3373-00-0

Basic information

• Product Name: 1,2,3,4-TETRAHYDROQUINOLIN-6-OL
• Synonyms: 1,2,3,4-TETRAHYDROQUINOLIN-6-OL;6-HYDROXY-1,2,3,4-TETRAHYDROQUINOLINE;6-hydroxy-1,2,3,4-Tetrahydro-quinolin;1,2,3,4-Tetrahydro-6-quinolinol;1,2,3,4-Tetrahydroquinoline-6-ol;5-hydroxy-1,2,3,4-Tetrahydro-quinolin;1,2,3,4-tetrahydroquinolin-6-ol hydrochloride
• CAS NO: 3373-00-0
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19
• EINECS: 222-153-4
• Product Categories: Quinolines, Quinazolines and derivatives;pharmacetical;Aromatics;Heterocycles
• Mol File: 3373-00-0.mol
• Article Data: 22

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 337.5 °C at 760 mmHg
• Flash Point: 189.3 °C
• Appearance: Off-white solid
• Density: 1.141 g/cm³
• Vapor Pressure: 5.35E-05mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Methanol
• PKA: 11.48±0.20(Predicted)
• CAS DataBase Reference: 1,2,3,4-TETRAHYDROQUINOLIN-6-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRAHYDROQUINOLIN-6-OL(3373-00-0)
• EPA Substance Registry System: 1,2,3,4-TETRAHYDROQUINOLIN-6-OL(3373-00-0)

Safety Data

• Hazardous Substances Data: 3373-00-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

A potential amoebicide.

InChI:InChI=1/C9H11NO/c11-8-3-4-9-7(6-8)2-1-5-10-9/h3-4,6,10-11H,1-2,5H2

Upstream product

• 580-16-5 6-hydroxyquinoline 
• 120-15-0 6-methoxy-1,2,3,4-tetrahydroquinoline 
• 5263-87-6 6-methoxy quinoline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 578-66-5 8-amino quinoline 
• 104-94-9 4-methoxy-aniline 
• 7732-18-5 water 
• 7664-93-9 sulfuric acid 

Downstream Products

• 855871-84-0 1-benzoyl-1,2,3,4-tetrahydro-quinolin-6-ol 
• 327044-56-4 6-Hydroxy-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester 
• 676255-04-2 1-benzenesulfonyl-6-(3-piperidin-1-yl-propoxy)-1,2,3,4-tetrahydro-quinoline 
• 754977-12-3 1-cyclohexylmethyl-6-(3-piperidin-1-yl-propoxy)-1,2,3,4-tetrahydro-quinoline 
• 62265-68-3 quinfamide 
• 62265-70-7 6-benzoyloxy-1-dichloroacetyl-1,2,3,4-tetrahydro-quinoline 
• 580-16-5 6-hydroxyquinoline 
• 62265-67-2 1-dichloroacetyl-1,2,3,4-tetrahydro-quinolin-6-ol 
• 855871-82-8 6-acetoxy-1-benzoyl-1,2,3,4-tetrahydro-quinoline 
• 24223-33-4 1-benzoyl-6-methoxy-1,2,3,4-tetrahydro-quinoline 
• 873970-10-6 1-cyclohexanecarbonyl-1,2,3,4-tetrahydro-quinolin-6-ol 

Relevant articles and documents

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Utilization of renewable formic acid from lignocellulosic biomass for the selective hydrogenation and/or N-methylation

Lignocellulosic biomass is one of the most abundant renewable sources in nature. Herein, we have developed the utilization of renewable formic acid from lignocellulosic biomass as a hydrogen source and a carbon source for the selective hydrogenation and further N-methylation of various quinolines and the derivatives, various indoles under mild conditions in high efficiencies. N-methylation of various anilines is also developed. Mechanistic studies indicate that the hydrogenation occurs via a transfer hydrogenation pathway.

Boric acid catalyzed chemoselective reduction of quinolines

Boric acid promoted transfer hydrogenation of substituted quinolines to synthetically versatile 1,2,3,4-tetrahydroquinolines (1,2,3,4-THQs) was described under mild reaction conditions using a Hantzsch ester as a mild organic hydrogen source. This methodology is practical and efficient, where isolated yields are excellent and reducible functional groups are well tolerated in the N-heteroarene moiety. The reaction parameters and tentative mechanistic pathways are demonstrated by various control experiments and NMR studies. The present work can also be scaled up to obtain gram quantities and the utility of the developed process is illustrated by the transformation of 1,2,3,4-THQs into a series of biologically important molecules including the antiarrhythmic drug nicainoprol.