86-95-3

Basic information

• Product Name: 2,4-Quinolinediol
• Synonyms: 4-HYDROXYCARBOSTYRIL;4-HYDROXYQUINOLIN-2(1H)-ONE;4-HYDROXY-2(1H)-QUINOLINONE;4-HYDROXY-2(1H)-QUINOLONE;2(1H)-QUINOLINONE, 4-HYDROXY;2,4-DIHYDROXYQUINOLINE;4-hydroxy-2(1h)-quinolinon;4-hydroxy-2-quinolinone
• CAS NO: 86-95-3
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• EINECS: 201-711-0
• Product Categories: Quinoline series;Quinolines, Quinazolines and derivatives;Quinolines;API intermediates;Hydroxyquinolines;Quinoline
• Mol File: 86-95-3.mol
• Article Data: 45

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 287.44°C (rough estimate)
• Flash Point: 137.5 °C
• Appearance: Very light brown/Powder
• Density: 1.2480 (rough estimate)
• Refractive Index: 1.5050 (estimate)
• Storage Temp.: Room temperature.
• PKA: 4.50±1.00(Predicted)
• Water Solubility: Insoluble in water
• BRN: 129767
• CAS DataBase Reference: 2,4-Quinolinediol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Quinolinediol(86-95-3)
• EPA Substance Registry System: 2,4-Quinolinediol(86-95-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: FG7300000
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 86-95-3(Hazardous Substances Data)

Usage

Description

2,4-Quinolinediol, also known as 4-hydroxy-2-quinolone, is a heteroaryl hydroxy compound that features a 2-quinolone structure substituted at position 4 by a hydroxy group. It is characterized by its very light brown powder form and is known for its chemical properties that make it suitable for various applications.

Uses

Used in Pharmaceutical Industry:
2,4-Quinolinediol is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to form stable derivatives and facilitate the development of new drugs.
Used in Chemical Research:
In the field of chemical research, 2,4-Quinolinediol is utilized as a reagent or building block for the creation of complex organic molecules, contributing to the advancement of chemical knowledge and the discovery of novel chemical entities.
Used in Analytical Chemistry:
2,4-Quinolinediol is employed as an analytical standard or reference compound in various analytical techniques, such as chromatography and spectroscopy, to ensure accurate measurements and comparisons in chemical analysis.
Used in Material Science:
In material science, 2,4-Quinolinediol may be used as a component in the development of new materials with specific properties, such as conductivity, stability, or reactivity, depending on the desired application.
These applications highlight the versatility of 2,4-Quinolinediol and its potential to contribute to various industries and scientific fields.

InChI:InChI=1/C9H7NO2/c11-8-5-9(12)10-7-4-2-1-3-6(7)8/h1-5H,(H2,10,11,12)

Upstream product

• 91-22-5 quinoline 
• 20628-20-0 ethyl N-acetylanthranilate 
• 57206-51-6 2-(2-Nitrobenzoyl)acetessigsaeureethylester 
• 6140-13-2 (2-acetylphenyl)carbamic acid ethyl ester 
• 22751-16-2 2-nitrobenzoylacetic acid 
• 16662-90-1 3-(2-aminophenyl)-3-oxopropanoic acid 
• 134-20-3 2-carbomethoxyaniline 
• 141-82-2 malonic acid 
• 62-53-3 aniline 
• 189274-62-2 Oxazolo[3,2-a]quinoline-1,2,5-trione 
• 408508-16-7 (2-formylamino-phenyl)-propiolic acid ethyl ester 
• 524-14-1 S-(hydrogen malonyl)coenzyme A 
• 1504-06-9 3-methylindolin-2-one 
• 83-34-1 3-Methylindole 

Downstream Products

• 62668-78-4 4-hydroxy-3-phenyl-6H-pyrano[3,2-c]quinoline-2,5-dione 
• 88893-96-3 2-methyl-3-phenyl-5H-furo[3,2-c]quinolin-4-one 
• 18693-11-3 4-hydroxy-3-(phenylthio)quinolin-2(1H)-one 
• 5651-01-4 2-(oxalamino)benzoic acid 
• 102661-74-5 4-hydroxy-3-(2-phenyl-benzothiazol-6-ylazo)-1H-quinolin-2-one 
• 264260-06-2 4-hydroxy-6-nitroquinolin-2(1H)-one 
• 110216-87-0 1H-4-amino-2-oxo-1,2-dihydroquinoline 
• 34837-67-7 2-(phenylsulfonamido)benzoic acid 
• 1591873-45-8 C₃₅H₃₁N₃O₄ 
• 1591873-50-5 C₃₆H₃₃N₃O₄ 
• 1591873-47-0 C₃₅H₃₁N₃O₃ 
• 1591873-46-9 C₃₅H₃₁N₃O₄ 
• 1591873-48-1 C₃₆H₃₃N₃O₃ 
• 1591873-49-2 C₃₅H₂₉ClFN₃O₃ 

Relevant articles and documents

One-step Synthesis of 3-Unsubstituted 4-Hydroxy-2(1H)-Quinoline

3-Unsubstituted 4-hydroxy-2(1H)-quinolone (DHQ) derivatives were synthesized from aniline derivatives and diethyl malonate at low temperature using AlCl3 as catalyst and Eaton reagent as acidic environment. A reaction mechanism was proposed and elucidated. Different synthetic intermediates are specially prepared or purified and used to understand the reaction and validation mechanism.

Sequential Oxidative Fragmentation and Skeletal Rearrangement of Peroxides for the Synthesis of Quinazolinone Derivatives

For the first time, the sequential reaction of peroxyoxindole that involves base-promoted oxidative fragmentation to isocyanate formation and primary amine or amino alcohol accelerated skeletal rearrangement to synthesize exo-olefinic-substituted quinazolinone or oxazoloquinazolinone is reported. The advantages of this new reaction include a broad substrate scope and transition-metal-free and room-temperature conditions. The formation of the isocyanate as a key intermediate that accelerates oxidative skeletal rearrangement has been confirmed by trapping experiments and spectroscopic evidence.

Method for preparing 4-hydroxyquinolin-2(1H)-one compound

The invention discloses a method for preparing a 4-hydroxyquinolin-2(1H)-one compound, which comprises the following steps of: reacting 2-ethynylaniline as shown in a formula (1) and carbon dioxide which are used as raw materials in an ionic liquid in the presence of a silver salt catalyst to obtain the 4-hydroxyquinoline-2 (1H)-one compound as shown in a formula (II). The reaction equation is shown in the specification. When the method disclosed by the invention is applied to the reaction for preparing the 4-hydroxyquinolin-2(1H)-one compound, the reaction conditions are relatively mild, the dosage of the silver salt catalyst is small, the separation and purification process of the product is relatively simple, the product yield is high, and the application range of a substrate is wide.