6-chloro-2-phenyl-4-quinolone

Base Information

• Chemical Name: 6-chloro-2-phenyl-4-quinolone
• CAS No.: 112182-50-0
• Molecular Formula: C15H10 Cl N O
• Molecular Weight: 255.703
• Mol file: 112182-50-0.mol

Synonyms:6-chloro-2-phenyl-4-quinolone

Chemical Property of 6-chloro-2-phenyl-4-quinolone

Chemical Property:

• Vapor Pressure: 2.53E-07mmHg at 25°C
• Melting Point: 348-350 °C(Solv: N,N-dimethylformamide (68-12-2); water (7732-18-5))
• Boiling Point: 421.8°Cat760mmHg
• PKA: 0.83±0.70(Predicted)
• Flash Point: 208.9°C
• PSA: 29.43000
• Density: 1.303g/cm³
• LogP: 3.48280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-chloro-2-phenyl-4-quinolone

There total 9 articles about 6-chloro-2-phenyl-4-quinolone 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: 87.0%

benzoic acid-(2-acetyl-4-chloro-anilide) (41019-23-2) → 6-chloro-2-phenylquinolin-4(1H)-one (112182-50-0)

Guidance literature:

With sodium hydroxide; In tert-butyl alcohol; at 120 ℃; for 0.166667h; microwave irradiation;

DOI:10.1016/j.tetlet.2006.07.117

Reference yield: 40.0%

C15H9BrCl2O → 6-chloro-2-phenylquinolin-4(1H)-one (112182-50-0)

Guidance literature:

With ammonia; caesium carbonate; In dimethyl sulfoxide; at 20 - 140 ℃; for 20h; Sealed tube;

DOI:10.1055/s-0036-1588466

Reference yield:

C15H10ClNO (1200055-89-5) → 6-chloro-2-phenylquinolin-4(1H)-one (112182-50-0)

Guidance literature:

With potassium carbonate; In methanol; at 45 - 50 ℃; for 96h;

DOI:10.1016/j.tetlet.2009.09.024

upstream raw materials:

β-(4-chloro-anilino)-cinnamic acid ethyl ester

5-[(4-Chloro-phenylamino)-phenyl-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione

carbon disulfide

malonic acid

Downstream raw materials:

methyl 2-benzamido-5-chlorobenzoate

2-benzamido-5-chlorobenzoic acid

6-chloro-2-phenyl-benzo[d][1,3]oxazin-4-one

Refernces

• 1、 Wang, Deqiang,Sun, Peng,Jia, Peiyun,Peng, Jinsong,Yue, Yixia,Chen, Chunxia. "Transition-Metal-Free One-Pot Tandem Synthesis of 4-Quinolone and 4 H -Thiochromen-4-one Derivatives Through Sequential Nucleophilic Addition-Elimination-S N Ar Reaction". . p. 4309 - 4320. Retrieved 2017/09/13.
• 2、 Tang, Jing,Huang, Xian. "Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1H)-quinolone and 2-Alkyl-4(1H)-quinolone". . p. 3953 - 3960. Retrieved 2007/10/03.