Synthesis of 3-Amino (alkoxy)-2, 4-dioxo-1, 3-oxazolidine-5-carboxylates from Tartronic Esters

摘要

The reaction of tartronic esters (1a-d) with 1, 1’-carbonyl-di-(1, 2, 4-triazole), hydrazines or hydroxylamines produces 3-amino/3-alkoxy (aralkoxy)-2, 4-dioxo-1, 3-oxazolidine-5-carboxylic esters (5, 6) which are structurally related to the fungicides Famoxadone (I) and Chlozolinate (II). Under suitable conditions the carboxylic ester of 6 can be converted to a carboxamide (7), carbohydrazide (8) or carbohydroxamic acid (9).