GB720586A - Improvements in or relating to the production of oxazolidones - Google Patents

Improvements in or relating to the production of oxazolidones

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Publication number
GB720586A
GB720586A GB5316/53A GB531653A GB720586A GB 720586 A GB720586 A GB 720586A GB 5316/53 A GB5316/53 A GB 5316/53A GB 531653 A GB531653 A GB 531653A GB 720586 A GB720586 A GB 720586A
Authority
GB
United Kingdom
Prior art keywords
heated
ethanolamine
ester
dissolved
acid sulphuric
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB5316/53A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Compagnie de Saint Gobain SA
Original Assignee
Compagnie de Saint Gobain SA
Manufactures des Glaces et Produits Chimiques de Saint Gobain SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Compagnie de Saint Gobain SA, Manufactures des Glaces et Produits Chimiques de Saint Gobain SA filed Critical Compagnie de Saint Gobain SA
Publication of GB720586A publication Critical patent/GB720586A/en
Expired legal-status Critical Current

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  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Oxazolidones-2 of the general formula <FORM:0720586/IV (b)/1> in which each of the symbols R and R1 represents hydrogen or a substituted or unsubstituted hydrocarbon radical are prepared by reacting an alkaline bicarbonate with an alkaline salt of an acid sulphuric ester of a substituted or unsubstituted ethanolamine. The term "alkaline" here includes ammonium. The salt of the acid sulphuric ester of ethanolamine may be formed in situ by neutralizing the acid ester with free alkali or an alkaline carbonate or bicarbonate. The reaction takes place in aqueous solution by heating slowly, e.g. to 40 DEG to 70 DEG C., and maintaining this temperature for 12 to 24 hours. Separation of the oxazolidone may be effected by filtering off the crystals of alkali sulphate which are formed, evaporating the solution to dryness and extracting with a solvent such as alcohol, benzene, dichlorethane or dichloroethylene. In examples (1) the acid sulphuric ester of ethanolamine dissolved in aqueous caustic soda is heated with sodium bicarbonate; (2) the acid sulphuric ester of ethanolamine is dissolved in aqueous ammonia and heated in a current of carbon dioxide; (3) the acid sulphuric ester of ethanolamine dissolved in water and potassium carbonate is heated with the addition of a supplementary addition of potassium bicarbonate; (4) the acid sulphuric ester of ethanolamine is heated with water and sodium bicarbonate; (5) the acid sulphuric ester of ethanolamine dissolved in sodium carbonate and water is heated with sodium bicarbonate; (6) the acid sulphuric ester of N-methylethanolamine is heated with water and sodium carbonate to give N-methyloxazolidone; (7) the sulphuric mono-ester of diethanolamine is dissolved in aqueous ammonia and carbon dioxide passed in while heating to give N-ethanoloxazolidone; and (8) the acid sulphuric ester of N-phenylethanolamine dissolved in soda lye is heated with sodium bicarbonate to yield N-phenyloxazolidone.
GB5316/53A 1952-02-25 1953-02-25 Improvements in or relating to the production of oxazolidones Expired GB720586A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR720586X 1952-02-25

Publications (1)

Publication Number Publication Date
GB720586A true GB720586A (en) 1954-12-22

Family

ID=9093885

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5316/53A Expired GB720586A (en) 1952-02-25 1953-02-25 Improvements in or relating to the production of oxazolidones

Country Status (1)

Country Link
GB (1) GB720586A (en)

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