Method for the production of chiral imidazolidin-2-ones

Details Method for the production of chiral imidazolidin-2-ones Method for the production of chiral imidazolidin-2-ones

2008-04-29

2008-04-29

Saeed, Kamal A. (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C548S316400

Reexamination Certificate

active

07365210

ABSTRACT:
The invention relates to a process for preparing chiral imidazolidin-2-ones of the formula Iin whichR1is C1-C8-alkyl, cyclohexyl, phenyl, a C1-C6-alkyl-, halo-, nitro-, C1-C6-alkoxy-, C1-C6-alkylmercapto- or CF3-substituted phenyl radical, naphthyl or a C1-C6-alkyl-, halo-, nitro-, C1-C6-alkoxy- or CF3-substituted naphthyl radical,R2is C1-C8-alkyl, C2-C8-alkenyl, cyclohexyl, phenyl or a phenyl-C1-C6-alkyl radical which may be substituted by a nitro, C1-C6-alkoxy, methylenedioxy or CF3radical, andR3is C1-C12-alkyl, C2-C8-alkenyl, cyclohexyl, phenyl or a C1-C6-alkyl-, halo-, nitro-, C1-C6-alkoxy-, methylenedioxy-, dialkylamino- or CF3-substituted phenyl radical,by reacting a compound of the formula II or the salt thereofin which R1, R2and R3have the abovementioned meaning, with urea in the presence of an involatile ammonium salt, wherein the reaction is carried out in the presence of an aprotic polar organic solvent.

REFERENCES:
patent: 01/04098 (2001-01-01), None
Ephedrine-Derived Imidazolidin 2 Ones, X—002931874, Bd. 126, pp. 2663-2673.
Close in J. Org. Chem., 15, 1131-1134 (1950).

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