Process for the preparation of methyl N-methylanthranilate

Details Process for the preparation of methyl N-methylanthranilate Process for the preparation of methyl N-methylanthranilate

1985-02-01

1986-04-15

Helfin, Bernard

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

C07C10154

Patent

active

045829225

ABSTRACT:
A mixture of methyl anthranilate, dissolved in a water-miscible solvent, with a solution of formaldehyde is reduced in a hydrogen atmosphere in the presence of a hyrogenation catalyst at moderate temperatures and pressures to yield methyl N-methylanthranilate. The invention provides a process which is feasible towards producing the compound in commercial quantities in high purity and good yield.

REFERENCES:
patent: 4255587 (1981-03-01), Plath et al.
Wakae et al., Chem. Abs., vol. 49 (1955) 955a.
J. Soc. Org. Synthetic Chem. (Japan) Chem. Abst. 49 955a (1955), "Synthesis of Alkylanthranilic Acid by Reductive Alkylation."
Aust. J. Chem. 27 537-542 (1974), "Synthesis of an Arylhydroxytetronimide and 3-Hydroxy-4 (1H)-Quinolone Derivatives."
J. Org. Chem. 24 1214 (1959) "Isatoic Anhydride IV. Reactions with Various Nucleophiles."

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