Acridine, 1,2,3,4-tetrahydro-9-piperidino-

Base Information

• Chemical Name: Acridine, 1,2,3,4-tetrahydro-9-piperidino-
• CAS No.: 5782-90-1
• Molecular Formula: C18H22N2
• Molecular Weight: 266.38
• DSSTox Substance ID: DTXSID50206535
• Nikkaji Number: J55.113I
• Wikidata: Q83080360
• ChEMBL ID: CHEMBL4549672
• Mol file: 5782-90-1.mol

Synonyms:BRN 0233872;5782-90-1;ACRIDINE, 1,2,3,4-TETRAHYDRO-9-PIPERIDINO-;CHEMBL4549672;4-(1-Piperidyl)-2,3-tetramethylenequinoline;Acridine, 9-piperidino-1,2,3,4-tetrahydro-;Piperidine, 1-(1,2,3,4-tetrahydro-9-acridinyl)-;4-22-00-04911 (Beilstein Handbook Reference);DTXSID50206535;BDBM50515455;1,2,3,4-Tetrahydro-9-(1-piperidinyl)acridine;Acridine, 1,2,3,4-tetrahydro-9-(1-piperidinyl)-

Chemical Property of Acridine, 1,2,3,4-tetrahydro-9-piperidino-

Chemical Property:

• Vapor Pressure: 5.67E-09mmHg at 25°C
• Boiling Point: 469.1°C at 760 mmHg
• Flash Point: 237.5°C
• PSA: 16.13000
• Density: 1.129g/cm³
• LogP: 4.16890
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 266.178298710
• Heavy Atom Count: 20
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)C2=C3CCCCC3=NC4=CC=CC=C42

Technology Process of Acridine, 1,2,3,4-tetrahydro-9-piperidino-

There total 5 articles about Acridine, 1,2,3,4-tetrahydro-9-piperidino- 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: 45.0%

1,5-dibromo-pentane (111-24-0) + tacrin (321-64-2) → 9-(1-piperidinyl)-1,2,3,4-tetrahydroacridine (5782-90-1) + 5-bromo-N-(1,2,3,4-tetrahydroacridin-9-yl)pentan-1-amine

Guidance literature:

With potassium hydroxide; In acetonitrile; at 20 ℃; for 23h; Inert atmosphere;

DOI:10.1016/j.ejmech.2019.07.053

Reference yield:

1,2,3,4,9,10-hexahydroacridin-9-one (13161-85-8) → 9-(1-piperidinyl)-1,2,3,4-tetrahydroacridine (5782-90-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / POCl₃ / 2 h / 120 °C

2: 1 h / 110 °C

3: 20 h / 135 °C

With trichlorophosphate;

Reference yield:

piperidine (110-89-4) + 9-phenoxy-1,2,3,4-tetrahydro-acridine (79000-43-4) → 9-(1-piperidinyl)-1,2,3,4-tetrahydroacridine (5782-90-1)

Guidance literature:

at 135 ℃; for 20h; Yield given;

upstream raw materials:

piperidine

9-chloro-1,2,3,4-tetrahydroacridine

9-phenoxy-1,2,3,4-tetrahydro-acridine

1,2,3,4,9,10-hexahydroacridin-9-one