Quinoline-5-sulfonyl chloride

Base Information

• Chemical Name: Quinoline-5-sulfonyl chloride
• CAS No.: 102878-84-2
• Molecular Formula: C9H6ClNO2S
• Molecular Weight: 227.671
• DSSTox Substance ID: DTXSID00588494
• Wikidata: Q82481190
• Mol file: 102878-84-2.mol

Synonyms:quinoline-5-sulfonyl chloride;102878-84-2;5-Quinolinesulfonyl Chloride;MFCD09733990;quinoline-5-sulfonylchloride;SCHEMBL4325354;DTXSID00588494;IGBMUOLGIDEIJH-UHFFFAOYSA-N;AKOS009145545;BS-13933;SY184782;DB-333135;EN300-61825;J-000828

Chemical Property of Quinoline-5-sulfonyl chloride

Chemical Property:

• Melting Point: 91-95 °C
• Boiling Point: 355.9±17.0 °C(Predicted)
• PKA: 2.21±0.12(Predicted)
• PSA: 55.41000
• Density: 1.483±0.06 g/cm3(Predicted)
• LogP: 3.24310
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.9807773
• Heavy Atom Count: 14
• Complexity: 298

Purity/Quality:

98.5% ^*data from raw suppliers

Quinoline-5-sulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC=N2)C(=C1)S(=O)(=O)Cl
• Uses: Quinoline derivative as antibacterial agents.

Technology Process of Quinoline-5-sulfonyl chloride

There total 4 articles about Quinoline-5-sulfonyl 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: 86.0%

5-mercaptoquinoline (3056-03-9) → quinoline-5-sulfonyl chloride (102878-84-2)

Guidance literature:

With chlorine; In water; acetic acid; at 15 - 17 ℃; for 0.5h;

DOI:10.3987/COM-07-11088

Reference yield: 79.3%

quinoline-5-sulfonic acid (23261-58-7) → quinoline-5-sulfonyl chloride (102878-84-2)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 85 ℃; for 3h;

Reference yield: 48.0%

5-Aminoquinoline (611-34-7,146614-41-7) → quinoline-5-sulfonyl chloride (102878-84-2)

Guidance literature:

With hydrogenchloride; thionyl chloride; copper(l) chloride; sodium nitrite; In water; at -5 - 7 ℃;

upstream raw materials:

quinoline-5-sulfonic acid

5-mercaptoquinoline

5-Aminoquinoline

5,5'-bisquinolinyl disulfide

Downstream raw materials:

(S)-2-benzyloxycarbonyl-3-(N-phenylpiperazin-4-ylcarbonyl)-7-(5-quinolinylsulfonyloxy)-1,2,3,4-tetrahydroisoquinoline

C₂₂H₂₁Cl₂N₃O₃S

Refernces

• 1、 -. "Preparation method of genotoxic fasudil hydrochloride impurities". Paragraph 0023. . Retrieved 2020/06/05.
• 2、 Maslankiewicz, Andrzej,Marciniec, Krzysztof,Pawlowski, Maciej,Zajdel, Pawel. "From haloquinolines and halopyridines to quinoline- and pyridinesulfonyl chlorides and sulfonamides". . p. 1975 - 1990. Retrieved 2008/09/16.