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

Base Information

• Chemical Name: 6,9-Dichloro-1,2,3,4-tetrahydroacridine
• CAS No.: 5396-25-8
• Molecular Formula: C13H11Cl2N
• Molecular Weight: 252.143
• European Community (EC) Number: 634-878-7
• NSC Number: 1227
• DSSTox Substance ID: DTXSID10277226
• Nikkaji Number: J1.282.453J
• Wikidata: Q82008234
• ChEMBL ID: CHEMBL3221004
• Mol file: 5396-25-8.mol

Synonyms:6,9-DICHLORO-1,2,3,4-TETRAHYDROACRIDINE;5396-25-8;Acridine, 6,9-dichloro-1,2,3,4-tetrahydro-;6-Chloro-9-chloro-1,2,3,4-tetrahydroacridine;NSC1227;6,2,3,4-TETRAHYDROACRIDINE;3,9-dichloro-5,6,7,8-tetrahydroacridine;SCHEMBL4266767;CHEMBL3221004;DTXSID10277226;TQP0776;NSC 1227;NSC-1227;CCG-26244;MFCD11849267;NCGC00329508-01;AS-53674;6,9-Dichloro- 1,2,3,4-tetrahydroacridine;6,9-Dichloro-1,2,3,4-tetrahydro-acridine;CS-0102439;EU-0054272;EN300-216924;P16862;AB01323414-02

Chemical Property of 6,9-Dichloro-1,2,3,4-tetrahydroacridine

Chemical Property:

• Vapor Pressure: 6.5E-06mmHg at 25°C
• Boiling Point: 389.2°Cat760mmHg
• Flash Point: 221.3°C
• Density: 1.344g/cm³
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 251.0268547
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 6,9-Dichloro-1,2,3,4-tetrahydroacridine

There total 8 articles about 6,9-Dichloro-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: 98.2%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 2-Amino-4-chlorobenzoic acid (89-77-0) → 6,9-dichloro-1,2,3,4-tetrahydroacridine (5396-25-8)

Guidance literature:

With trichlorophosphate; for 3h; Heating / reflux;

Reference yield:

2-Amino-4-chlorobenzoic acid (89-77-0) → 6,9-dichloro-1,2,3,4-tetrahydroacridine (5396-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 220 °C

2: phosphoryl chloride / 130 °C

With trichlorophosphate;

Reference yield:

C13H14ClNO2 (1408005-52-6) → 6,9-dichloro-1,2,3,4-tetrahydroacridine (5396-25-8)

Guidance literature:

With trichlorophosphate; at 20 ℃; for 2h; Reflux;

DOI:10.1016/j.bmcl.2012.08.036

upstream raw materials:

6-chloro-1,2,3,4-tetrahydro-acridin-9-ol

cyclohexanone

2-Amino-4-chlorobenzoic acid

C₁₃H₁₄ClNO₂

Downstream raw materials:

Br^(1-)*C₃₄H₄₇ClN₅O₃⁽¹⁺⁾*ClH

N-benzyl-6-chloro-N-methyl-1,2,3,4-tetrahydroacridin-9-amine

N-allyl-6-chloro-1,2,3,4-tetrahydroacridin-9-amine

N-(1-benzylpiperidin-4-yl)-6-chloro-1,2,3,4-tetrahydroacridin-9-amine