41878-51-7

Basic information

• Product Name: 3-Chloro-4-hydroxy-1-Methylquinolin-2(1H)-one
• Synonyms: 3-Chloro-4-hydroxy-1-Methylquinolin-2(1H)-one
• CAS NO: 41878-51-7
• Molecular Formula: C₁₀H₈ClNO₂
• Molecular Weight: 209.62902
• Mol File: 41878-51-7.mol

Chemical Properties

• Boiling Point: 280.4°C at 760 mmHg
• Flash Point: 123.4°C
• Appearance: /
• Density: 1.47g/cm³
• Vapor Pressure: 0.00181mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-Chloro-4-hydroxy-1-Methylquinolin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4-hydroxy-1-Methylquinolin-2(1H)-one(41878-51-7)
• EPA Substance Registry System: 3-Chloro-4-hydroxy-1-Methylquinolin-2(1H)-one(41878-51-7)

Safety Data

• Hazardous Substances Data: 41878-51-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H8ClNO2/c1-12-7-5-3-2-4-6(7)9(13)8(11)10(12)14/h2-5,14H,1H3

Upstream product

• 68903-69-5 1-methyl-3-(phenyl-λ³-iodanylidene)quinoline-2,4(1H,3H)-dione 
• 36949-55-0 4-hydroxy-1-methyl-3-nitro-2-(1H)quinolinone 
• 1677-46-9 4-hydroxy-1-methyl-2(1H)-quinolone 

Downstream Products

• 18693-13-5 4-hydroxy-1-methyl-3-phenylsulfanylquinolin-2(1H)-one 
• 531502-88-2 4-chloro-1-methyl-3-phenylsulfonylquinolin-2(1H)-one 
• 531502-91-7 4-azido-1-methyl-3-phenylsulfanylquinolin-2(1H)-one 
• 380633-14-7 4-chloro-1-methyl-3-phenylsulfanylquinolin-2(1H)-one 
• 69380-18-3 1,2-Dihydro-4-hydroxy-1-methyl-3-phenylsulfonyl-2-chinolon 
• 69146-80-1 4-hydroxy-1-methyl-3-phenylsulfinylquinolin-2(1H)-one 

Relevant articles and documents

Manganese(III) acetate mediated radical reactions leading to araliopsine and related quinoline alkaloids

Tricyclic quinoline alkaloids, including araliopsine 2, can be prepared in 'one-pot' by reaction of 4-hydroxy-1-methyl-2(1H)-quinoline 5 or 2,4-quinolinediol 31 with manganese(III) acetate in the presence of a variety of electron-rich alkenes. The reaction mechanism involves an initial intermolecular radical addition reaction followed by radical oxidation and cyclisation steps. Both angular and linear tricyclic alkaloids can be formed and the regioselectivity of the cyclisation is shown to depend on whether alkyl or aryl groups are attached to the alkene.

A radical approach to araliopsine and related quinoline alkaloids using manganese(III) acetate

Reaction of 4-hydroxy-1-methyl-2(1H)-quinolone 3 with electron-rich alkenes and manganese(III) acetate produces tricyclic quinoline alkaloids, including araliopsine 1, in one-pot reactions. This combined intermolecular addition-cyclisation reaction produces angular and/or linear tricycles and the regioselectivity of the cyclisation is shown to depend on whether alkyl or aryl substituents are attached to the alkene. (C) 2000 Elsevier Science Ltd.

SPIROCYCLIC MEISENHEIMER COMPLEXES. XXXV. POSSIBLE FORMATION OF ANIONIC SPIRO ? COMPLEXES IN THE 3-NITRO-2(1H)-QUINOLINONE SYSTEM

The reaction of 1-methyl-3-nitro- and 1-methyl-3,6-dinitro-4-chloro-2(1H)-quinolinones with 1,2-ethanedithiol leads to 1-methyl-3-nitro- and 1-methyl-3,6-dinitrospirodithiolanes>.The ability of the latter to form anionic Meisenheimer spiro ? complexes is less than in the analogous derivatives of benzopyranone and benzothiopyranone.

Ylides of Heterocycles, VIII. Reactions of Iodonium-Ylides with Acids

The reaction of various organic and inorganic acids (HX) with iodonium ylides 2 leads to nucleophilic substitution of the iodobenzene substituent by the anion X(-) to yield the heterocycles 5.Some of them are hydrolyzed to the hydroxy compounds 3 or reduced to the starting compounds 1 under the reaction conditions.Reaction of the iodonium ylide 2b with monomethyl sulfate gives the salt 9, which with bases undergoes nucleophilic substitution to compounds 8 and 10-12, respectively, or is converted to 2b again. - Keywords: 3-Acetoxy-4-hydroxy-2-quinolones; 2-Oxoquinoline-4-olates; 3-Substituted 4-hydroxy-2-quinolones