Production Method 1

675578-65-1

86-99-7

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  overnight, reflux
1.2 Reagents: Water

Reference

A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents

Theeraladanon, Chumpol; et al, Tetrahedron, 2004, 60(13), 3017-3035

Production Method 2

86-98-6

86-99-7

Reaction Conditions

1.1 Reagents: Acetic acid ;  1 h, 125 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  rt
1.3 Reagents: Acetic acid ;  acidified, rt

Reference

Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?

Terzic, Natasa; et al, Journal of Medicinal Chemistry, 2016, 59(1), 264-281

Production Method 3

26707-52-8

86-99-7

Reaction Conditions

1.1 Reagents: Hydrogen bromide Solvents: Water ;  4 h, 105 °C; 105 °C → rt
1.2 Reagents: Water

Reference

Efficient method for demethylation of aryl methyl ether using Aliquat-336

Waghmode, Suresh B.; et al, Synthetic Communications, 2013, 43(24), 3272-3280

Production Method 4

408315-05-9

86-99-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water

Reference

Cleavage of organic sulfides with chlorine

Baker, Robert H.; et al, Journal of the American Chemical Society, 1946, 68, 2636-9

Production Method 5

3412-99-5

86-99-7

Reaction Conditions

1.1 4 h, 240 °C; 240 °C → rt
1.2 Solvents: Hexane ;  15 min, rt

Reference

Design, synthesis and study of antibacterial and antitubercular activity of quinoline hydrazone hybrids

Shruthi, T. G.; et al, Heterocyclic Communications, 2020, 26(1), 137-147

Production Method 6

21617-15-2

86-99-7

Reaction Conditions

Reference

4-Hydroxyquinolines

, European Patent Organization, , ,

Production Method 7

108-59-8

86-99-7

Reaction Conditions

1.1 Catalysts: Magnesium ,  Ammonium chloride
2.1 -
2.2 Reagents: Sodium hydroxide Solvents: Water

Reference

Process for producing isomer-free 7-chloro-4-hydroxyquinoline

, Hungary, , ,

Production Method 8

86-99-7

Reaction Conditions

1.1 Catalysts: Grubbs second generation catalyst Solvents: Dichloromethane ;  1 h, 50 °C
2.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  overnight, reflux
2.2 Reagents: Water

Reference

A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents

Theeraladanon, Chumpol; et al, Tetrahedron, 2004, 60(13), 3017-3035

Production Method 9

86-98-6

86-99-7

Reaction Conditions

1.1 Reagents: Acetic acid

Reference

Reaction of 4,7-dichloroquinoline with acetic acid

Cutler, Royal A.; et al, Journal of the American Chemical Society, 1950, 72, 3394-5

Production Method 10

86-98-6

86-99-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid ,  Water

Reference

Displacement of nuclear hydroxyl in quinoline series by aryl-S group

Illuminati, G.; et al, Journal of the American Chemical Society, 1950, 72, 4288-9

Production Method 11

3412-99-5

86-99-7

Reaction Conditions

1.1 Reagents: Hexane Solvents: 1,1′-Biphenyl, mixt. with 1,1′-oxybis[benzene] ;  15 min, rt

Reference

Synthesis, antituberculosis studies and biological evaluation of new quinoline derivatives carrying 1,2,4-oxadiazole moiety

Shruthi, T. G.; et al, Bioorganic & Medicinal Chemistry Letters, 2019, 29(1), 97-102

Production Method 12

2033-24-1

86-99-7

Reaction Conditions

1.1 Reagents: Trimethyl orthoformate ;  1 h, reflux; cooled
1.2 Solvents: Dimethylformamide ;  2 h, reflux; reflux → rt
1.3 Solvents: Water ;  rt
1.4 Solvents: Diphenyl ether ;  5 min, rt → 300 °C; 300 °C → rt

Reference

Synthesis of ring-substituted 4-aminoquinolines and evaluation of their antimalarial activities

Madrid, Peter B.; et al, Bioorganic & Medicinal Chemistry Letters, 2005, 15(4), 1015-1018

Production Method 13

140646-24-8

86-99-7

Reaction Conditions

1.1 -
1.2 Reagents: Sodium hydroxide Solvents: Water

Reference

Process for producing isomer-free 7-chloro-4-hydroxyquinoline

, Hungary, , ,

Production Method 14

16600-22-9

86-99-7

Reaction Conditions

Reference

Synthesis and antitumor activity of halogen-substituted 4-(3,3-dimethyl-1-triazeno)quinolines

Lin, Ai Jeng; et al, Journal of Medicinal Chemistry, 1978, 21(3), 268-72

Production Method 15

87-13-8

86-99-7

Reaction Conditions

1.1 4 h, 110 °C; 110 °C → rt
1.2 Solvents: Hexane ;  15 min, rt
2.1 4 h, 240 °C; 240 °C → rt
2.2 Solvents: Hexane ;  15 min, rt

Reference

Design, synthesis and study of antibacterial and antitubercular activity of quinoline hydrazone hybrids

Shruthi, T. G.; et al, Heterocyclic Communications, 2020, 26(1), 137-147

Production Method 16

87-13-8

86-99-7

Reaction Conditions

1.1 Solvents: Diethyl (ethoxymethylene)malonate ;  4 h, 110 °C
2.1 Reagents: Hexane Solvents: 1,1′-Biphenyl, mixt. with 1,1′-oxybis[benzene] ;  15 min, rt

Reference

Synthesis, antituberculosis studies and biological evaluation of new quinoline derivatives carrying 1,2,4-oxadiazole moiety

Shruthi, T. G.; et al, Bioorganic & Medicinal Chemistry Letters, 2019, 29(1), 97-102

Production Method 17

18162-48-6

675578-63-9

86-99-7

Reaction Conditions

1.1 Reagents: Triethylamine ,  Sodium iodide Solvents: Acetonitrile ;  1 h, reflux
1.2 Reagents: Sodium bicarbonate Solvents: Water
2.1 Catalysts: Grubbs second generation catalyst Solvents: Dichloromethane ;  1 h, 50 °C
3.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  overnight, reflux
3.2 Reagents: Water

Reference

A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents

Theeraladanon, Chumpol; et al, Tetrahedron, 2004, 60(13), 3017-3035

7-chloroquinolin-4(1H)-one Raw materials

• Dimethyl malonate
• 2,2-dimethyl-1,3-dioxane-4,6-dione
• 1,3-diethyl 2-(ethoxymethylidene)propanedioate
• tert-butyl(chloro)dimethylsilane
• Propanedioic acid, [[(3-chlorophenyl)amino]methylene]-, dimethyl ester
• Quinoline, 7-chloro-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-dihydro-1-[(4-methylphenyl)sulfonyl]-
• 4,7-Dichloroquinoline
• Ethyl 7-chloro-4-hydroxyquinoline-3-carboxylate
• Benzenesulfonamide, N-(2-acetyl-5-chlorophenyl)-4-methyl-N-2-propen-1-yl-
• Diethyl 2-(((3-chlorophenyl)amino)methylene)malonate
• 7-chloro-1,2,3,4-tetrahydroquinolin-4-one
• 7-chloro-4-methoxyquinoline
• 4,7-Dichloro-6-quinolinesulfonyl chloride

7-chloroquinolin-4(1H)-one Preparation Products

• 7-chloroquinolin-4(1H)-one (86-99-7)

• 1. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Hydroquinolones
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Quinolones and derivatives Hydroquinolones

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