2- Hydroxy-1,4-naphthoquinone, conversion

The conversion of 2-hydroxy-3 alkyl-l, 4-naphthoquinones by the action of alkaline permanganate into the next lower homolog has been extensively studied. A modified procedure involves the treatment of the naphthoquinone with hydrogen peroxide in dioxane-soda solution followed... 

An additional or alternative experiment is conversion of 2-methyl-1,4-naphthoquinone (5) through the oxide into the 3-hydroxy compound, phthiocol, which has been isolated from human tubercle bacilli after saponification, probably as a product of cleavage of vitamin Kj (see Experiment 5). 

Su ate esters. Baumgarten showed that the reagent sulfates substances such as hydrazine, diethylamine, phenol, and naphthalene. It has been used in preparation of carbohydrate sulfate esters, sterol sulfate esters, phenol sulfate esters. 2-Hydroxy-3-alkyl-l,4-naphthoquinone antimalarials can be separated from metabolites hydroxylated in the side chain by conversion of the hydroxylated metabolites into water-soluble sulfate esters and extraction with water. Hydroxy-hydrolapachol (1), which was identified as a metabolite of hydrolapachol and which... 

Pyrazolo[3,4-Z)]pyridines, the 7-chloro-6-fluoro-2,4-dimethylquinoline and its mercapto-thiadiazolyl or oxadiazolyl quinolines 21 were prepared via Diels-Alder reaction conversion of methyl 2-(3-oxo-3-phenylpropenylamino)benzoate into 3-benzoyl-l.S -quinolin-4-one 22 . A mixture of aniline derivatives and malonic ester gave a variety of 3-aryl-4-hydroxyquinolin-2(l//)-ones 23. Condensation of isatins with ketones afforded quinoline-4-carboxylic acids. 2-Aryl-l,2,3,4-tetrahydro-4-quinolinones 22 and carbazolylquinolone were also prepared. The substitution of 2-chloroquinoline gave the 2-substituted quinolines. Basic alumina has catalyzed the C-C bond formation between 2-hydroxy-1,4-naphthoquinone and 2-chloroquinoline derivative to give 21. Reaction of organic halides with 8-hydroxyquinolines gave the respective ethers. The azodye derivatives of 21 were prepared in the absence of solvent. Silica gel catalyzed the formation of 2-ketomethylquinolines from reaction of 2-methylquinolines with acyl chlorides. 

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