3-Chloro-9(10H)-acridinone

Base Information

• Chemical Name: 3-Chloro-9(10H)-acridinone
• CAS No.: 6269-27-8
• Molecular Formula: C13H8ClNO
• Molecular Weight: 229.66
• Mol file: 6269-27-8.mol

Synonyms:

Chemical Property of 3-Chloro-9(10H)-acridinone

Chemical Property:

• Vapor Pressure: 2.63E-06mmHg at 25°C
• Boiling Point: 390.6°C at 760 mmHg
• Flash Point: 190°C
• Density: 1.346g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Chloro-9(10H)-acridinone

There total 23 articles about 3-Chloro-9(10H)-acridinone 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: 89.0%

2-amino-4-chloro-benzoic acid methyl ester (5900-58-3) + Diphenyliodonium triflate (66003-76-7) → 3-chloroacridin-9(10H)-one (6269-27-8)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 130 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201500161

Reference yield: 61.0%

2-amino-4'-chlorobenzophenone (2894-51-1) → 3-chloroacridin-9(10H)-one (6269-27-8)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 12h;

DOI:10.1002/adsc.201701579

Reference yield: 45.0%

6-chlorobenzo[c]isoxazole? (14313-60-1) + phenylboronic acid (98-80-6) → 3-chloroacridin-9(10H)-one (6269-27-8)

Guidance literature:

With copper(l) iodide; silver(l) oxide; In dimethyl sulfoxide; chlorobenzene; at 150 ℃; for 24h; Schlenk technique;

DOI:10.1039/d1ob01586a

upstream raw materials:

6-chloroacridine

3-(4-chlorophenyl)benzo[c]isoxazole

3-amino-10H-acridin-9-one

3,9-dichloroacridine

Downstream raw materials:

6-chloroacridine

3,9-dichloroacridine

10-benzyl-3-chloroacridin-9(10H)-one

5-Amino-2-chloroacridin

Refernces

• 1、 Ghosh, Prasanjit,Ganguly, Bhaskar,Das, Sajal. "Pd-NHC catalysed Carbonylative Suzuki coupling reaction and its application towards the synthesis of biologically active 3-aroylquinolin-4 (1H)-one and acridone scaffolds". . . Retrieved 2018/03/01.
• 2、 -. "Synthesis method of acridone derivative". Paragraph 0047-0049; 0116-0118; 0123-0125; 0109-0111. . Retrieved 2019/01/05.