Herstellung von N-Chlor-diorganylketiminen

Eichenhofer, K. W.; Schliebs, Reinhard

doi:10.1007/bf00483554

Cited by 4 publications

(2 citation statements)

References 7 publications

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“…In the literature, no information on kinetics studies for methyl ethyl ketazine reaction system is reported. Only a few references are available regarding either the formation of ketazines or for the production of hydrazine hydrate through ketazine route, mainly using hydrogen peroxide including patents (Eichenhofer and Schliebs, 1976, 1977; Schirmann et al, 1976; Maekawa and Kume, 1979; Kazuhiko et al, 1983; Kuriyama et al, 1983; Schirmann et al, 1988; Schirmann and Tellier, 1993; Zhao et al, 1993; Kuriyama et al, 1997; Schirmann, 2002, 2003). These surveys give no pertinent information for the effects of temperature and catalyst concentration on the product formation.…”

Section: Introductionmentioning

confidence: 99%

Kinetics studies of ketazine formation: Effect of temperature and catalyst concentration

2008

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Formation of methyl ethyl ketazine is a distinct case of homogeneous catalyzed gas-liquid-liquid reactions. Kinetics studies of methyl ethyl ketazine formation has been carried out in a semi-batch reactor. The effects of temperature and catalyst concentration on the percentage yield of ketazine have been studied extensively. The yield of ketazine is found to increase with increase in temperature and then levels off. Increase in catalyst concentration favours the formation of ketazine. The conversion of peroxide is found to increase with increase in temperature thus indicating that chemical reaction is rate-limiting step in the system. The desired temperature for carrying out the reaction is found to be 60 • C and the required catalyst to peroxide ratio is 2.5. The activation energy for the reaction is 24.5 kJ/mol. La formation de méthyléthylkétazine est un cas distinct de réactions gaz-liquide-liquide catalysées homogènes. Desétudes cinétiques de la formation de méthyléthylkétazine ontété menées dans un réacteur semi-continu. Les effets de la température et de la concentration de catalyseur ontétéétudiés de manière approfondie. On a trouvé que le rendement de kétazine augmentait avec l'augmentation de la température pour s'établir ensuiteà un niveau constant. Une augmentation de la concentration de catalyseur favorise la formation de kétazine. On a trouvé que la conversion du peroxyde augmentait avec l'augmentation de la température, indiquant ainsi que la réaction chimique est uneétape limitante de la cinétique pour le système. On a trouvé que la bonne température pour mener la réactionétait de 60 • C et le rapport catalyseur-peroxyde requis de 2,5. L'énergie d'activation pour la réaction est de 24,5 kJ/mol.

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Section: Introductionmentioning

confidence: 99%

Kinetics studies of ketazine formation: Effect of temperature and catalyst concentration

2008

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“…2 Elimination of hydrogen chloride to produce the corresponding nitriles is facile, and decomposition can occur even violently. N-Chloro ketimines could be obtained by different methods, such as the elimination of hydrogen chloride from secondary N,N-dichloroamines 5 or chlorination of imines. 6 In contrast, only one convenient method for the preparation of N-chloro aldimines has been reported thus far.…”

Section: Introductionmentioning

confidence: 99%

A Novel Synthesis of Aromatic N-Chloro Aldimines

Kupfer

Brinker

1996

J. Org. Chem.

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N ‐Chlorimine, I. Oxidative Decarboxylierung von Dispirochinoxalinaminosäuren

Mohr

1981

Chem. Ber.

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N-Chloroimines, I Oxidative Decarboxylation of Dispiroquinoxaline Amino AcidsStarting with the trispiro dimer l a , the quinoxaline amino acids 4 are accessible in two steps. Instead of the expected ketone 8, the oxidative decarboxylation of 4 b with lead tetraacetate produces the lactame 5, the nitrile 6, and the N-chloroimine 7. By degradation in the presence of pyridine, 7 can be prepared exclusively. The hydrolysis of 7 leads to the desired ketone 8. Besides the known compounds 5 , 6 , and 8, the Beckmann rearrangement of 7 results in the formation of the chloroketone 11. The degradation of 4 b with NBS leads to the stable N-bromoimine 9 . Als Reagenzien fur den oxidativen Abbau von N-acylierten Aminosauren wurden NBS3), 3-Chlorperbenzoesaure4) und Bleitetraacetat'.@ eingesetzt; fur die vorliegenden Spirodiketoaminosauren 2a/2 b sollte Bleitetraacetat verwandt werden. Um Komplikationen durch die in 2a und 2 b enthaltenen Diketongruppierungen auszuschlieRen7), sollte der Abbau als Modellreaktion zunachst mit den entsprechenden Chinoxalinderivaten 4a/4c bzw. 4b/4d durchgefuhrt werden. Die direkte Kondensation der Diketon-aminosauren 2a/2b mit o-Phenylendiaminen gelang nicht deshalb wurde der Umweg uber die Trispirochinoxaline 3a/3c gewahlt, die sowohl aus dem Diketon Chern. Ber. 114(1981) Das durch Festk6rperphotodimerisierung des 4-Cyclohexyliden-5(4H)-oxazolons

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Herstellung von N-Chlor-diorganylketiminen

Cited by 4 publications

References 7 publications

Kinetics studies of ketazine formation: Effect of temperature and catalyst concentration

Kinetics studies of ketazine formation: Effect of temperature and catalyst concentration

A Novel Synthesis of Aromatic N-Chloro Aldimines

N ‐Chlorimine, I. Oxidative Decarboxylierung von Dispirochinoxalinaminosäuren

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