Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Reexamination Certificate
2005-07-12
2005-07-12
Zucker, Paul A. (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
C560S171000
Reexamination Certificate
active
06916947
ABSTRACT:
The present invention is directed to a method for producing amino acids by reacting halogenated carboxylic acid ester (haloacid esters) with a metal cyanate in the presence of an alcohol and by subsequent acidic saponification of the urethane carbonic acid formed. The method is characterized by the metal cyanate being placed at an elevated temperature in an organic solvent and the other reactants being continuously charged into the mixture over a defined time period.
REFERENCES:
patent: 4147716 (1979-04-01), Chung
patent: 4234744 (1980-11-01), Effenberger et al.
patent: 28 54 627 (1978-12-01), None
patent: 1.346.045 (1963-11-01), None
patent: WO 98/50341 (1998-11-01), None
Bell, et al., “Synthesis, C-13 NMR, and X-Ray Crystal Structure of N6, N9-Octamethylenepurinecyclophane,”Can. J. Chem. 70:186-196 (1992).
Chiusoli, “Neuere Synthesen mit Kohlenmonoxyd,”Angewandte Chemie72:74-79 (1960).
Effenberger, et al., “Darstellung von Aminosäuren aus Halogencarbonsäure-alkyl-estern mit Alkalimetallcyanaten,”Chem. Ber. 114:173-189 (1981).
Ghiaci, et al., “A Facile Beckmann Rearrangement of Oximes with A1C13in the Solid State,”Synth. Comm. 28:2275-2280 (1998).
Ho, et al., “A Practical Synthesis of ω-Aminoalkanoic Acid Derivatives from Cycloalkanones,”Synth. Comm.26:2641-2649 (1996).
Khodaei, et al., “Solvent Free Beckmann Rearrangement of Ketoximes by Anhydrous Ferric Chloride,”Synth. Comm.31:2047-2050 (2001).
Laurent, e al., “Fast Synthesis of Amino Acid Salts and Lactams without Solvent under Microwave Irradiation,”J. Chem. Soc., Chem. Commun.11:1101 (1995).
Olah, et al., “Synthesis Methods and Reactions; One-Step Conversion of Alicyclic Ketones into Lactams with Hydroxylamine-O-Sulfonic Acid/Formic Acid,”Synthesis537-538 (1979).
Robinson, et al., “Synthesis of Certain Higher Aliphatic Compounds. Part II. The Hydration of Stearolic Acid,”J. Chem. Soc.2204-2209 (1926).
Rondel, et al., “The Mechanism of the Action of Fused Alkalis. Part I. The Action of Fused Potassium Hydroxide on Dihydroxystearic Acid and Dihydroxybehenic Acid,”J. Chem. Soc.2800-2819 (1914).
Takagi, et al., “Studies on the Synthesis of Amino Acids by the Schmidt Reaction. II. New Synthetic Method for ω-Amino Acids and Syntheses of DL-2,8-Diaminoöctanoic Acid and DL-2,9-Diaminononanoic Acid,”Chem. Pharm. Bull.7:99-102 (1959).
Treibs, et al., “Synthesen mit Dicarbonsäuren, XIX. Mitteil. Darstellung von ω-Aminocarbonsäuren durch halbseitigen Hofmannshchen Abbau von Dicarbonsäuren,”Chem Ber.89:117-120 (1956).
Abstract for AH1 above.
Effenberger, et al., “Neue Synthese von Aminosäuren aus Halogencarbon-säureestern,”Angewandte Chemie91:504-505 (1979).
Drauz Karlheinz
Kalz Thomas
Meyer Oliver
Degussa - AG
Fitch Even Tabin & Flannery
Sanzo Michael A.
Zucker Paul A.
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