Quinoline-2-carbonyl chloride

Base Information

• Chemical Name: Quinoline-2-carbonyl chloride
• CAS No.: 50342-01-3
• Molecular Formula: C10H6ClNO
• Molecular Weight: 191.617
• Hs Code.: 2933499090
• European Community (EC) Number: 627-709-3
• DSSTox Substance ID: DTXSID30375218
• Nikkaji Number: J3.020.118C
• Wikidata: Q82163745
• Mol file: 50342-01-3.mol

Synonyms:quinoline-2-carbonyl chloride;50342-01-3;Quinaldoyl chloride;2-quinolinecarbonyl chloride;Quinaldyl chloride;chloroformylquinoline;Quinaldoyl chloride, 97%;SCHEMBL335075;QUINALDYL CHLORIDE 97;DTXSID30375218;WFVMVMAUXYOQSW-UHFFFAOYSA-N;Quinoline-2-carboxylic acid chloride;MFCD02683554;AKOS009157292;AS-40152;FT-0651521;A15601

Chemical Property of Quinoline-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.000322mmHg at 25°C
• Melting Point: 96-98 °C (dec.)(lit.)
• Refractive Index: 1.653
• Boiling Point: 320.2°C at 760 mmHg
• PKA: 0.16±0.48(Predicted)
• Flash Point: 147.5°C
• PSA: 29.96000
• Density: 1.338g/cm³
• LogP: 2.61380
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 191.0137915
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

98%,99%, ^*data from raw suppliers

Quinaldoyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)C(=O)Cl
• Uses: Quinaldoyl chloride may be used to synthesize 5-chloro-2-(2-quinolinecarboxy)acetophenone and benzoin quinaldate.

Technology Process of Quinoline-2-carbonyl chloride

There total 6 articles about Quinoline-2-carbonyl 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: 100.0%

quinoline-2-carboxylic acid (93-10-7,1199266-78-8) → quinolin-2-ylcarbonyl chloride (50342-01-3)

Guidance literature:

With thionyl chloride; at 60 ℃; for 6h;

Reference yield:

quinoline-2-carbonitrile (1436-43-7) → quinolin-2-ylcarbonyl chloride (50342-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. base

2: SOCl₂ / CHCl₃

With thionyl chloride; In chloroform;

DOI:10.1246/bcsj.60.2891

Reference yield:

quinoline (91-22-5) → quinolin-2-ylcarbonyl chloride (50342-01-3)

Guidance literature:

Multi-step reaction with 3 steps

1: benzoyl chloride / H₂O / 2 h / Ambient temperature

2: 12 N aq. HCl / Heating

3: SOCl₂ / toluene / 4 h / Heating

With hydrogenchloride; thionyl chloride; benzoyl chloride; In water; toluene;

DOI:10.1021/jm00363a011

upstream raw materials:

quinoline-2-carboxylic acid

Quinoline N-oxide

quinoline-2-carbonitrile

quinoline

Downstream raw materials:

7-[4-(Quinoline-2-carbonyl)-phenyl]-heptanoic acid ethyl ester

1-(2-hydroxyphenyl)-3-(2-quinolyl)propane-1,3-dione

N-(2-phenylethyl)quinoline-2-carboxamide

2-(N-benzylcarboxamido)quinoline

Refernces

• 1、 Chen, Changjun,Liu, Haiyang,Zhang, Bin,Wang, Yanwei,Cai, Kai,Tan, Ying,Gao, Chunmei,Liu, Hongxia,Tan, Chunyan,Jiang, Yuyang. "A simple benzimidazole quinoline-conjugate fluorescent chemosensor for highly selective detection of Ag+". . p. 3980 - 3985. Retrieved 2016.
• 2、 Kotzé, Timothy J.,Duffy, Sandra,Avery, Vicky M,Jordaan, Audrey,Warner, Digby F.,Loots, Leigh,Smith, Gregory S.,Chellan, Prinessa. "Synthesis and antimicrobial study of organoiridium amido-sulfadoxine complexes". . . Retrieved 2021.
• 3、 Pudhom, Khanitha,Nuanyai, Thanesuan,Matsubara, Kiminori,Vilaivan, Tirayut. "Antiangiogenic activity of 3,4-seco-cycloartane triterpenes from Thai Gardenia spp. and their semi-synthetic analogs". . p. 512 - 517. Retrieved 2012.
• 4、 -. "Application of quinoline 2-site derivative in preparation of medicine for preventing and treating agricultural plant diseases". Paragraph 0018-0020. . Retrieved 2021/03/18.
• 5、 Flavell, Robert R.,Liu, Jianbo,Parker, Matthew F. L.,Toste, F. Dean,Wang, Sinan,Wilson, David M.. "Synthesis of N-trifluoromethyl amides from carboxylic acids". supporting information. p. 2245 - 2255. Retrieved 2021/08/12.