Process for the preparation of n-substituded glycine acids...

C - Chemistry – Metallurgy – 07 – D

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C07D 209/36 (2006.01) C07C 227/08 (2006.01) C07C 229/06 (2006.01) C09B 7/02 (2006.01)

Patent

CA 2180101

Process for the preparation of an N-substituted glycine ester or an N- substituted glycine acid by reaction of a glyoxylic acid ester half-acetal or glyoxylic acid half-acetal with an amine and hydrogenation of the intermediate product formed by this reaction, and the use of the process in a process for the preparation of indoxyl and indigo derivatives by cyclization of an N-arylglycine ester, prepared by the above process, in a molten alkali metal carbonate or alkaline earth metal carbonate with or without addition of an alkali metal amide, and if appropriate oxidation of the indoxyl derivative formed by this reaction to give the corresponding indigo derivative.

Selon un procédé de préparation d'un ester de glycine N-substitué ou d'un acide glycinique N-substitué, on fait réagir un ester ou un hémiacétal d'acide glyoxylique avec une amine et on hydrate le produit intermédiaire ainsi obtenu. L'invention concerne également l'utilisation de ce procédé dans un procédé de préparation de dérivés d'indoxyle et d'indigo par cyclisation d'un ester d'arylglycine-N produit selon le procédé susmentionné dans un carbonate alcalin ou alcalino-terreux en fusion, avec ou sans adjonction d'un amide alcalin, suivie le cas échéant par la conversion par oxydation du dérivé d'indoxyle ainsi produit en un dérivé correspondant d'indigo.

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