Patent · US Expired

Method for the resolution of chiral hydantoins

US5326878A · kind A · utility

3Cited by
1References
14Claims
0Family size

Assignee

Inventors

Key dates

Filing dateJul 21, 1992
Grant dateJul 5, 1994
Priority date
Expiry dateJul 21, 2012

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D233/74
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Method of resolution of chiral hydantoins of the general formula I ##STR1## in which: R.sub.1 designates a lower alkyl radical comprising 1 to 5 carbon atoms in linear or branched chain, PA1 R.sub.2 designates a phenyl radical, possibly mono-, di-, or tri-substituted by lower alkyl or alkoxy radicals or halogen atoms, whether identical of different, or a heteroaryl radical containing a ring of 5 to 7 members in which the sole hetero atom is nitrogen, oxygen or sulfur, or else an aralkyl radical the alkyl part of which comprises one or two carbon atoms and the aryl ring is a phenyl group possibly mono-, di- or tri-substituted by radicals which are lower alkyl or alkoxy radicals or halogen atoms, whether identical or different. The hydantoin (I) to be resolved is dissolved in an alcohol or an alkaline solution, and an enantiomer of .alpha.-methylbenzyl-amine is added in a defined proportion to the solution obtained, whereupon the diastereoisomeric salt obtained is isolated and treated with an acid solution in order to crystallize the enantiomer of hydantoin (I).

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