Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1976-09-10
1978-05-09
Siegel, Alan M.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
260518R, 260518A, 260534M, C07D33324, C07C10142
Patent
active
040886573
ABSTRACT:
This is an improved process of manufacturing N-acyl derivatives of glycines .alpha.-substituted by radicals with an aromatic nature by condensation of the addition product of glyoxylic acid and an amide, with an aromatic compound. In a first stage, the reaction is carried out at low temperature, in a concentrated sulfuric medium, of an aliphatic nitrile of the formula R--C.tbd.N in which R is a radical selected from the group of substituted and unsubstituted, saturated and unsaturated alkyl radicals, with a concentrated aqueous solution of glyoxylic acid. Then in a second stage, the mixture obtained is condensed also at low temperature with a compound of aromatic nature not including a hydroxyl group and having at least one substitutable free hydrogen, and the resulting product is collected. The concentrated sulfuric acid may be supplemented with acetic acid during the second stage. A surface active agent may be also added in this stage. The products are valuable intermediates for the preparation of semi-synthetic penicillins.
REFERENCES:
patent: 3920730 (1975-11-01), Gleason
Christidis Yani
Schouteeten Alain
Flocks Karl W.
Nobel Hoechst Chimie
Siegel Alan M.
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