Synthesis of 2-ureidooxypropionic acid esters
Abstract
Abstract ESTERS OF 2-UREIDOOXYPROPIONIC ACID, SUCH AS THE METHYL ESTER, ARE PREPARED BY THE STEPS OF (A) FORMING ACETOHYDROXANIC ACID BY RECTION OF METHYL ACETATE WITH AN ACID SALT OF HYDROXYAMINE AND SODIUM METHOXIDE IN METHANOL; (B) FORMING METHYL 2-ACETAMIDOOXYPROPIONATE BY REACTING THE PRODUCT OF (A) WITH SODIUM METHOXIDE AND THEN METHYL 2-BROMOPROPIONATE; (C) FORMING METHYL 2-AMINOOXYPROPIONATE HYDROCHLORIDE BY REACTING THE PRODUCT OF (B) WITH ANHYDROUS HYDROGEN CHLORIDE, FILTERING THE RACTION MIXTURE AND CONCENTRATING THE FILTRATE; (D) FORMING METHYL 2-UREIDOOXYPROPIONATE BY DISSOLVING THE CONCENTRATED FILTRATE IN WATER AND THEN REACTING IT WITH AN ALKALI METAL CYANATE. ETHYL 2-UREIDOOXPROPIONATE IS FORMED BY THE SAME FOURSTEP REACTION WHEREIN ETHANOL REPLACES METHANOL, SODUIM ETHOXIDE REPLACES SODIUM METHOXIDE, ETHYL ACETATE REPLACES METHYL ACETATE, AND ETHYL 2-BROMOPROPIONATE REPLACES METHYL 2-BROMOPROPIONATE. THESE PRODUCTS ARE PLANT GROWTH REGULATES AS DISCLOSED IN U.S. PAT. NO. 3,282,987.
Inventors
- 👤 Charles D Adams
Bibliographic Details
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