Derivatives of oxazolidinedione‐2,4: II. The reaction of α‐hydroxy‐esters with isocyanates

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Abstract
The reaction between an isocyanate and an α‐hydroxy‐ester leads to the formation of an N‐substituted carbamylo‐α‐hydroxy‐ester, which can give an oxazolidinedione‐2,4 under the influence of a small amount of metallic sodium by ring closure with the splitting off of alcohol.This ring closure can sometimes be brought about without the use of sodium, by heating the carbamylo‐α‐hydroxy‐ester to a sufficiently high temperature.Whether or not the required ring closure takes place on heating, depends apparently upon the nature of the carbon substituents of the carbamylo‐α‐hydroxy‐ester, since the latter, on heating to a higher temperature, sometimes can give an isocyanate.

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