8-Quinolinesulfonyl chloride

Base Information

• Chemical Name: 8-Quinolinesulfonyl chloride
• CAS No.: 18704-37-5
• Molecular Formula: C9H6ClNO2S
• Molecular Weight: 227.671
• Hs Code.: 29334990
• European Community (EC) Number: 242-515-5
• NSC Number: 91506
• UNII: 5ZIK3TJS9M
• DSSTox Substance ID: DTXSID90171975
• Nikkaji Number: J124.164H
• Wikidata: Q27263105
• Mol file: 18704-37-5.mol

Synonyms:8-Chinolinsulfonylchloride;8-Chlorosulfonyl-1-benzazine;8-Chlorosulfonylquinoline;8-Quinolinylsulfonyl chloride;8-Quinolylsulfonyl chloride;NSC 91506;Quinoline-8-sulfonic acid chloride;

Chemical Property of 8-Quinolinesulfonyl chloride

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 126-129 °C(lit.)
• Refractive Index: 1.535
• Boiling Point: 355.9 °C at 760 mmHg
• PKA: 0?+-.0.17(Predicted)
• Flash Point: 169 °C
• PSA: 55.41000
• Density: 1.483 g/cm³
• LogP: 3.24310
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: methanol: soluble10mg/mL, clear, colorless to light yellow
• XLogP3: 1.9
• 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:

99% ^*data from raw suppliers

Quinoline-8-sulfonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)S(=O)(=O)Cl)N=CC=C2
• Uses: 8-Quinolinesulfonyl chloride was used as a coupling reagent in oligonucleotide synthesis. It was also used in the synthesis of olefins from secondary esters at moderate temperature

Technology Process of 8-Quinolinesulfonyl chloride

There total 9 articles about 8-Quinolinesulfonyl 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%

8-mercaptoquinoline (491-33-8) → quinoline-8-sulfonyl chloride (18704-37-5)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; acetic acid; In dichloromethane; water; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.11.047

Reference yield: 99.0%

8-quinolinesulfonic acid (85-48-3) → quinoline-8-sulfonyl chloride (18704-37-5)

Guidance literature:

With thionyl chloride; at 40 - 70 ℃; for 4h;

Reference yield: 99.0%

bis(8-quinolinyl)disulfide (1160-28-7) → quinoline-8-sulfonyl chloride (18704-37-5)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; acetic acid; In dichloromethane; water; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.11.047

upstream raw materials:

8-quinolinesulfonic acid

1-(quinoline-8-sulphonyl)-3-n-butylurea

quinoline

8-quinolinesulfonamide

Downstream raw materials:

trans-4-tert-butylcyclohexyl 8-quinolinesulfonate

(-)-<(-)-menthyl 8-quinolinesulfinate>

l-menthyl 8-quinolinesulfonate

N_α-(8-Chinolinsulfonyl)-4-cyanphenylalanin

Refernces

• 1、 Chen, Guang-Le,He, Shi-Hui,Cheng, Liang,Liu, Feng. "Copper-Catalyzed N-Directed Distal C(sp3)-H Sulfonylation and Thiolation with Sulfinate Salts". supporting information. p. 8338 - 8342. Retrieved 2021/10/25.
• 2、 -. "Preparation method of genotoxic fasudil hydrochloride impurities". Paragraph 0026. . Retrieved 2020/06/05.