Chlorierung von N‐Alkyl‐carbonsäureamiden

Abstract

Die Chlorierung von N‐Alkyl‐carbonsäureamiden 1 führt zu N‐Acyl‐imidchloriden 2. Eine Ausnahme bilden im N‐Alkyl‐Res α‐verzweigten N‐Alkyl‐carbonsäureamide 6, die in N‐Acyl‐ketimine 8 übergehen. Die wichtigsten Eigenschaften und einige spektroskopische Daten von 2 und 8 werden angegeben.

N-Functionally substituted imines of polychlorinated (brominated) aldehydes and ketones

“…Among the methods for the synthesis of polyhaloaldehyde imines, mention should be made of chlorination of N-alkyl(aryl)amides; however, this method has already been considered in several reviews. 17 ± 21 We would only like to emphasise that chlorination of N-acylamides has been shown 85 to give products resulting from chlorination of both the aldehyde and the amide fragments. Photochemical high-temperature chlorination of isopropylamides of benzoic and 4-chlorobenzoic acids affords the corresponding acylimines of hexachloroacetone.…”

Quinolone Analogs 13: Synthesis of Novel 1,1′‐(2‐Methylenepropane‐1,3‐diyl)di(4‐quinolone‐3‐carboxylate) and Related Compounds

“…Concerning the antibacterial quinolones and new quinolones, many research groups and pharmaceutical companies have developed the excellent antibacterial agents by the modification of the substituents at the N1, C7, and/or C8 positions of the quinolone skeleton. Nowadays, typical new quinolones such as levofloxacin , enoxacin , ciprofloxacin , sparfloxacin , and some others have clinically been used all over the world. Because quinolone antibacterials are known to interact with the DNA gyrase, various activities have been expected for quinolone derivatives.…”

ChemInform Abstract: Synthesis and Biological Activities of Quinolone Analogues: Pyridazino[3,4‐b]quinoxalin‐4‐ones.

“…Thereafter, plenty of researchers have devised the introduction of a fluorine atom into the quinolone nucleus, and flumequine [21,22] (Figure 2) has been produced initially as a fluoroquinolone derivative. Successively, many research groups in some pharmaceutical companies have developed various kinds of new quinolones with 6-fluoro and 7-piperazinyl (or other basic) group, which involve norfloxacin [23], pefloxacin [23], ofloxacin [24,25], ciprofloxacin [26,27], levofloxacin [25], enoxacin [28], amifloxacin [29] in the early 1980s; A-56620 [30], tosufloxacin [31,32], difloxacin [33], DR-3354 [34,35], sparfloxacin [36], BMY-40062 [37], pazufloxacin [38], sitafloxacin [39], WIN-57273 [40], HSR-903 [41] ( Figure 3), and some others in 1985 to the 1990s.…”