2-Chloroquinoline-6-sulfonyl chloride

Base Information

• Chemical Name: 2-Chloroquinoline-6-sulfonyl chloride
• CAS No.: 205055-71-6
• Molecular Formula: C₉H₅Cl₂NO₂S
• Molecular Weight: 262.116
• Hs Code.: 2933499090
• European Community (EC) Number: 825-307-4
• DSSTox Substance ID: DTXSID90585472
• Nikkaji Number: J1.185.654C
• Wikidata: Q72459340
• Mol file: 205055-71-6.mol

Synonyms:2-chloroquinoline-6-sulfonyl chloride;205055-71-6;6-Quinolinesulfonyl chloride, 2-chloro-;2-chloroquinoline-6-sulfonylchloride;MFCD09040791;2-Chloro-6-quinolinesulfonyl Chloride;SCHEMBL517099;DTXSID90585472;OBSXSFGTHBBROC-UHFFFAOYSA-N;AKOS000137983;BS-14009;CS-0244278;EN300-27464;2-chloroquinoline-6-sulfonyl chloride, AldrichCPR

Chemical Property of 2-Chloroquinoline-6-sulfonyl chloride

Chemical Property:

• Appearance/Colour: Beige Solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 137-140°C
• Boiling Point: 411.621 °C at 760 mmHg
• PKA: -1.94±0.43(Predicted)
• Flash Point: 202.741 °C
• PSA: 55.41000
• Density: 1.585 g/cm³
• LogP: 3.89650
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 260.9418050
• Heavy Atom Count: 15
• Complexity: 328

Purity/Quality:

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

2-Chloroquinoline-6-sulfonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=N2)Cl)C=C1S(=O)(=O)Cl
• Uses: 2-Chloroquinoline-6-sulfonyl Chloride (cas# 205055-71-6) is a compound useful in organic synthesis.

Technology Process of 2-Chloroquinoline-6-sulfonyl chloride

There total 7 articles about 2-Chloroquinoline-6-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: 43.0%

6-Amino-2-chloroquinoline (238756-47-3) → 2-chloro-6-chlorosulfonylquinoline (205055-71-6)

Guidance literature:

6-Amino-2-chloroquinoline; With hydrogenchloride; acetic acid; sodium nitrite; In water; acetonitrile; at 0 ℃; for 0.333333h;

With sulfur dioxide; In water; acetonitrile; at 0 ℃; for 2h;

With copper dichloride; In water; acetonitrile; at 0 - 20 ℃;

Reference yield:

6-bromo-2-chloroquinoline (1810-71-5) → 2-chloro-6-chlorosulfonylquinoline (205055-71-6)

Guidance literature:

6-bromo-2-chloroquinoline; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With sulfur dioxide; In diethyl ether;

With sulfuryl dichloride; In hexane;

DOI:10.1016/S0960-894X(99)00466-7

Reference yield:

C9H7NS2 (110131-14-1) → 2-chloro-6-chlorosulfonylquinoline (205055-71-6)

Guidance literature:

With hydrogenchloride; sodium hypochlorite; In chloroform; water; N,N-dimethyl-formamide; at 10 ℃;

DOI:10.3987/COM-09-11855

upstream raw materials:

6-bromo-2-chloroquinoline

6-bromo-2-quinolone

4-bromo-aniline

N-(4-bromophenyl)prop-2-enamide

Refernces

• 1、 -. "Multicyclic sulfonamide compounds as inhibitors of histone deacetylase for the treatment of disease". Page/Page column 18; 26. . Retrieved 2010/11/25.
• 2、 Becker, Michael R.,Ewing, William R.,Davis, Roderick S.,Pauls, Henry W.,Ly, Cuong,Li, Aiwen,Mason, Helen J.,Choi-Sledeski, Yong Mi,Spada, Alfred P.,Chu, Valeria,Brown, Karen D.,Colussi, Dennis J.,Leadley, Robert J.,Bentley, Ross,Bostwick, Jeff,Kasiewski, Charles,Morgan, Suzanne. "Synthesis, SAR and in vivo activity of novel thienopyridine sulfonamide pyrrolidinones as factor Xa inhibitors". . p. 2753 - 2758. Retrieved 2007/10/03.