Process for manufacturing N-acyl derivatives of hydroxy-arylglyc

Details Process for manufacturing N-acyl derivatives of hydroxy-arylglyc Process for manufacturing N-acyl derivatives of hydroxy-arylglyc

1976-09-10

1978-08-08

Garner, Vivian

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603433R, 260534M, C07C10200, C07C10330, C07C10346, C07C10366

Patent

active

041056906

ABSTRACT:
Condensation of the addition product of glyoxylic acid and amides with hydroxyaryl compounds is effected by a first step, wherein the reaction is carried out hot, at a temperature below 60.degree. C, of an aliphatic amide having at the most 4 carbon atoms selected from the group of acetamide, chloracetamide, propionamide, acrylamide and butyramide, on an aqueous solution of glyoxylic acid. Then in a second step, after the addition of acetic acid and gaseous hydrochloric acid, condensation is effected at a temperature below 35.degree. C of the carboxamidoglycolic acid with an excess reaching 500% of hydroxyaryl compound selected from the group comprising phenol and its alkyl derivatives, their halogen derivatives, polyphenols and their ethers and betanaphthol. After the condensation of said second step, the volatile products are removed by vacuum distillation. When the hydroxyaryl compound is phenol, the crude product resulting from this distillation is taken up in nitromethane or water, which are a non-solvent of the N-acyl derivative of parahydroxyphenylglycine but a solvent of the corresponding ortho derivative; the proportion of the para derivative in the resulting compound is then of the order of 100%.

REFERENCES:
patent: 3860631 (1975-01-01), Gleason

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