Purity/Quality:

99.9% ^*data from raw suppliers

(5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-aminehydrochloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC1CCC2=C(C1)C=CC=C2OC.Cl

Technology Process of (5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine hydrochloride

There total 4 articles about (5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine hydrochloride 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%

(R)-1,2,3,4-tetrahydro-5-methoxy-N-propyl-naphthalen-2-amine (101403-25-2,3899-07-8) → (5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)propylamine hydrochloride (3904-24-3)

Guidance literature:

(R)-1,2,3,4-tetrahydro-5-methoxy-N-propyl-naphthalen-2-amine; With 1-dodecylthiol; In ethyl acetate; Inert atmosphere; Reflux;

With 2,2'-azobis(isobutyronitrile); In ethyl acetate; for 0.583333h; Inert atmosphere; Reflux;

With hydrogenchloride; In water; ethyl acetate; for 0.0833333h; Reflux;

Reference yield: 78.0%

propionaldehyde (123-38-6) + SKF 87967 hydrochloride (3880-88-4,58349-15-8,58349-17-0) → (5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)propylamine hydrochloride (3904-24-3)

Guidance literature:

propionaldehyde; SKF 87967 hydrochloride; With sodium acetate; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; at 0 - 10 ℃;

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran; water; at 10 - 50 ℃; for 1.33333h;

Reference yield: 65.0%

propylamine (107-10-8,42939-71-9) + 5-methoxy-2-tetralone (32940-15-1) → (5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)propylamine hydrochloride (3904-24-3)

Guidance literature:

propylamine; 5-methoxy-2-tetralone; With acetic acid; In 1,2-dichloro-ethane; for 0.5h; Inert atmosphere;

With sodium cyanoborohydride; In methanol; 1,2-dichloro-ethane; at 20 ℃;

With hydrogenchloride; In diethyl ether; ethyl acetate;

upstream raw materials:

2-(N-propylamino)-5-methoxytetraline

propionaldehyde

SKF 87967 hydrochloride

(R)-1,2,3,4-tetrahydro-5-methoxy-N-propyl-naphthalen-2-amine

Downstream raw materials:

(S)-1,2,3,4-tetrahydro-5-methoxy-N-propyl-naphthalen-2-ammonium (R)-2-(2-chlorophenyl)-2-hydroxyacetate

rotigotine

(S)-1,2,3,4-tetrahydro-5-hydroxy-N-propyl-naphthalen-2-ammonium hydrobromide

rotigotine hydrochloride

Refernces

• 1、 -. "Novel Process for the Preparation of Nitrogen Substituted Aminotetralins Derivatives". Paragraph 0189-0191. . Retrieved 2013/05/08.
• 2、 -. "NOVEL PROCESS FOR THE PREPARATION OF NITROGEN SUBSTITUTED AMINOTETRALINS DERIVATIVES". Page/Page column 23. . Retrieved 2012/01/13.