Patent · US Expired

Process for the production of 4-hydroxy-2-oxo-pyrrolidin-1-yl acetamide

US4824966A · kind A · utility

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5References
5Claims
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Key dates

Filing dateMay 4, 1988
Grant dateApr 25, 1989
Priority date
Expiry dateMay 4, 2008

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D207/38
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Process for the production of 4-hydroxy-2-oxo-pyrrolidin-1-yl acetamide. A 4-(C.sub.1 -C.sub.2)-alkoxy-3-pyrrolin-2-on-1-yl-acetic acid (C.sub.1 -C.sub.4)-alkyl ester of the formula: ##STR1## wherein R.sub.1 is alkyl having 1 or 2 C atoms and R.sub.2 is alkyl having 1 to 4 C atoms, is reacted with either trichloromethylsilane in the presence of an alkali iodide or in an acid anhydrous medium to a 2,4-dioxo-pyrrolidin-1-yl-acetic acid (C.sub.1 -C.sub.4)-alkyl ester. The latter is optionally isolated and then hydrogenated with sodium borohydride to a 4-hydroxy-2-oxo-pyrrolidin-1-yl-acetic acid (C.sub.1 -C.sub.4)-alkyl ester. Finally, the 4-hydroxy-2-oxo-pyrrolidin-1-yl-acetic acid (C.sub.1 -C.sub.4)-alkyl ester is converted by amidation with ammonia to the desired end product.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.