Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2005-05-17
2005-05-17
Stockton, Laura L. (Department: 1626)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
active
06894170
ABSTRACT:
Process for the preparation of substituted thiazolines of the formula (I)in which Ar is a phenyl, naphthyl, thienyl, pyridyl or quinolinyl radical which can optionally be substituted by one or more substituents from the group consisting of halogen, OH, benzyloxy, C1-C4-alkyl, C1-C4-alkoxy, COOR1where R1is H or C1-C4-alkyl,by coupling of (S)-α-methylcysteine hydrochloride of the formula (II)with a nitrile of the formula (III)in-line-formulae description="In-line Formulae" end="lead"?Ar—CNin-line-formulae description="In-line Formulae" end="tail"?in which Ar is as defined above, or a corresponding C1-C4-alkyl imidate, in which (S)-α-methylcysteine hydrochloride of the formula (II) is reacted in a suitable solvent with a nitrile of the formula (III) or a corresponding C1-C4-alkyl imidate in the presence of a tertiary base at a pH of 6.5 to 10 at 50° C. up to the reflux temperature to give the corresponding thiazoline of the formula (I), and processes for the preparation of (S)-α-methylcysteine hydrochloride and its use for the preparation of thiazolines of the formula (I).
REFERENCES:
patent: 20030220504 (2003-11-01), Chorghade et al.
Provisional application 60/381021, May 15, 2002.*
Mulqueen et al.,Tetrahedron,vol. 49, No. 24, pp. 5359-5364, (1993).
Ehrler et al,Synlett,pp. 702-703, (1994).
Heu Ferdinand
Krich Sylvia
Rieder Alexander
Steinbauer Gerhard
DSM Fine Chemicals Austria Nfg GmbH & Co KG
Stockton Laura L.
Wenderoth , Lind & Ponack, L.L.P.
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