38470-26-7

Basic information

• Product Name: 6-FLUORO-2,3-DIHYDROQUINOLIN-4(1H)-ONE
• Synonyms: 6-FLUORO-2,3-DIHYDROQUINOLIN-4(1H)-ONE;6-fluoro-2,3-dihydro-1H-quinolin-4-one;6-Fluoro-2,3-dihydro-4(1H)-quinolone
• CAS NO: 38470-26-7
• Molecular Formula: C₉H₈FNO
• Molecular Weight: 165.16
• Mol File: 38470-26-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 70-72 °C
• Boiling Point: 305.8±42.0 °C(Predicted)
• Appearance: /
• Density: 1.241±0.06 g/cm3(Predicted)
• PKA: 2.61±0.20(Predicted)
• CAS DataBase Reference: 6-FLUORO-2,3-DIHYDROQUINOLIN-4(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-2,3-DIHYDROQUINOLIN-4(1H)-ONE(38470-26-7)
• EPA Substance Registry System: 6-FLUORO-2,3-DIHYDROQUINOLIN-4(1H)-ONE(38470-26-7)

Safety Data

• Hazardous Substances Data: 38470-26-7(Hazardous Substances Data)

Usage

General Description

6-FLUORO-2,3-DIHYDROQUINOLIN-4(1H)-ONE is a chemical compound that belongs to the quinoline family. It consists of a quinoline ring with a fluorine atom and a ketone group attached to it. 6-FLUORO-2,3-DIHYDROQUINOLIN-4(1H)-ONE is used in research and pharmaceutical industries for the development of new drugs and molecules. It has potential biological activities and may be used as a building block in the synthesis of pharmaceuticals and agrochemicals. Its structural features make it a valuable intermediate in organic synthesis and medicinal chemistry.

Upstream product

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Downstream Products

• 391-77-5 4-Chloro-6-fluoroquinoline 
• 81892-46-8 6-fluoro-4-oximino-1-propionyl-1,2,3,4-tetrahydroquinoline 
• 890841-79-9 C₁₆H₁₄FNO 

Relevant articles and documents

2,3-dihydro-1H-quinoline-4-ketone thiosemicarbazone derivatives as well as preparation method and application thereof

The invention discloses 2,3-dihydro-1H-quinoline-4-ketone thiosemicarbazone derivatives as well as a preparation method and application thereof. The structural formula of the derivatives is as shown in a formula (I): (the formula is as shown in the description), wherein R1 is halogen, alkyl or alkoxy; R2 is hydrogen, halogen or alkoxy; R3 is hydrogen or halogen; R4 is hydrogen or halogen; X is hydrogen, acetyl or nitryl; and Y is hydrogen or phenyl. The derivatives can obviously inhibit proliferation of tumor cells, and has significant inhibition effect on multiple cancer cell strains such asbreast cancer cells, melanoma cells and prostatic cancer cells; and the anti-tumor activity is obviously better than that of a broad-spectrum anti-cancer medicine cis-platinum. In addition, the preparation process of the derivatives is simple, the conditions are mild, the sources of the raw materials are rich, the production cost is low, and potential medicinal value and good application prospectin the aspect of preparing a novel anti-tumor medicine are achieved.

Synthesis of new tricyclic 5,6-dihydro-4H-benzo[b][1,2,4]tri-azolo[1,5-d][1,4]diazepine derivatives by [3+ + 2]-cyclo-addition/rearrangement reactions

Two new series of tricyclic heterocycles, namely 5,6-dihydro-4H-benzo[b][1,2,4]triazolo[1,5-d][1,4]diazepinium salts 10 and the related neutral, free bases 13 were synthesized from 4-acetoxy-1-acetyl-4-phenylazo-1,2,3,4-tetrahydroquinolines 8 and nitriles 9 in the presence of aluminium chloride by the [3+ + 2]-cycloaddition reaction of the in situ generated azocarbenium intermediates 14 followed by a ring-expansion rearrangement. In the rearrangement reaction, the phenyl substituent in the initially formed spiro-triazolium adducts 16 underwent a [1,2]-migration from C(3) to the electron-deficient N(2). This led to the ring expansion from 6-membered piperidine to 7-membered diazepine furnishing the tricyclic 1,2,4-triazole-fused 1,4-benzodiazepines.

Superacid-catalyzed tandem Meyer–Schuster rearrangement/intramolecular hydroamination of o-anilinopropargyl alcohols for the synthesis of 2,3-dihydro-4(1H)-quinolones

A TfOH-catalyzed synthesis of 2,3-dihydro-4(1H)-quinolones from o-anilinopropargyl alcohols was developed. Studies of N-protecting groups and substituents in phenyl rings showed that diverse groups could be applied. By controlling the catalyst loading, o-anilinopropargyl alcohols underwent the expected transformation smoothly to produce N-protected or N-deprotected 2,3-dihydro-4 (1H)-quinolones in good yields. This transformation probably involved a tandem Meyer–Schuster rearrangement/intramolecular hydroamination reaction process.