Process for production of amic acid ester

C - Chemistry – Metallurgy – 07 – D

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C07D 277/64 (2006.01) C07C 269/04 (2006.01)

Patent

CA 2375631

The present invention aims at providing a process for producing an amic acid ester useful as an intermediate for agrochemical, easily at a low cost industrially. The present invention provides a process for producing an amic acid ester represented by the following general formula (7): (see formula 7) (wherein A is a substituted or unsubstituted lower alkylene group or the like; R1 is a substituted or unsubstituted lower alkyl group or the like; and R3 is a hydrogen atom or a lower alkyl group), which process comprises reacting, in the presence of water, an amino acid represented by the following general formula (1): (see formula 1) (wherein A has the same definition as given above) with a halogenated carbonic acid ester represented by the following general formula (2): (see formula 2) (wherein R1 has the same definition as given above and X is a halogen atom) to form an amide compound represented by the following general formula (3): (see formula 3) (wherein A and R1 have the same definitions as given above), then reacting the amide compound with a halogenated carbonic acid ester represented by the following general formula (4): (see formula 4) (wherein R2 is a substituted or unsubstituted lower alkyl group or the like; and X is a halogen atom) to form, in the system, a mixed acid anhydride represented by the following general formula (5): (see formula 5) (wherein A, R1 and R2 have the same definitions as given above), and reacting the mixed acid anhydride with an amine compound represented by the following general formula (6): (see formula 6) (wherein R3 has the same definition as given above and Het is a substituted or unsubstituted heterocyclic group).

L'invention concerne un procédé de fabrication d'esters d'acide amique de la formule générale (7) dans laquelle A, R1, R3 et Het ont la signification donnée dans les revendications. Ledit procédé consiste à faire réagir un acide aminé de la formule générale (1) avec un ester d'halocarbonate en présence d'eau afin de former un amide, à faire réagir cet amide additionnellement avec un ester d'halocarbonate afin de former un anhydride d'acide mélangé dans le système, et à faire réagir l'anhydride d'acide mélangé avec une amine ou un sel de cet amine.

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