Researches on Acridines. Iv. The Preparation of Hydroxy-Acridines and Different 5-Position Acridine Derivatives

Abstract

Both dextrose and levulose, 90 to 95% of the quantities used, were oxidized to carbonates with the liberation of methane and hydrogen. Ninety per cent, or more of the quantities reacting is oxidized in conformity with the equation, C6H12Oe + 8NaOH -> 4Na2C03 + 2H20 + 2CH4 + 4Ha while the balance reacts according to the equation C6H1206 + 12NaOH -> 6Na2C03 + 12H, Under identical conditions sucrose underwent carbonization to such an extent that the possibility of verifying any proposed equations for reactions occurring was precluded.Cellulose was completely oxidized, about 95% of the quantity reacting, in conformity with the equation C6Hi"Os + 14NaOH -> 5Na2COs + Na4C04 + 12H2 while the remaining 5% reacted according to the equation CeHioOs + SNaOH -S-4Na2C03 + H20 + 2CH< + 4H,

Chemiluminescence Involving Peroxide Decompositions

“…124-6" (ref. (24) 126.5-127.5"). The methyl ester dissolved in excess methyl iodide and was heated in a sealed tube at 100" for two hr, giving a mass of deep red crystals, m.p.…”

The Effects of Substituents Introduced into 9-Aminoacridine on Frameshift Mutagenicity and DNA Binding Affinity

“…HREI-MS spectra were obtained with a JEOL JMS-AX505W A instrument, and UV-VIS spectra with a Hitachi V-2000 spectrophotometer. (11). A mixture of anthranilic acid (2.74g, 20mmol), 4-bromotoluene (3.7m!, ca.…”

“…11,12) N-(4'-Methyl)-phenylanthranilic acid (11) was synthesized from anthranilic acid (8) and 4-bromotoluene (10). Treatment of 11 with phosphorus oxychloride followed by phenol and ammonium carbonate gave 2.…”

STUDIES IN THE ACRIDINE SERIES. VI. THE REACTION OF CERTAIN 9-FORMYLACRIDINES WITH 3-DI-n-BUTYL-AMINOPROPYLMAGNESIUM CHLORIDE

“…The synthesis of this substance from diphenylamine, acetic anhydride, and fused zinc chloride was effected according to Porai-Koshits (5). 9-Methylacridine may also be prepared from o-aminoacetophenone and bromobenzene' (10,11).…”

“…We were unable, however, to isolate any 2-methoxy-9-methylacridine from the reaction of 2-methoxyacridone with methyllithium under a variety of conditions. The method ultimately adopted for the large scale preparation of 2-methoxy-9methylacridine consisted of condensing o-aminoacetophenone (10) with 4-bromoanisole followed by cyclization of the resulting substituted diphenylamine according to Jensen (11). The 2-methoxy anil or, more properly, "anil-nitrone" mixture, prepared by fusion of 2-methoxy-9-methylacridine with 4-nitrosodimethylaniline afforded the desired aldehyde on hydrolysis with conc'd hydrochloric acid.…”