9-Amino-6-chloro-1,2,3,4-tetrahydro-acridine

Base Information

• Chemical Name: 9-Amino-6-chloro-1,2,3,4-tetrahydro-acridine
• CAS No.: 5778-84-7
• Molecular Formula: C13H13ClN2
• Molecular Weight: 232.713
• UNII: C5T9A4VHZ8
• Nikkaji Number: J698.191G
• Pharos Ligand ID: Z7HQAY87VH8Z
• ChEMBL ID: CHEMBL292314
• Mol file: 5778-84-7.mol

Synonyms:6-chlorotacrine;6-Cl-tacrine

Chemical Property of 9-Amino-6-chloro-1,2,3,4-tetrahydro-acridine

Chemical Property:

• PSA: 38.91000
• LogP: 3.93040
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 232.0767261
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

99%, ^*data from raw suppliers

3-CHLORO-5,6,7,8-TETRAHYDROACRIDIN-9-AMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=NC3=C(C=CC(=C3)Cl)C(=C2C1)N

Technology Process of 9-Amino-6-chloro-1,2,3,4-tetrahydro-acridine

There total 5 articles about 9-Amino-6-chloro-1,2,3,4-tetrahydro-acridine 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: 78.0%

2-amino-4-chlorobenzonitrile (38487-86-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 6-chlorotacrine (5778-84-7)

Guidance literature:

With silica gel; toluene-4-sulfonic acid; microwave irradiation;

DOI:10.1002/jhet.5570440305

Reference yield: 58.0%

2-amino-4-chlorobenzonitrile (38487-86-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 6-chlorotacrine (5778-84-7) + 7'-chloro-spiro[cyclohexane-1,2'(1'H)-quinazolin]-4'(3'H)-one

Guidance literature:

With zinc(II) chloride; for 1.5h; Reflux;

DOI:10.1002/jhet.804

Reference yield: 56.0%

6-chloro-9-hydrazinyl-1,2,3,4-tetrahydroacridine (1014699-29-6) → 6-chlorotacrine (5778-84-7)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2014.02.006

upstream raw materials:

2-amino-4-chlorobenzonitrile

cyclohexanone

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

6,9-dichloro-1,2,3,4-tetrahydroacridine

Downstream raw materials:

(R)-6-chloro-N-(3-(4-(2-(methyl(prop-2-ynyl)amino)propyl)phenoxy)propyl)-1,2,3,4-tetrahydroacridin-9-amine

(R)-6-chloro-N-(5-(4-(2-(methyl(prop-2-ynyl)amino)propyl)phenoxy)pentyl)-1,2,3,4-tetrahydroacridin-9-amine

(R)-6-chloro-N-(6-(4-(2-(methyl(prop-2-ynyl)amino)propyl)phenoxy)hexyl)-1,2,3,4-tetrahydroacridin-9-amine

(R)-6-chloro-N-(8-(4-(2-(methyl(prop-2-ynyl)amino)propyl)phenoxy)octyl)-1,2,3,4-tetrahydroacridin-9-amine

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