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- W2090877575 endingPage "1942" @default.
- W2090877575 startingPage "1926" @default.
- W2090877575 abstract "Das thermische Verhalten der aus Phenolen und Isocyanaten dargestellten Carbamidsäureester (Urethane) 1a–x wird untersucht. N-Phenyl- und N-Benzoyl-carbamidsäure-phenylester lagern sich beim Erhitzen in N-substituierte Salicylamide 3 um. Die experimentellen Befunde machen einen intramolekularen Verlauf für diese der Fries-Umlagerung von Phenylestern vergleichbare Reaktion wenig wahrscheinlich. Bei der Thermolyse von N-Alkoxycarbonyl-carbamidsäure-phenylestern entstehen Benzoxazinone 6, die sich mit verd. Kalilauge unter CO2-Abspaltung nahezu quantitativ in die Salicylamide 7 überführen lassen. Aminobenzenes, VIII. The Rearrangement of Phenyl Carbamates — Syntheses of 2.4-Dioxo-3.4-dihydro-2H-1.3-benzoxazines and Salicylamides The thermal behavior of carbamates 1a–x prepared from phenols and isocyanates is investigated. On heating, N-phenyl- and N-benzoylcarbamic acid phenyl esters rearrange to yield N-substituted salicylamides 3. Experimental results render an intramolecular course of this reaction, which is analogous to the Fries rearrangement of phenyl esters, rather unlikely. Thermolysis of N-(alkoxycarbonyl)carbamic acid phenyl esters affords benzoxazinones 6, which are decarboxylated with dilute KOH to give salicylamides 7 in almost quantitative yield." @default.
- W2090877575 created "2016-06-24" @default.
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- W2090877575 date "1972-06-01" @default.
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- W2090877575 title "Aminobenzole, VIII. Die Umlagerung von Carbamidsäure-phenylestern — Synthesen von 2.4-Dioxo-3.4-dihydro-2H-1.3-benzoxazinen und Salicylamiden" @default.
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- W2090877575 doi "https://doi.org/10.1002/cber.19721050617" @default.
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