Mechanism of reaction of phosphorus pentachloride with carboxylic acid amides

Kirsanov, AV

HERO ID

7501166

Reference Type

Journal Article

Year

1954

Language

English

HERO ID 7501166
In Press No
Year 1954
Title Mechanism of reaction of phosphorus pentachloride with carboxylic acid amides
Authors Kirsanov, AV
Journal Bulletin of the Academy of Sciences of the USSR. Division of Chemical Science
Volume 3
Issue 4
Page Numbers 551-558
Abstract 1. The scheme. of Wallach for the reaction of unsubstituted carboxylic acid amides with phosphorus pentachloride, generally accepted at the present day. is e roneous. Amidochlorides are not formed in the action of phosphorus pentachloride on unsubstituted carboxylic acid amides. 2. The reaction of unsubstituted amides of carboxylic acids with phosphorus pentachloride actually proceeds with formation of trichlorophosphazoacyls and two molecules of hydrogen chloride. e. 3. When heated or when exposed to the catalytic action of hydrogen chloride at room temperature, triclrlreophosphazoacyls break down to phosphorus oxychloride and nitriles. 4. The structure of the produt of reaction of phosphorus pentachloride with benzamide was established, as that of trichlosophosphazobenzoyl by a chemical method. 5. Trichlorophosphazoacyls are extremely reactive and can serve as starting substances for the preparation of the most diverse derivatives of phosphoric acid. 6. Reaction of phosphorus pentachloride with ethyl carbamate gives the ethyl ester of trichlorophospha o-carbonic acid which at 45° cleaves to ethyl chloride and isocyanophosphoryl chloride, 7. Reaction of phosphorus pentachloride with ethyl oxamate gives at first dichloroetboxyacetamide and then trichlo ophosphazo-dichloroethoxyaceyl. © 1954 Consultants Bureau, Inc.
Doi 10.1007/BF01172698
Is Certified Translation No
Dupe Override No
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Language Text English