2-Phenylquinoline-4-carboxylic acid;chloride

Base Information

• Chemical Name: 2-Phenylquinoline-4-carboxylic acid;chloride
• CAS No.: 59661-86-8
• Molecular Formula: C16H10ClNO
• Molecular Weight: 267.714
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID60700175
• Mol file: 59661-86-8.mol

Synonyms:DTXSID60700175;2-phenylquinoline-4-carboxylic acid;chloride

Chemical Property of 2-Phenylquinoline-4-carboxylic acid;chloride

Chemical Property:

• PSA: 29.96000
• LogP: 4.28080
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 284.0478313
• Heavy Atom Count: 20
• Complexity: 325

Purity/Quality:

98%min ^*data from raw suppliers

4-QUINOLINECARBONYLCHLORIDE,2-PHENYL- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C(=C2)C(=O)O.[Cl-]

Technology Process of 2-Phenylquinoline-4-carboxylic acid;chloride

There total 9 articles about 2-Phenylquinoline-4-carboxylic acid;chloride 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:

cinchophen (132-60-5) → 2-phenylquinoline-4-carbonyl chloride (59661-86-8)

Guidance literature:

With thionyl chloride; Erhitzen des Hydrochlorids im Vakuum auf 130grad;

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 2-phenylquinoline-4-carbonyl chloride (59661-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / ethanol / 80 °C

2: thionyl chloride / 2 h / 80 °C

With thionyl chloride; potassium hydroxide; In ethanol;

DOI:10.1021/jm201207h

Reference yield:

acetophenone (98-86-2) → 2-phenylquinoline-4-carbonyl chloride (59661-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KOH / ethanol / 80 °C

2: (COCl)2 / CH₂Cl₂ / 5 - 20 °C

With potassium hydroxide; oxalyl dichloride; In ethanol; dichloromethane;

DOI:10.1021/jm980633c

upstream raw materials:

cinchophen

acetophenone

indole-2,3-dione

aniline

Downstream raw materials:

2-Phenyl-quinoline-4-carboxylic acid benzothiazol-2-ylamide

methyl 2-phenylquinoline-4-carboxylate

N-(4-methoxyphenyl)-2-phenylquinoline-4-carboxamide

Refernces

• 1、 Lin,Henderson,Nicholson. "X-ray structure of an amide-appended chloromercurated derivative of 2-phenylquinoline". . p. 948 - 952. Retrieved 2015.
• 2、 Isshiki, Ryota,Kurosawa, Miki B.,Muto, Kei,Yamaguchi, Junichiro. "Ni-Catalyzed Aryl Sulfide Synthesis through an Aryl Exchange Reaction". supporting information. p. 10333 - 10340. Retrieved 2021/07/21.
• 3、 Musharrafieh, Rami,Zhang, Jiantao,Tuohy, Peter,Kitamura, Naoya,Bellampalli, Shreya Sai,Hu, Yanmei,Khanna, Rajesh,Wang, Jun. "Discovery of Quinoline Analogues as Potent Antivirals against Enterovirus D68 (EV-D68)". . p. 4074 - 4090. Retrieved 2019/04/25.