1,2,3,4-Tetrahydroacridine

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroacridine
• CAS No.: 3295-64-5
• Molecular Formula: C13H13N
• Molecular Weight: 183.253
• Hs Code.: 2933990090
• European Community (EC) Number: 221-964-0
• DSSTox Substance ID: DTXSID70954586
• Nikkaji Number: J259.110C
• Wikidata: Q82933876
• ChEMBL ID: CHEMBL292518
• Mol file: 3295-64-5.mol

Synonyms:1,2,3,4-Tetrahydroacridine;3295-64-5;1,2,3,4-Tetrahydro-acridine;Acridine, tetrahydro-;CHEMBL292518;EINECS 221-964-0;69577-70-4;tetrahydroacridine;SCHEMBL452908;YSZC1983;DTXSID70954586;BDBM50038731;MFCD00972211;AKOS005081489;NCGC00186249-01;CS-0159509;FT-0688504;12T-0888

Chemical Property of 1,2,3,4-Tetrahydroacridine

Chemical Property:

• Vapor Pressure: 0.000243mmHg at 25°C
• Melting Point: 53-54 °C
• Refractive Index: 1.64
• Boiling Point: 334.791 °C at 760 mmHg
• Flash Point: 145.795 °C
• PSA: 12.89000
• Density: 1.12 g/cm³
• LogP: 3.11360
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 183.104799419
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

98%min ^*data from raw suppliers

1,2,3,4-Tetrahydroacridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=NC3=CC=CC=C3C=C2C1

Technology Process of 1,2,3,4-Tetrahydroacridine

There total 68 articles about 1,2,3,4-Tetrahydroacridine 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%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + o-aminobenzaldehyde (529-23-7) → 1,2,3,4-tetrahydroacridine (3295-64-5)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.5h; Heating;

DOI:10.1039/b613775j

Reference yield: 94.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 2-nitro-benzaldehyde (552-89-6) → 1,2,3,4-tetrahydroacridine (3295-64-5)

Guidance literature:

With 4 A molecular sieve; tin(ll) chloride; zinc(II) chloride; In ethanol; at 70 ℃; for 3h;

DOI:10.1021/ol035333q

Reference yield: 93.0%

2-Aminobenzyl alcohol (5344-90-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1,2,3,4-tetrahydroacridine (3295-64-5)

Guidance literature:

With potassium hydroxide; 1,3-diisopropyl-1H-benzo[d]imidazol-3-ium bromide; In toluene; at 60 ℃; for 1h;

DOI:10.1039/c4ra07858f

upstream raw materials:

ethanol

N-phenyl-2-(aminomethylene)cyclohexanone

aniline hydrochloride

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

acridine

4-oxo-1,2,3,4-tetrahydroacridine

1,2,3,4,5,6,7,8-octahydroacridine

(+/-)-(4aSR,9aRS)-1,2,3,4,4a,9,9a,10-octahydroacridine

Refernces

• 1、 Olsen. "Photocyclization of benzalcycloalkanone oximes. A photoannulation route to quinolines". . p. 5235 - 5238. Retrieved 1991.
• 2、 Han, Mingyang,Lin, Qing,Liu, Qingbin,Liu, Song,Ma, Ning,Solan, Gregory A.,Sun, Wen-Hua,Wang, Zheng,Yan, Xiuli. "Direct synthesis of ring-fused quinolines and pyridines catalyzed byNNHY-ligated manganese complexes (Y = NR2or SR)". . p. 8026 - 8036. Retrieved 2021/12/27.
• 3、 K. Bains, Amreen,Ankit, Yadav,Adhikari, Debashis. "Bioinspired Radical-Mediated Transition-Metal-Free Synthesis of N-Heterocycles under Visible Light". . p. 324 - 329. Retrieved 2020/11/30.