10304-39-9

Basic information

• Product Name: 8-(TOSYLAMINO)QUINOLINE
• Synonyms: 8-(4-tolylsulfonylamino)quinoline;8-(TOSYLAMINO)QUINOLINE;N-(8-QUINOLYL)TOLUENE-4-SULFONAMIDE;4-Methyl-N-(8-quinolinyl)benzenesulfonamide;N-(8-Quinolinyl)-4-methylbenzenesulfonamide;N-(8-Quinolinyl)-p-toluenesulfonamide;N-(8-Quinolyl)-4-methylbenzenesulfonamide;N-(Quinoline-8-yl)-4-methylbenzenesulfonamide
• CAS NO: 10304-39-9
• Molecular Formula: C₁₆H₁₄N₂O₂S
• Molecular Weight: 298.36
• Mol File: 10304-39-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 154-158 °C(lit.)
• Boiling Point: 492.1°Cat760mmHg
• Flash Point: 251.4°C
• Appearance: White to pale brown/Solid
• Density: 1.342g/cm³
• Vapor Pressure: 7.94E-10mmHg at 25°C
• Refractive Index: 1.679
• PKA: 7.58±0.30(Predicted)
• BRN: 264159
• CAS DataBase Reference: 8-(TOSYLAMINO)QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-(TOSYLAMINO)QUINOLINE(10304-39-9)
• EPA Substance Registry System: 8-(TOSYLAMINO)QUINOLINE(10304-39-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DB2948850
• TSCA: Yes
• Hazardous Substances Data: 10304-39-9(Hazardous Substances Data)

Usage

General Description

8-(Tosylamino)quinoline is a synthetic chemical compound from the class of organic compounds known as quinolines and derivatives. These compounds contain a ring system made up of a benzene ring fused to a pyridine ring. Observe that the functional group on this organic compound contains sulfur, oxygen, and nitrogen atoms. The chemical compound name "tosyl" suggests it is a p-toluenesulfonate "protecting group," commonly used in organic chemistry to make amines less reactive. However, not much information is currently available about 8-(tosylamino)quinoline, including its detailed properties, uses, or safety profile, as it appears to be a less commonly used or studied compound.

InChI:InChI=1/C16H14N2O2S/c1-12-7-9-14(10-8-12)21(19,20)18-15-6-2-4-13-5-3-11-17-16(13)15/h2-11,18H,1H3

Upstream product

• 88-74-4 2-nitro-aniline 
• 607-35-2 8-nitroquinoline 
• 578-66-5 8-amino quinoline 
• 98-59-9 p-toluenesulfonyl chloride 
• 1620100-87-9 8-((4-methylphenyl)sulfonamido)-quinoline N-oxide 

Downstream Products

• 461054-23-9 Ni(C₉H₆NNSO₂C₆H₄CH₃)2(H₂O)2 
• 1337558-54-9 [Pt(PPh₃)2(8-(tosylamino)quinioline(-H))][BPh₄] 
• 16204-88-9 N-(5-bromoquinolin-8-yl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Sodium chlorate as a viable substoichiometric oxidant for cobalt-catalyzed oxidative annulation of aryl sulfonamides with alkynes

In this work, NaClO3is demonstrated for the first time as an efficient and versatile oxidant in the catalytic C–H activation reaction. By using sodium chlorate as the oxidant, a highly regioselective cobalt-catalyzed oxidative annulation of ary

Synthesis of 8-Aminoquinolines by Using Carbamate Reagents: Facile Installation and Deprotection of Practical Amidating Groups

Described herein is the development of practical routes to 8-aminoquinolines by using readily installable and easily deprotectable amidating reagents. Two scalable procedures were optimized under RhIII-catalyzed conditions: i) the use of pre-generated chlorocarbamates and ii) a two-step one-pot process that directly employs carbamates. Both approaches are highly convenient for the gram-scale synthesis of 8-aminoquinolines under mild conditions. Facile deprotection of the synthetically versatile amidating groups was achieved under the Pd-catalyzed transfer hydrogenation conditions with simultaneous deoxygenation of quinoline N-oxides, thus yielding 8-aminoquinolines in excellent overall efficiency.

Small molecule SUMOylation activators are novel neuroprotective agents

Neuronal loss characterizes many of the most intractable nervous system diseases that deprive our ageing population of their quality of life. Neuroprotective pharmacological modalities are urgently needed to address this burgeoning population. Small ubiqu

NEUROPROTECTIVE QUINOLINE SULFONAMIDES

Disclosed herein are methods and compositions comprising compounds capable of activating and increasing protein SUMOylation. Disclosed herein are methods and compositions comprising compounds capable of showing neuroprotective and cytoprotective effects w

Rhodium(i)-catalyzed mono-selective C-H alkylation of benzenesulfonamides with terminal alkenes

The Rh(i)-catalyzed ortho-alkylation of benzenesulfonamides with alkenes with the aid of an 8-aminoquinoline directing group is reported. The reaction is applicable to a variety of benzenesulfonamide derivatives and various alkenes. Curiously, unactivated